JPH09208697A - Production of polymeric compound - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a polymeric compound having an excellent light transmittance by polycondensing a starting substance containing a compound having a double bond in the presence of a condensing agent comprising a uronium derivative represented by a specified formula. SOLUTION: An aromatic or heterocyclic tetracarboxyliacid dianhydride is reacted with a (meth)acrylic alcohol to produce a tetracarboxylic diester. A condensing agent comprising a uronium derivative (e.g. O-(7-azabenzotriazol-1- yl)-1,1,3,3-tetramethyluronium hexafluroborate) represented by the formula [wherein A is C or N; R<1> and R<2> are each H, a halogen, a 1-6C alkyl or the like; M is an (n-1)-valent element; X is H, phenyl or the like] is added to an N,N-dimethylformamide solution of the diester, a diamino compound (e.g. 4,4'-diaminodiphenyl ether) and a basic catalyst (e.g. isopropylamine) and reacted. The obtained reaction mixture is added dropwise to a water/methanol mixture to deposit a polyimide precursor.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a method for producing a polymer compound such as a polyimide precursor by condensation polymerization,
The present invention relates to a method for producing a polymer compound having photopolymerizability by condensation polymerization.

[0002]

2. Description of the Related Art A polyimide or its precursor, which itself has a photo-patterning property, is called a photosensitive polyimide and is used for a surface protective film of a semiconductor. Several photosensitive methods are known for photosensitive polyimide. Typical examples thereof include those in which polyamic acid is an ester with hydroxy acrylate (see JP-B-55-41422), and those in which polyamic acid such as amino acrylate is blended and a photosensitive group is introduced by a salt bond. There is known one (see JP-A-54-145794).

Polyimide is obtained by heating a precursor polymer compound soluble in a solvent to imidize it. And, as a method for producing the precursor polymer compound,
Known methods include condensation polymerization of an acid chloride and a diamino compound (see Japanese Patent Publication No. 55-41422), and condensation polymerization of an aromatic or heterocyclic tetracarboxylic dianhydride and a diamine in the presence of carbodiimide. (See JP-A-60-228537).

[0004]

However, each of the methods has problems that a highly toxic reagent is used and the yield is low. That is, when the acid chloride is used, highly toxic gas and high molecular weight by-products are generated, and it is difficult to remove ionic impurities. Moreover, when carbodiimide is used, there are problems such as low reactivity, difficulty in removing by-products, and low light transmittance of the product. The present invention has been made in view of the problems of the conventional techniques as described above. That is, the first object of the present invention is to provide a method for obtaining a polymer compound in high yield by condensation polymerization. A second object of the present invention is to provide a method for safely and high yielding a polymer compound having a small amount of by-products and impurities and excellent in light transmittance.

[0005]

The first object of the present invention is achieved by subjecting a starting material to condensation polymerization using an uronium derivative as a condensing agent. Further, by using a uronium derivative as a condensing agent and subjecting a starting material containing a compound having an unsaturated double bond to condensation polymerization, a polymer compound having photosensitivity can be obtained.

Further, a tetracarboxylic acid diester obtained by reacting an aromatic and / or heterocyclic tetracarboxylic dianhydride with a (meth) acrylic group-containing alcohol and / or a primary alcohol, and a diamino compound. To obtain a polyimide precursor polymer compound, which is obtained by condensation polymerization using an uronium derivative as a condensing agent.

As the uronium derivative, the following general formula 3
It is preferable to use the compound shown in.

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Further, in the present invention, more preferable results can be obtained by using the uronium derivative and the benzotriazole derivative represented by the following general formula 4 in combination.

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[0009]

BEST MODE FOR CARRYING OUT THE INVENTION Specific uronium derivatives include the compounds shown in Chemical Formulas 5 to 28 below.

[0010]

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[0011]

[Chemical 6]

[0012]

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[0013]

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[0014]

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[0015]

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[0016]

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[0017]

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[0018]

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[0019]

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[0020]

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[0021]

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[0022]

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[0023]

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[0024]

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[0025]

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[0026]

[Chemical 21]

[0027]

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[0028]

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[0029]

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[0030]

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[0031]

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[0032]

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[0033]

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Specific examples of the benzotriazole derivative include compounds represented by Chemical Formula 29 below.

