Notice of Pre-AIA or AIA Status
The present application, filed on or after March 16, 2013, is being examined under the first inventor to file provisions of the AIA .
The response of the applicant has been read and given careful consideration.
Restriction to one of the following inventions is required under 35 U.S.C. 121:
I. Claims 1-9, drawn to an acetylene composition which may be used as a photoresist underlayer, classified in G093F7/025
II. Claims 10, drawn to a layer of the cured polymer on a substrate, classified in C07C43/285 .
III. Claims 11-15, drawn to processes of forming electronic devices including curing the layer, classified in G03F7/11
The inventions are independent or distinct, each from the other because:
Inventions group I and group II are related as mutually exclusive species in an intermediate-final product relationship. Distinctness is proven for claims in this relationship if the intermediate product is useful to make other than the final product, and the species are patentably distinct (MPEP § 806.05(j)). In the instant case, the intermediate product is deemed to be useful as in forming three dimensional stereolithographic structures or coating on non-semiconductor substrates and the inventions are deemed patentably distinct because there is nothing of record to show them to be obvious variants. The curing is a chemical transformation.
Inventions group I and group III are related as product and process of use. The inventions can be shown to be distinct if either or both of the following can be shown: (1) the process for using the product as claimed can be practiced with another materially different product or (2) the product as claimed can be used in a materially different process of using that product. See MPEP § 806.05(h). In the instant case the composition can be used to form a coating on another substrate or in a stereolithographic composition.
Group II and group III would be examined together.
Restriction for examination purposes as indicated is proper because all the inventions listed in this action are independent or distinct for the reasons given above and there would be a serious search and/or examination burden if restriction were not required because one or more of the following reasons apply:
These different inventions have a acquired a separate status in the art as evidenced by their different classification and divergent search
Applicant is advised that the reply to this requirement to be complete must include (i) an election of an invention to be examined even though the requirement may be traversed (37 CFR 1.143) and (ii) identification of the claims encompassing the elected invention.
The election of an invention may be made with or without traverse. To reserve a right to petition, the election must be made with traverse. If the reply does not distinctly and specifically point out supposed errors in the restriction requirement, the election shall be treated as an election without traverse. Traversal must be presented at the time of election in order to be considered timely. Failure to timely traverse the requirement will result in the loss of right to petition under 37 CFR 1.144. If claims are added after the election, applicant must indicate which of these claims are readable upon the elected invention.
Should applicant traverse on the ground that the inventions are not patentably distinct, applicant should submit evidence or identify such evidence now of record showing the inventions to be obvious variants or clearly admit on the record that this is the case. In either instance, if the examiner finds one of the inventions unpatentable over the prior art, the evidence or admission may be used in a rejection under 35 U.S.C. 103 or pre-AIA 35 U.S.C. 103(a) of the other invention.
Claims 1,10 and 11 are generic to the following disclosed patentably distinct species: polyacetylene compounds including a first aromatic ring and a further aromatic heterocyclic or fused aromatic ring system. The species are independent or distinct because there are 19 moieties bounded by the language of Ar1 (19 are recited in claim 2 and in the specification at [0021]) and at least 21 moieties bounded by the language of Ar2 (21 are recited in the specification at [0023]). This makes for 399 compounds which are classified on the basis of any specific aromatic rings and any specific heteroaromatic rings they contain. In addition, these species are not obvious variants of each other based on the current record.
Applicant is required under 35 U.S.C. 121 to elect a single disclosed species, or a single grouping of patentably indistinct species, for prosecution on the merits to which the claims shall be restricted if no generic claim is finally held to be allowable.
There is a serious search and/or examination burden for the patentably distinct species as set forth above because at least the following reason(s) apply:
There are 19 moieties bounded by the language of Ar1 (19 are recited in claim 2 and in the specification at [0021]) and at least 21 moieties bounded by the language of Ar2 (21 are recited in the specification at [0023]). This makes for 399 compounds which is further multiplied by the 2-5 (at least 4 different) acetylene moieties which yields a minimum of 1596 different compounds which are classified on the basis of the acetylene group,, any aromatic rings and any heteroaromatic rings. This represents a serious search burden.
Applicant is advised that the reply to this requirement to be complete must include (i) an election of a species or a grouping of patentably indistinct species to be examined even though the requirement may be traversed (37 CFR 1.143) and (ii) identification of the claims encompassing the elected species or grouping of patentably indistinct species, including any claims subsequently added. An argument that a claim is allowable or that all claims are generic is considered nonresponsive unless accompanied by an election.