[0035]

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In the present invention, a tetracarboxylic acid diester and a diamino compound or a diamino compound having at least one double bond are subjected to condensation polymerization using an uronium derivative to produce a polymer compound having an unsaturated double bond. To do. The reaction is mainly carried out in a solution, and a solution containing a uronium derivative is added dropwise to a mixed solution of a tetracarboxylic acid diester and a diamino compound or a diamino compound having at least one double bond. However, it is also possible to carry out this reaction in stages. That is, an addition product consisting of a tetracarboxylic acid diester and a uronium derivative is formed, and then a solution containing a diamino compound or a diamino compound having at least one double bond is added dropwise thereto, or a solution containing a tetracarboxylic acid diester is added. A method of alternately dropping a solution containing the uronium derivative and a solution containing the diamino compound or the diamino compound having at least one double bond is also possible.
When the reaction solution is dropped into water or a lower alcohol such as methanol, the desired polymer compound precipitates as a solid.

The polyimide precursor is obtained by reacting a tetracarboxylic dianhydride with a (meth) acryl group-containing alcohol to produce a tetracarboxylic acid diester, which is obtained by condensation polymerization using the tetracarboxylic acid diester and a diamino compound as materials. To be Alternatively, a condensation polymerization using a tetracarboxylic acid dianhydride and an alcohol not containing a (meth) acryl group to produce a tetracarboxylic acid diester, and a tetraamino acid diester and a diamino compound having an unsaturated double bond as a material Obtained by Examples of the tetracarboxylic dianhydride used for these include pyromellitic dianhydride, 3,3 ′, 4,4′-benzophenone tetracarboxylic dianhydride, 3,3 ′,
4,4'-biphenyltetracarboxylic dianhydride, 1,
2,5,6-naphthalenetetracarboxylic dianhydride,
2,3,6,7-naphthalenetetracarboxylic dianhydride, 2,3,5,6-pyridinetetracarboxylic dianhydride, 1,4,5,8-naphthalenetetracarboxylic dianhydride, 3, 4,9,10-Perylenetetracarboxylic acid dianhydride, 4,4′-sulfonyldiphthalic acid dianhydride, m
-Terphenyl-3,3 ", 4,4" -tetracarboxylic dianhydride, p-terphenyl-3,3 ", 4,4"-
Tetracarboxylic acid dianhydride, 4,4'-oxydiphthalic acid dianhydride, 1,1,1,3,3,3-hexafluoro-2,2-bis (2,3-dicarboxyphenyl) propane dianhydride Substance, 2,2-bis (2,3-dicarboxyphenyl) propane dianhydride, 2,2-bis (3,4-dicarboxyphenyl) propane dianhydride, 1,1,1,
3,3,3-hexafluoro-2,2'-bis [4-
(2,3-Dicarboxyphenoxy) phenyl] propane dianhydride, 1,1,1,3,3,3-hexafluoro-2,2′-bis [4- (3,4-dicarboxyphenoxy) phenyl ] Propane dianhydride can be mentioned.

Examples of the diamino compound include p-phenylenediamine, m-phenylenediamine, p-xylylenediamine, m-xylylenediamine, 1,5-diaminonaphthalene, benzidine, 3,3'-dimethylbenzidine, 3 , 3'-dimethoxybenzidine, 4,4 '
(Or 3,4'-, 3,3'-, 2,4 '-)-diaminodiphenylmethane, 4,4' (or 3,4'-, 3,
3'-, 2,4 '-)-diaminodiphenyl ether,
4,4 '(or 3,4'-, 3,3'-, 2,4'-)
-Diaminodiphenyl sulfone, 4,4 '(or,
3,4'-, 3,3'-, 2,4 '-)-diaminodiphenyl sulfide, 4,4'-benzophenone diamine, 3,3'-benzophenone diamine, 4,4'-di (4-aminophenoxy ) Phenylsulfone, 4,
4'-bis (4-aminophenoxy) biphenyl, 1,
4-bis (4-aminophenoxy) benzene, 1,3-
Bis (4-aminophenoxy) benzene, 1,1,1,
3,3,3-hexafluoro-2,2-bis (4-aminophenyl) propane, 2,2-bis [4- (4-aminophenoxy) phenyl] propane, 3,3-dimethyl-4,4 ′ -Diaminodiphenylmethane, 3,3 ',
5,5'-Tetramethyl-4,4'-diaminodiphenylmethane, 4,4'-di (3-aminophenoxy) phenyl sulfone, 3,3'-diaminodiphenyl sulfone, 2,2'-bis (4-amino Aromatic diamines such as phenyl) propane, 2,6-diaminopyridine, 2,4
-Diaminopyrimidine, 2,4-diamino-s-triazine, 2,7-diaminobenzofuran, 2,7-diaminocarbazole, 3,7-diaminophenothiazine,
2,5-diamino-1,3,4-thiadiazole, 2,
Heterocyclic diamines such as 4-diamino-6-phenyl-s-triazine, trimethylenediamine, tetramethylenediamine, hexamethylenediamine, 2,2-dimethylpropylenediamine, and aliphatic such as diaminopolysiloxane shown in the following Chemical formula 30 Examples include diamines.