The election may be made with or without traverse. To preserve a right to petition, the election must be made with traverse. If the reply does not distinctly and specifically point out supposed errors in the election of species requirement, the election shall be treated as an election without traverse. Traversal must be presented at the time of election in order to be considered timely. Failure to timely traverse the requirement will result in the loss of right to petition under 37 CFR 1.144. If claims are added after the election, applicant must indicate which of these claims are readable on the elected species or grouping of patentably indistinct species.
Should applicant traverse on the ground that the species, or groupings of patentably indistinct species from which election is required, are not patentably distinct, applicant should submit evidence or identify such evidence now of record showing the species to be obvious variants or clearly admit on the record that this is the case. In either instance, if the examiner finds one of the species unpatentable over the prior art, the evidence or admission may be used in a rejection under 35 U.S.C. 103 or pre-AIA 35 U.S.C. 103(a) of the other species.
Upon the allowance of a generic claim, applicant will be entitled to consideration of claims to additional species which depend from or otherwise require all the limitations of an allowable generic claim as provided by 37 CFR 1.141.
Telephone calls were made to Jonathan D. Baskin (39,499) on June 1 and 2 of 2026 to request an oral election to the above restriction requirement, but did not result in an election being made.
The examiner left telephone messages, but no callback was received.
Applicant is reminded that upon the cancelation of claims to a non-elected invention, the inventorship must be corrected in compliance with 37 CFR 1.48(a) if one or more of the currently named inventors is no longer an inventor of at least one claim remaining in the application. A request to correct inventorship under 37 CFR 1.48(a) must be accompanied by an application data sheet in accordance with 37 CFR 1.76 that identifies each inventor by his or her legal name and by the processing fee required under 37 CFR 1.17(i).
The examiner has required restriction between product or apparatus claims and process claims. Where applicant elects claims directed to the product/apparatus, and all product/apparatus claims are subsequently found allowable, withdrawn process claims that include all the limitations of the allowable product/apparatus claims should be considered for rejoinder. All claims directed to a nonelected process invention must include all the limitations of an allowable product/apparatus claim for that process invention to be rejoined.
In the event of rejoinder, the requirement for restriction between the product/apparatus claims and the rejoined process claims will be withdrawn, and the rejoined process claims will be fully examined for patentability in accordance with 37 CFR 1.104. Thus, to be allowable, the rejoined claims must meet all criteria for patentability including the requirements of 35 U.S.C. 101, 102, 103 and 112. Until all claims to the elected product/apparatus are found allowable, an otherwise proper restriction requirement between product/apparatus claims and process claims may be maintained. Withdrawn process claims that are not commensurate in scope with an allowable product/apparatus claim will not be rejoined. See MPEP § 821.04. Additionally, in order for rejoinder to occur, applicant is advised that the process claims should be amended during prosecution to require the limitations of the product/apparatus claims. Failure to do so may result in no rejoinder. Further, note that the prohibition against double patenting rejections of 35 U.S.C. 121 does not apply where the restriction requirement is withdrawn by the examiner before the patent issues. See MPEP § 804.01.
Applicant's election with traverse of group I and the compound
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in the reply filed on 9/8/2026is acknowledged. The traversal is on the ground(s) that there is no search burden. This is not found persuasive because as established above, the curable composition can be used as a resist, protective coating or the like and the species are independent or distinct because there are 19 moieties bounded by the language of Ar1 (19 are recited in claim 2 and in the specification at [0021]) and at least 21 moieties bounded by the language of Ar2 (21 are recited in the specification at [0023]). This makes for 399 compounds which are classified on the basis of any specific aromatic rings and any specific heteroaromatic rings they contain and 399 compounds referred to above does not account for the fact that the formula (I) is a partial structure of the curable compound merely describing moieties which can be connected to any core/remainder of the compound. Therefore to allow a reasonably through examination, the scope of the examination needs to be limited.
The requirement is still deemed proper and is therefore made FINAL.
Claims 10-15 are withdrawn from further consideration pursuant to 37 CFR 1.142(b), as being drawn to a nonelected invention, there being no allowable generic or linking claim. Applicant timely traversed the restriction (election) requirement in the reply filed on 9/8/2026.
In the event the determination of the status of the application as subject to AIA 35 U.S.C. 102 and 103 (or as subject to pre-AIA 35 U.S.C. 102 and 103) is incorrect, any correction of the statutory basis (i.e., changing from AIA to pre-AIA ) for the rejection will not be considered a new ground of rejection if the prior art relied upon, and the rationale supporting the rejection, would be the same under either status.
The following is a quotation of the appropriate paragraphs of 35 U.S.C. 102 that form the basis for the rejections under this section made in this Office action:
A person shall be entitled to a patent unless –
(a)(1) the claimed invention was patented, described in a printed publication, or in public use, on sale, or otherwise available to the public before the effective filing date of the claimed invention.
(a)(2) the claimed invention was described in a patent issued under section 151, or in an application for patent published or deemed published under section 122(b), in which the patent or application, as the case may be, names another inventor and was effectively filed before the effective filing date of the claimed invention.
The following is a quotation of 35 U.S.C. 103 which forms the basis for all obviousness rejections set forth in this Office action:
A patent for a claimed invention may not be obtained, notwithstanding that the claimed invention is not identically disclosed as set forth in section 102, if the differences between the claimed invention and the prior art are such that the claimed invention as a whole would have been obvious before the effective filing date of the claimed invention to a person having ordinary skill in the art to which the claimed invention pertains. Patentability shall not be negated by the manner in which the invention was made.
The following is a quotation of 35 U.S.C. 103 which forms the basis for all obviousness rejections set forth in this Office action:
A patent for a claimed invention may not be obtained, notwithstanding that the claimed invention is not identically disclosed as set forth in section 102, if the differences between the claimed invention and the prior art are such that the claimed invention as a whole would have been obvious before the effective filing date of the claimed invention to a person having ordinary skill in the art to which the claimed invention pertains. Patentability shall not be negated by the manner in which the invention was made.
Claims 1-5, and 9 are rejected under 35 U.S.C. 102(a)(1) as being by Sato et al. JP 2005041938.
Sato et al. JP 2005041938 exemplifies compounds
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on pages 7 and 8.
Compound C is 1,3-bis (4- (3,5-diethynylphenyloxy) phenyl) adamantane
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and was synthesized at [0039]. Production example 4 synthesizes the tetraethynyl monomer
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as compound D [0040]. Production example 6 synthesizes
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as compound F [0042]. Production example 7 synthesizes
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as compound G in the presence of DMSO and toluene [0043]. Coating liquid 3 combines compound C with anisole as in coating liquid 1, coating liquid 4 combines compound D and anisole as in coating liquid 1, coating liquid 6 combines compound F and anisole as in coating liquid 1 and coating liquid 7 combines compound G in N-methylpyrrolidone (NMP) [0047]. Example 7 used coating liquid 7 to coat a wafer. [0054]. Examples of the additive include coupling agents such as silane coupling agents and titanium coupling agents, catalysts such as organic peroxide, surfactants, and foam stabilizers. Coupling agents may be added to improve adhesion to the substrate, surfactants may be added to stabilize coatability, and organic peroxides and other catalysts may be added to reduce the crosslinking temperature of the monomers [0029]. The composition for forming an organic insulating film of the present invention contains a compound having at least three —C≡CH groups in the molecule, but may further contain an organic solvent to form a coating solution. The organic solvent is not particularly limited as long as it can dissolve a compound having at least three —C≡CH groups in the molecule. Examples of the organic solvent include alcohol solvents such as methanol, ethanol, isopropanol, 1-butanol, 2-ethoxymethanol, 3-methoxypropanol, acetylacetone, methylethylketone, methylisobutylketone, 3-pentanone, 2-heptanone, 3 -Ketone solvents such as heptanone and cyclohexanone, propyl acetate, butyl acetate, isobutyl acetate, pentyl acetate, methyl propionate, ethyl propionate, methyl butyrate, propylene glycol monomethyl ether acetate, ethyl lactate and other ester solvents, diisopropyl ether, Ether solvents such as dibutyl ether, dioxane, anisole, phenetol, veratrol, diphenyl ether, benzene, toluene, mesitylene, ethylbenzene Aromatic hydrocarbon solvents, halogen solvents such as chloroform, chlorobenzene, dichloroethylene, trichloroethylene, N, N-dimethylformamide, N, N-diethylformamide, N, N-dimethylacetamide, N-methylpropionamide, N- Examples include amide solvents such as methylpyrrolidone, and aliphatic hydrocarbon solvents such as pentane, hexane, and heptane, and these are preferably used because they are easily available industrially [0026]
The position of the examine is that coating solutions containing compounds C, D, F or G meet the claims as they include a compound bounded by the claims in a solvent.