[0039]

Embedded image Moreover, as the diamino compound having an unsaturated double bond, methacryloyloxyethyl-3,5-diaminobenzoate, methacryloyloxypropyl-3,5-
Diaminobenzoate, acryloyloxyethyl-
3,5-diaminobenzoate, acryloyloxypropyl-3,5-diaminobenzoate and the like can be mentioned.

The tetracarboxylic acid dianhydride and the diamino compound exemplified above may be used alone or in combination of two or more kinds.

Examples of the organic solvent used in the reaction include acetone, methyl ethyl ketone, diethyl ketone,
Toluene, chloroform, methanol, ethanol, 1
-Propanol, 2-propanol, 1-butanol,
2-butanol, t-butanol, ethylene glycol monomethyl ether, xylene, tetrahydrofuran,
Dioxane, N, N-dimethylacetamide, N, N-
Dimethylformamide, N-methyl-2-pyrrolidone,
Examples include γ-butyrolactone, dimethyl sulfoxide, ethylene carbonate, propylene carbonate, sulfolane and the like.

Examples of the basic catalyst used in the condensation polymerization reaction include pyridine, triethylamine, monoethanolamine, diethanolamine, diisopropylamine, dimethylaminoethanol, morpholine, aniline and cyclohexylamine, which may be used alone or A plurality can be used in combination.

The polymer compound thus obtained can be combined with a photoinitiator, an addition-polymerizable compound and various auxiliaries to form a photosensitive resin composition.

Examples of photoinitiators include Michler's ketone, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, 2-t-butylanthraquinone, 2-ethylanthraquinone, 4,
4'-bis (diethylamino) benzophenone, acetophenone, benzophenone, thioxanthone, 2,2-
Dimethoxy-2-phenylacetophenone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl- [4
-(Methylthio) phenyl] -2-morpholino-1-
Propanone, benzyl, diphenyl disulfide, phenanthrenequinone, 2-isopropylthioxanthone,
Riboflavin tetrabutyrate, N-phenyldiethanolamine, 2- (o-ethoxycarbonyl) oxyimino-1,3-diphenylpropanedione, 1-phenyl-2- (o-ethoxycarbonyl) oxyiminopropan-1-one, 3, 3 ', 4,4'-tetra (t-butylperoxycarbonyl) benzophenone, N- (p
-Cyanophenyl) glycine, N- (p-methylsulfonylphenyl) glycine and the like can be mentioned. There is no particular limitation on the amount of these photoinitiators used.

The addition-polymerizable compound is 100 ° C. at normal pressure.
Those having the above boiling points are used. This is because when the boiling point is lower than 100 ° C. under normal pressure, the addition-polymerizable compound is volatilized and volatilized undesirably when the solvent contained in the system is removed by drying or irradiated with an actinic ray. Further, the addition-polymerizable compound is preferably soluble in a commonly used organic solvent in order to form a uniform composition with the photoinitiator and the like.

The addition-polymerizable compound having a boiling point of 100 ° C. or higher under normal pressure includes polyhydric alcohol and α, β-
A compound obtained by condensation with an unsaturated carboxylic acid, for example, ethylene glycol di (meth) acrylate (meaning diacrylate or dimethacrylate, the same applies hereinafter), triethylene glycol di (meth) acrylate, tetrane ethylene glycol di (meth) Acrylate, trimethylolpropane di (meth) acrylate, trimethylolpropane tri (meth) acrylate, 1,2-propylene glycol di (meth) acrylate, di (1,2-
Propylene glycol) di (meth) acrylate, tri (1,2-propylene glycol) di (meth) acrylate, tetra (1,2-propylene glycol) di (meth) acrylate, dimethylaminoethyl (meth) acrylate, diethylaminoethyl ( (Meth) acrylate, dimethylaminopropyl (meth) acrylate, diethylaminopropyl (meth) acrylate, 1,4-
Butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, styrene, divinylbenzene, 4-vinyltoluene, 4-vinylpyridine , N
-Vinylpyrrolidone, 2-hydroxyethyl (meth) acrylate, 1,3- (meth) acryloyloxy-2
-Hydroxypropane, methylenebisacrylamide,
N, N-dimethyl acrylamide, N-methylol acrylamide, etc. are mentioned, and these may combine 2 or more types.

As various auxiliaries, coloring substances such as dyes and pigments, sensitizing dyes, and other additives known to be used in photosensitive resin compositions, such as plasticizers, adhesion promoters, polymerization inhibitors, etc. The additive may be included.

Examples of coloring substances include fuchsin, disperse red, crystal violet, methyl orange, Nile blue 2B, Victoria pure blue,
Examples include malachite green, night green B, and spirone proof.

Examples of the sensitizing dye include 7-diethylaminocoumarin, 3,3'-carbonylbis (7-diethylamino) coumarin, and 3,3'-carbonylbis (7-.
Dimethoxy) coumarin, 3-thienylcarbonyl-7-
Diethylaminocoumarin, 3-benzoylcoumarin, 3
-Benzoyl-7-methoxycoumarin, 3- (4'-methoxybenzoyl) coumarin, 3,3'-carbonylbis-5,7- (dimethoxy) coumarin, benzalacetophenone, 4'-dimethylaminobenzalacetophenone, 4 Examples include'-acetaminobenzal-4-methoxyacetophenone and the like.

The composition obtained by blending these components with the polymer compound obtained by the present invention can be prepared by the dipping method, the spray method,
It is applied on a substrate such as a silicon wafer, a metal substrate, a glass substrate, or a ceramic substrate by a screen printing method, a spin coating method or the like, and most of the solvent is dried by heating to form a non-adhesive coating film. it can. The coating film is irradiated with actinic rays or actinic rays through a mask on which a desired pattern is drawn. Examples of the actinic rays or actinic rays to be applied include ultraviolet rays, far ultraviolet rays, visible light, electron beams, and X-rays. Then, a desired relief pattern is obtained by dissolving and removing the unirradiated portion with an appropriate developing solution. As the developing solution, a good solvent such as N, N-dimethylformamide, N, N-dimethylacetamide, or N-methyl-2-pyrrolidone, or a mixed solvent thereof with a poor solvent such as lower alcohol, water, or aromatic hydrocarbon is used. Is used. Prior to development
You may heat-process this coating film using an oven or a hot plate. After development, if necessary, rinse with a poor solvent or the like and dry at about 100 ° C. to stabilize the pattern.

[0051]

The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

Example 1 3,3 ', 4,4'-biphenyltetracarboxylic dianhydride was reacted with 2 equivalents of 2-hydroxyethyl methacrylate to give 1 equivalent of 3,3', 4,4'-biphenyltetracarboxylic acid. Acid di (2-hydroxyethyl methacrylate)
The ester was obtained. 0.10 mol of 3,3 ′, 4,4′-biphenyltetracarboxylic acid di (2-hydroxyethyl methacrylate) ester thus obtained, 0.10 mol of 4,4′-diaminodiphenyl ether and 0.25 mol of isopropylethylamine. In N, N dimethylformamide solution, o- (7-azobenzotriazol-1-yl)
A solution of 0.20 mol of 1,1,3,3-tetramethyluronium hexafluorophosphate in 50% by weight of N, N dimethylformamide was added dropwise, and the mixture was stirred at room temperature for 24 hours and then added to a large excess of water / methanol mixture. When the reaction solution was added dropwise, the product was obtained as a precipitate. GPC
The weight average molecular weight was 41,000 and the yield was 98%. The obtained polymer compound was dissolved in a solvent, spin-coated on a glass substrate, and dried to obtain a polymer having a thickness of 20 μm and having a thickness of 365 nm and 4
The light transmittances at 35 nm are 3.5% and 9 respectively.
2.0%.