The coating solution including compound G includes the elected species I-1.
As these solutions include multiple compounds each of which includes multiple ethynyl groups, the examiner holds that these additional compounds bounded by formula (I) are present as crosslinkers.
Claims 1-5, and 9 are rejected under 35 U.S.C. 102(a)(1) as being by Kubo et al. JP 2009206447.
Kubo et al. JP 2009206447 (machine translation attached ) exemplifies compounds
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Compound (e ) is synthesized in the presence of a solvent at [0106].
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These are bounded by formula (1),
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each A .sup.1 independently represents a single bond, —CO—, —NR—, —O—, —SO .sub.2 —, —CH═CH—, —C≡C—, or Represents a combination of two or more, A .sup.2 and A .sup.4 each independently represent a monovalent organic group having 1 to 10 carbon atoms, and A .sup.3 each independently represents a carbon atom excluding a hydrogen atom or a phenyl group. 1 represents a monovalent organic group having 1 to 10, X represents a tetravalent organic group having 1 to 9 carbon atoms, R represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and each m independently represents Each represents an integer of 1 to 5, n independently represents an integer of 1 or more, p independently represents an integer of 0 to 4, and q independently represents an integer of 0 to 4) [0008]. You may add additives, such as surfactant, a silane coupling agent, and an adhesive agent. As the surfactant that can be used in the present invention, any surfactant may be used. For example, nonionic surfactants, anionic surfactants, cationic surfactants, and the like, silicone surfactants, fluorine-containing surfactants, polyalkylene oxide surfactants, acrylic surfactants Agents. The surfactant that can be used in the present invention may be one type or two or more types. As the surfactant, silicone surfactants, nonionic surfactants, fluorine-containing surfactants, and acrylic surfactants are preferable, and silicone surfactants are particularly preferable. The addition amount of the surfactant that can be used in the present invention is preferably 0.01% by weight or more and 1% by weight or less, and preferably 0.1% by weight or more and 0.5% by weight or less with respect to the total amount of the film-forming coating solution. More preferably, it is not more than% by weight. In the present invention, the silicone-based surfactant is a surfactant containing at least one Si atom. The silicone-based surfactant that can be used in the present invention may be any silicone-based surfactant, and preferably has a structure containing alkylene oxide and dimethylsiloxane. A structure including the following chemical formula is more preferable.
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In said formula, R is a hydrogen atom or a C1-C5 alkyl group, x is an integer of 1-20, m and n are the integers of 2-100 each independently. Further, when there are a plurality of R, they may be the same or different. Examples of silicone surfactants that can be used in the present invention include BYK-306, BYK-307 (manufactured by Big Chemie), SH7PA, SH21PA, SH28PA, SH30PA (manufactured by Toray Dow Corning Silicone), Troysol S366 ( Troy Chemical Co., Ltd.). The nonionic surfactant that can be used in the present invention may be any nonionic surfactant. For example, polyoxyethylene alkyl ethers, polyoxyethylene aryl ethers, polyoxyethylene dialkyl esters, sorbitan fatty acid esters, fatty acid-modified polyoxyethylenes, polyoxyethylene-polyoxypropylene block copolymers, etc. Can do. The fluorine-containing surfactant that can be used in the present invention may be any fluorine-containing surfactant. For example, perfluorooctyl polyethylene oxide, perfluorodecyl polyethylene oxide, perfluorodecyl polyethylene oxide and the like can be mentioned. The acrylic surfactant that can be used in the present invention may be any acrylic surfactant. For example, an acrylic acid copolymer or a methacrylic acid copolymer can be used. [0073,0075-0082]. Although it does not specifically limit as an organic solvent, For example, alcohol solvents, such as methanol, ethanol, 2-propanol, 1-butanol, 2-ethoxymethanol, 3-methoxypropanol, 1-methoxy-2-propanol, acetone, acetylacetone, Ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, 2-pentanone, 3-pentanone, 2-heptanone, 3-heptanone, cyclopentanone, cyclohexanone, ethyl acetate, propyl acetate, butyl acetate, isobutyl acetate, pentyl acetate, propionic acid Esters such as ethyl, propyl propionate, butyl propionate, isobutyl propionate, propylene glycol monomethyl ether acetate, methyl lactate, ethyl lactate, γ-butyrolactone, diisopropyl Ether solvents such as pyr ether, dibutyl ether, ethyl propyl ether, anisole, phenetol, veratrol, aromatic hydrocarbon solvents such as mesitylene, ethylbenzene, diethylbenzene, propylbenzene, t-butylbenzene, N-methylpyrrolidinone, dimethylacetamide And amide solvents such as these may be used, and these may be used alone or in admixture of two or more. More preferred organic solvents are 1-methoxy-2-propanol, propanol, acetylacetone, cyclohexanone, propylene glycol monomethyl ether acetate, butyl acetate, methyl lactate, ethyl lactate, γ-butyrolactone, anisole, mesitylene, t-butylbenzene, Particularly preferred are 1-methoxy-2-propanol, cyclohexanone, 2-heptanone, propylene glycol monomethyl ether acetate, ethyl lactate, γ-butyrolactone, t-butylbenzene and anisole [0071].
This reference does not exemplify the elected species.
Claims 1-5, and 8-9 are rejected under 35 U.S.C. 102(a)(1) as being by Kubo et al. JP 2008231174
Kubo et al. JP 2008231174 (machine translation attached teaches the synthesis of compound (f) at
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Table 1 teaches the combination of polymer 1 or 2 with cage like structures (adamantyl) and compound (f ) in cyclohexane [0108-0109]
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Other exemplified compounds include
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These are bounded by formula (1)
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A represents an ester bond or an amide bond, B represents an n .sub.1 -valent organic group, R .sup.1 represents a hydrogen atom or a monovalent substituent, and R .sup.2 represents a hydrogen atom or a monovalent group. N .sub.1 represents an integer from 1 to 6, n .sub.2 represents an integer from 0 to 4, n .sub.3 represents an integer from 1 to 5, and satisfies n .sub.2 + n .sub.3 = 5 .) [0007,0011] B in the formula (1) is an n .sub.1 valent organic group, and n .sub.1 hydrogen atoms are substituted from an organic group having a cage structure or a cyclic structure, an ethynyl group, an ethenyl group, or an aromatic ring of an aromatic compound. The residue is preferably an organic group having a cage structure, or more preferably a residue obtained by removing n .sub.1 hydrogen atoms from the aromatic ring of the aromatic compound, and the aromatic ring of the aromatic compound. More preferably, it is a residue obtained by removing n .sub.1 hydrogen atoms from. Specific examples of the aromatic compound are shown below.
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[0013-0018].
The coating solvent that can be used in the present invention is not particularly limited. For example, alcohol solvents such as methanol, ethanol, 2-propanol, 1-butanol, 2-ethoxymethanol, 3-methoxypropanol, and 1-methoxy-2-propanol are used. Solvent, Acetone, Acetylacetone, Methyl ethyl ketone, Methyl isobutyl ketone, 2-pentanone, 3-pentanone, 2-heptanone, 3-heptanone, cyclopentanone, cyclohexanone and other ketone solvents, ethyl acetate, propyl acetate, butyl acetate, isobutyl acetate Pentyl acetate, ethyl propionate, propyl propionate, butyl propionate, isobutyl propionate, propylene glycol monomethyl ether acetate, methyl lactate, ethyl lactate, γ-butyrolactone, etc. Ter solvents, ether solvents such as diisopropyl ether, dibutyl ether, ethyl propyl ether, anisole, phenetol, veratrol, aromatic hydrocarbon solvents such as mesitylene, ethylbenzene, diethylbenzene, propylbenzene, t-butylbenzene, N-methyl Examples include amide solvents such as pyrrolidinone and dimethylacetamide, and these may be used alone or in admixture of two or more. Although it does not specifically limit as an organic solvent, For example, alcohol solvents, such as methanol, ethanol, 2-propanol, 1-butanol, 2-ethoxymethanol, 3-methoxypropanol, 1-methoxy-2-propanol, acetone, acetylacetone, Ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, 2-pentanone, 3-pentanone, 2-heptanone, 3-heptanone, cyclopentanone, cyclohexanone, ethyl acetate, propyl acetate, butyl acetate, isobutyl acetate, pentyl acetate, propionic acid Esters such as ethyl, propyl propionate, butyl propionate, isobutyl propionate, propylene glycol monomethyl ether acetate, methyl lactate, ethyl lactate, γ-butyrolactone, diisopropyl Ether solvents such as pyr ether, dibutyl ether, ethyl propyl ether, anisole, phenetol, veratrol, aromatic hydrocarbon solvents such as mesitylene, ethylbenzene, diethylbenzene, propylbenzene, t-butylbenzene, N-methylpyrrolidinone, dimethylacetamide And amide solvents such as these may be used, and these may be used alone or in admixture of two or more. [0070,0072]. Furthermore, the composition for film formation of the present invention includes the above-described polymerization initiator and transition metal as long as the properties (heat resistance, dielectric