Example 2 1 equivalent of 4,4'-oxydiphthalic dianhydride was reacted with 2 equivalents of 2-hydroxyethyl methacrylate to give 4,
4'-oxydiphthalic acid di (2-hydroxyethyl methacrylate) ester was obtained. A solution of the obtained 4,4'-oxydiphthalic acid di (2-hydroxyethyl methacrylate) ester (0.10 mol), 4,4'-diaminodiphenyl ether (0.10 mol) and isopropylethylamine (0.25 mol) in N, N dimethylformamide was added. o
-(7-azobenzotriazol-1-yl) 1,1,
After a 0.20 molar solution of 3,3-tetramethyluronium hexafluorophosphate was added dropwise and the mixture was stirred at room temperature for 24 hours, the reaction solution was added dropwise to a large excess of water / methanol mixture, and the product was found to precipitate. Was obtained. G
Weight average molecular weight by PC is 44,000, yield is 98.
%Met. The polymer compound thus obtained was dissolved in a solvent, spin-coated on a glass substrate, and dried to obtain a film having a thickness of 20 μm and having a light transmittance of 20.0% at 365 nm and 435 nm, respectively.
And 92.8%.

Example 3 0.05 mol of 3,3'4,4'-biphenyltetracarboxylic acid di (2-hydroxyethyl methacrylate) ester obtained in the same manner as in Example 1 was added to 3,3'4.
0.05 mol of 3,3'4,4'-biphenyltetracarboxylic acid dimethyl ester prepared by reacting 1 equivalent of 4'-biphenyltetracarboxylic dianhydride with 2 equivalents of methanol, and 4,4'-diaminodiphenyl ether. 10 mol and 0.25 mol of isopropylethylamine N,-
To a methyl-2-pyrrolidone solution, a mixture of 0.20 mol of o- (benzotriazol-1-yl) 1,1,3,3-tetramethyluronium tetrafluoroborate and 0.20 mol of 1-hydroxybenzotriazole was added. A 50 wt% N-methyl-2-pyrrolidone solution was added in the same manner as in Example 1 to obtain a polymer compound. The weight average molecular weight by GPC was 39,000 and the yield was 98%. The light transmittance of the obtained polymer having a film thickness of 20 μm at 365 nm and 435 nm was 4.1% and 91.7%, respectively.

Example 4 0.25 mol of 4,4'-oxydiphthalic acid di (2-hydroxyethyl methacrylate) ester obtained in the same manner as in Example 2 and 1 equivalent of 4,4'-oxydiphthalic acid dianhydride 0.05 mol of 4,4'-oxydiphthalic acid dimethyl ester obtained by reacting 2 equivalents of methanol with 4,
0.10 mol of 4'-diaminodiphenyl ether and 0.20 mol of isopropylethylamine N, -methyl-
In a 2-pyrrolidone solution, o- (benzotriazole-1
-Yl) 0.20 mol of 1,1,3,3-tetramethyluronium tetrafluoroborate and 1-hydroxy-7
50 of a mixture of 0.20 mol of azobenzotriazole
A weight% N-methyl-2-pyrrolidone solution was added in the same manner as in Example 1 to obtain a polymer compound. The weight average molecular weight by GPC was 40,000 and the yield was 99%. The film thickness of the obtained polymer is 365 μm with a film thickness of 20 μm.
And the light transmittances at 435 nm are 27.0 respectively.
% And 92.8%.

N of the polymer compounds obtained in Examples 1 to 4
-Methyl-2-pyrrolidone solution (10 g, solid content 20% by weight), tetra (1,2-propylene glycol) diacrylate (0.50 g) and Michler's ketone were blended, and then mixed with stirring to obtain a light-sensitive material. After filtering with a filter, spin coating was performed on a silicon wafer, followed by heating at 100 ° C. for 200 seconds on a hot plate to dry the solvent, thereby forming a photosensitive coating film. The film thickness after drying was 20 μm. Pattern exposure was performed on the coating film via a photomask with a mirror projection exposure machine using an ultra-high pressure mercury lamp as a light source. The exposure amount at this time was 100 mJ / cm ² . After that, immersion development was performed with a mixed solution of N-methyl-2-pyrrolidone and methyl alcohol (volume ratio 4/1), and then rinsed with ethanol. The pattern shape after development was measured and observed, and the obtained residual film ratio (value obtained by dividing the film thickness by the initial film thickness) and the minimum opening through hole diameter (opening diameter) are shown in Table 1.