constant, mechanical strength, coatability, adhesion, etc.) of the obtained insulating film are not impaired. You may add additives, such as radical generators, such as a catalyst, colloidal silica, surfactant, a silane coupling agent, and an adhesive agent [0074]. Any surfactant may be used in the film-forming composition of the present invention, and examples thereof include nonionic surfactants, anionic surfactants, and cationic surfactants, and silicone-based surfactants. Surfactants, fluorine-containing surfactants, polyalkylene oxide surfactants, and acrylic surfactants may be mentioned. The surfactant that can be used in the present invention may be one type or two or more types. As the surfactant, silicone surfactants, nonionic surfactants, fluorine-containing surfactants, and acrylic surfactants are preferable, and silicone surfactants are particularly preferable. The addition amount of the surfactant that can be used in the present invention is preferably 0.01% by weight or more and 1% by weight or less, and preferably 0.1% by weight or more and 0.5% by weight or less with respect to the total amount of the film-forming coating solution. More preferably, it is not more than% by weight. In the present invention, the silicone-based surfactant is a surfactant containing at least one Si atom. The silicone surfactant used in the present invention may be any silicone surfactant and preferably has a structure containing alkylene oxide and dimethylsiloxane. A structure including the following chemical formula is more preferable.
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In said formula, R is a hydrogen atom or a C1-C5 alkyl group, x is an integer of 1-20, m and n are the integers of 2-100 each independently. Further, when there are a plurality of R, they may be the same or different. Examples of silicone surfactants that can be used in the present invention include BYK306, BYK307 (manufactured by BYK Chemie), SH7PA, SH21PA, SH28PA, SH30PA (manufactured by Toray Dow Corning Silicone), Troysol S366 (manufactured by Troy Chemical) Etc. The nonionic surfactant that can be used in the present invention may be any nonionic surfactant. For example, polyoxyethylene alkyl ethers, polyoxyethylene aryl ethers, polyoxyethylene dialkyl esters, sorbitan fatty acid esters, fatty acid-modified polyoxyethylenes, polyoxyethylene-polyoxypropylene block copolymers, etc. Can do The fluorine-containing surfactant that can be used in the present invention may be any fluorine-containing surfactant. For example, perfluorooctyl polyethylene oxide, perfluorodecyl polyethylene oxide, perfluorodecyl polyethylene oxide and the like can be mentioned. The acrylic surfactant that can be used in the present invention may be any acrylic surfactant. For example, a (meth) acrylic acid type copolymer etc. are mentioned [0076-0083].
This reference does not exemplify the elected species.
Claims 1-5, and 9 are rejected under 35 U.S.C. 102(a)(1) as being by Satoh et al. 20050025892.
Satoh et al. 20050025892 exemplifies 1,3-bis(4-(3,5-diethynylphenyloxy)phenyl)adamantane as compound A7 [0165] which is combined with anisole. [0172]
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The monomers are bounded by the formulae of groups 4 and 5.
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In the formula (4), Ar.sup.3 to Ar.sup.8 each independently represents a group having an aromatic ring optionally substituted by other group than --C.ident.C--H group. P.sup.1 to p.sup.3 each independently represents a direct bond, --C.ident.C--, --O--, --CO--, --COO--, --S--, --SO--, --SO.sub.2--, --CONH--, --NR.sup.13-- or a divalent group having an aromatic ring optionally substituted. [0060-0069] Divalent groups having, for example, a benzene ring, diphenyl ring, naphthalene ring, anthracene ring, fluorene ring, pyridine ring, pyrazine ring, pyrimidine ring, pyridazine ring or triazine ring, and the like [0051]. G includes
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[0092].
The organic solvent is not particularly restricted providing it can dissolve (A) and (B). The examples include alcohols such as methanol, ethanol, isopropanol, 1-butanol, 2-ethoxymethanol, 3-methoxypropanol and the like, ketones such as acetylacetone, methyl ethyl ketone, methyl isobutyl ketone, 3-pentanone, 2-heptanone, 3-heptaanone, cyclohexanone and the like, esters such as propyl acetate, butyl acetate, isobutyl acetate, pentyl acetate, methyl propionate, ethyl propionate, methyl butyrate, propylene glycol monomethyl ether acetate, ethyl lactate and the like, ethers such as diisopropyl ether, dibutyl ether, dioxane, anisole, phenetole, veratole, diphenyl ether and the like, aromatic hydrocarbons such as benzene, toluene, mesitylene, ethylbenzene and the like, halogens such as chloroform, chlorobenzene, dichloroethylene, trichloroethylene and the like, amides such as N,N-dimethylformamide, N,N-diethylformamide, N,N-dimethylacetamide, N-methylpropionamide, N-methylpyrrolidone and the like, aliphatic hydrocarbons such as pentane, hexane, heptane and the like, and these are suitably used from the viewpoint of it easy availability. These organic solvents can be properly selected within the range in which the solubility of (A) and (B), and the application property of an application solution itself can be successfully maintained, and one or more of them may be used in combination [0121-0122]. The additive includes, for example, coupling agents such as a silane coupling agent, titanium coupling agent and the like, surfactants, foam controlling agents, catalysts such as organic peroxides and the like [0127-0128].Into the composition and application solution of the present invention, an aromatic polymer having a cross-linkable group in the molecule may be compounded. The aromatic polymer having a cross-linkable group in the molecule may be compounded for the purpose of giving compatibility of (A) and (B), enhancing flattening of an insulation film in porous structure formation, regulating the thickness of an insulation film, and the like. The aromatic polymer having in the molecule a cross-likable group is not particularly restricted providing one or more cross-likable groups are contained in the molecule, and examples include polyphenylenes, polyimides, polyarylene ethers, polyarylene ether ketones, polyarylene ether sulfones, polyarylene ether amides and the like. Particularly, a polymer having an ether bond in the main chain is preferably used from the viewpoint of heat resistance, insulation property and solubility in a solvent, and among them, polyarylene ethers are more preferably used from the viewpoint of the relative dielectric constant of 3.0 or less. The aromatic polymer having a cross-linkable group in the molecule may be a random copolymer or a block copolymer, and graft copolymers and block copolymers in which other polymer is bonded to the side chain or end group may also be used. The group having the ability of cross-linking may exist on the side chain or end group. The group having the ability of cross-linking include cross-linkable groups such as a cyanate group, propargyl group, allyl group, vinyl group, ethynyl group, alkylsilyl group, alkoxysilyl group and the like. The weight-average molecular weight of the aromatic polymer having a cross-linkable group in the molecule based on a polystyrene calibration standard according to GPC is preferably 100000 or less, more preferably 50000 or less, further preferably 30000 or less [0129-0135].
This reference does not exemplify the elected species.
Claims 1-7 and 9 are rejected under 35 U.S.C. 103 as being unpatentable over Sato et al. JP 2005041938.
The cited examples of Sato et al. JP 2005041938 do not include a mixture of solvents, a flow additive, a curing agent or surface leveling agent.
It would have been obvious to modify the coating solutions containing compounds C, D, F or G by adding surfactants as leveling agents and/or flow modifiers based upon the disclosure at [0029], catalysts to aid in curing as taught at [0029] and/or a combination of solvents with different boiling points from those taught at [0026] with a reasonable expectation of forming a useful photocurable composition.
Claims 1-9 are rejected under 35 U.S.C. 103 as being unpatentable over Kubo et al. JP 2008231174
The cited example of Kubo et al. JP 2008231174 does not include a mixture of solvents, a flow additive, a curing agent or surface leveling agent.
It would have been obvious to modify the coating solutions containing compound (f) by adding surfactants, including polymeric surfactants as leveling agents and/or flow modifiers based upon the disclosure at [0074,0076-0083], catalysts to aid in curing as taught at [0074] and/or a combination of solvents with different boiling points from those taught at [0070,0072] with a reasonable expectation of forming a useful photocurable composition.
Further it would have been obvious to one skilled in the art to modify the composition exemplified or rendered obvious by replacing the compound (f) with
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with a reasonable expectation of forming a useful photosensitive composition based upon their disclosed equivalence.
Further, it would have been obvious to one skilled in the art to modify the composition exemplified or rendered obvious by replacing the compound (f) with c a compound similar to the exemplified compounds
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but where the ceter moiety is the benzophenone taught at [0013-0018] with a reasonable expectation of forming a useful photosensitive composition based upon their disclosed equivalence.
This reference does not exemplify the elected species.
Claims 1-9 are rejected under 35 U.S.C. 103 as being unpatentable over Sato et al. JP 2005041938, in view of Kubo et al. JP 2008231174.