[0057]

[Table 1]

Next, with respect to the wafer after development, under a nitrogen atmosphere, 100 ° C. for 15 minutes, 200 ° C. for 20 minutes, 350 ° C.
When the final cured film was heated at 60 ° C. for 60 minutes, a good polyimide pattern having a final cured film thickness of 10 μm was obtained. As shown in the examples, it can be seen that the photosensitive resin composition prepared from the polymer compound of the present invention has excellent photosensitivity as compared with the composition of Comparative Example 1.

Comparative Example 1 3,3 ', 4,4'-biphenyltetracarboxylic acid di (2-hydroxyethyl methacrylate) ester
To a 50 mol γ-butyrolactone solution was added dropwise 1.10 mol γ-butyrolactone solution of dicyclohexylcarbodiimide, and then 0.50 mol of 4,4′-diaminodiphenyl ether was reacted. After filtering the reaction solution and removing the by-product, it was added dropwise to a large excess of methanol,
The product was obtained as a precipitate. The weight average molecular weight by GPC was 21,000 and the yield was 75%. The polymer compound obtained was dissolved in a solvent, spin-coated on a glass substrate, and dried to obtain a polymer having a film thickness of 20 μm. The light transmittances at 365 nm and 435 nm were 0.1% and 68, respectively. It was 0.6%. When the same evaluation as in Examples 1 to 4 was performed below, an exposure amount of 10
At 0 mJ / cm ² , the exposed portion was also dissolved in the developing solution (residual film rate = 0), and no pattern was obtained.

Comparative Example 2 3,3 ', 4,4'-biphenyltetracarboxylic acid di (2-hydroxyethyl methacrylate) ester
When 50 mol was reacted with 1.50 mol of thionyl chloride to remove an excess amount, 0.50 mol of 4,4′-diaminodiphenyl ether was reacted, and gelation occurred.

[0061]

According to the present invention, the yield of condensation polymerization can be improved by using a uronium derivative as a condensing agent. Further, a polyimide precursor polymer compound obtained by using a uronium derivative as a condensing agent is excellent in light transmittance when compared at the same wavelength, and a photosensitive material using this has excellent properties such as sensitivity, heat resistance, and shape. The pattern can be manufactured.

Claims (9)

[Claims] 1. A process for producing a polymer compound, which comprises subjecting a starting material containing a compound having an unsaturated double bond to condensation polymerization using a uronium derivative as a condensing agent. 2. A tetracarboxylic acid diester obtained by reacting an aromatic and / or heterocyclic tetracarboxylic dianhydride with a (meth) acrylic group-containing alcohol, and a diamino compound are condensed with a uronium derivative. A method for producing a polyimide precursor, which comprises performing condensation polymerization as an agent. 3. A tetracarboxylic acid diester obtained by reacting an aromatic and / or heterocyclic tetracarboxylic acid dianhydride with a primary alcohol, and a diamino compound having an unsaturated double bond are treated with uronium. A method for producing a polyimide precursor, which comprises subjecting a derivative to condensation polymerization as a condensing agent. 4. The method for producing a polymer compound according to claim 1, 2 or 3, wherein the uronium derivative is the uronium derivative represented by Chemical formula 1. Embedded image 5. The method for producing a polymer compound according to claim 1, wherein the benzotriazole derivative represented by Chemical formula 2 is used as a condensing agent in addition to the uronium derivative. Embedded image 6. O- (7azobenzotriazol-1-yl) -1,1,3,3-tetramethyluronium hexafluorophosphate is used as the uronium derivative, according to claim 4 or 5. A method for producing the polymer compound described. 7. O- (7azobenzotriazol-1-yl) -1,1,3,3-tetramethylhexafluoroborate is used as the uronium derivative, and 1-hydroxybenzotriazole is used as the benzotriazole derivative. 6. The method for producing a polymer compound according to claim 5, wherein the polymer compounds are used in combination. 8. O- (7azobenzotriazol-1-yl) -1,1,3,3-tetramethylhexafluoroborate is used as the uronium derivative, and 1-hydroxy-7 is used as the benzotriazole derivative. -The method for producing a polymer compound according to claim 5, wherein azobenzotriazole is used in combination. 9. The method for producing a polymer compound according to claim 1, wherein the condensation polymerization is carried out in the presence of a basic catalyst.