Sato et al. JP 2005041938 does not teach the addition of polymers.
It would have been obvious to modify the coating solutions containing compounds C, D, F or G by adding polymeric surfactants such as those taught by Kubo et al. JP 2008231174 at [0074,0076-0083] with a reasonable expectation of forming a useful photocurable composition, noting the similarity in the compositions.
The coating solution including compound G includes the elected species I-1
The prior art made of record and not relied upon is considered pertinent to applicant's disclosure.
Kubo et al. 20090221779 exemplifies the compounds
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Kubo et al. JP 2009046622 (machine translation attached) exemplifies compounds
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On page 8 and 9.
Compound I is synthesized at [0126-0127].
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Sato et al. JP 2004169012 (machine translation attached) exemplifies
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at [0033]. In production example 5,
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(A5) is synthesized by the process 2,4-dibromophenol (25.2 g, 0.1 mol), difluorobenzophenone (10.9 g, 0.05 mol), potassium carbonate (20.7 g, 0 .15 mol), dimethyl sulfoxide (150 g), and toluene (80 g) were charged, and heated and stirred at 150 ° C. for 6 hours under an N .sub.2 stream. Toluene was added to the reaction mass, washed with water, and the solvent was distilled off to obtain a resinous substance. The obtained resin (17.0 g, 0.025 mol) was charged into a 500 mL four-necked flask together with 200 g of triethylamine and Cu (I) I (0.6 g, 0.003 mol), and allowed to stand under an Ar gas flow for 1 hour. Then, Pd (0) (TPP) .sub.4 (1.7 g, 0.0015 mol) and ethynylbenzene (12.4 g, 0.12 mol) were added thereto, and the mixture was stirred at 80 ° C. for 6 hours while keeping at room temperature / overnight. Stirring was performed. After filtration, the solvent was distilled off from the liquid layer, column treatment was performed with a toluene solvent, and the target product was obtained by concentration [0066]. This is designated as compound A5. Coating liquids 11 and 16 included this compound in anisole [0072]. The organic solvent is not particularly limited as long as it can dissolve (A) and (B). Specific examples include methanol, ethanol, isopropanol, 1-butanol, 2-ethoxymethanol, alcohol solvents such as 3-methoxypropanol, acetylacetone, methyl ethyl ketone, methyl isobutyl ketone, 3-pentanone, 2-heptanone, 3-heptanone, Ketone solvents such as cyclohexanone, propyl acetate, butyl acetate, isobutyl acetate, pentyl acetate, methyl propionate, ethyl propionate, methyl butyrate, propylene glycol monomethyl ether acetate, ester solvents such as ethyl lactate, diiopropyl ether, dibutyl ether, Ether solvents such as dioxane, anisole, phenetole, veratrol, diphenyl ether, etc., and aromatic carbons such as benzene, toluene, mesitylene, ethylbenzene Hydrogen solvents, halogen solvents such as chloroform, chlorobenzene, dichloroethylene, and trichloroethylene; N, N-dimethylformamide, N, N-diethylformamide, N, N-dimethylacetamide, N-methylpropionamide, N-methylpyrrolidone, etc. Examples thereof include amide solvents, aliphatic hydrocarbon solvents such as pentane, hexane, and heptane. These are preferably used because they are easily available industrially. These organic solvents can be arbitrarily selected within a range in which the solubility of (A) and (B) and the coating property of the coating solution itself can be favorably maintained, and one type or a combination of two or more types can be used [0048]. Examples of the additive include a coupling agent such as a silane coupling agent and a titanium coupling agent, a surfactant, a foam stabilizer, and a catalyst such as an organic peroxide [0052]
Nida et al. 20230161258 (cited by applicant) exemplifies [0307]
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Inabe et al. 20090221779 (cited by applicant) exemplifies (page 12,13,19)
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Inabe et al. 20090048421 exemplifies
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Kubo et al. 2008-2311764 (cited by applicant) exemplifies compounds including
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Nakayama et al. 20100286353 exemplifies (page 21)
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Any inquiry concerning this communication or earlier communications from the examiner should be directed to Martin J Angebranndt whose telephone number is (571)272-1378. The examiner can normally be reached 7-3:30 pm EST.
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MARTIN J. ANGEBRANNDT
Primary Examiner
Art Unit 1737
/MARTIN J ANGEBRANNDT/Primary Examiner, Art Unit 1737 June 3, 2026