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Soluble polyfunctional vinyl aromatic copolymer, and method for production thereof

A vinyl aromatic and monovinyl aromatic technology, applied in the field of soluble multifunctional vinyl aromatic polymers, can solve problems such as insufficient thermal decomposition resistance, discoloration, and insufficient optical properties such as transparency

Active Publication Date: 2010-02-03
NIPPON STEEL CHEMICALL &MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the soluble polyfunctional vinyl aromatic copolymer disclosed therein can be said to be a polymer excellent in heat resistance in terms of imparting a cured product having a high glass transition temperature, but not only insufficient in optical properties such as transparency, but also insufficient in heat resistance. In terms of discoloration and outgassing, the resistance to thermal decomposition at high processing temperatures is insufficient, and problems such as discoloration and foaming may occur due to a high thermal history above 270°C

Method used

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  • Soluble polyfunctional vinyl aromatic copolymer, and method for production thereof
  • Soluble polyfunctional vinyl aromatic copolymer, and method for production thereof
  • Soluble polyfunctional vinyl aromatic copolymer, and method for production thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0104] Divinylbenzene 4.61 moles (656.4ml), ethyl vinylbenzene 0.19 moles (27.3ml), styrene 1.6 moles (183.3ml), methyl methacrylate 1.6 moles (169.5ml), 2,4-di 2.7 moles (644.6 ml) of phenyl-4-methyl-1-pentene were added to a 3.0 L reactor, and 90.0 mmol of benzoyl peroxide was added at 80° C. to react for 5 hours. After the polymerization reaction was stopped by cooling, the reaction liquid mixture was added to a large amount of methanol at room temperature to precipitate a polymer. The obtained polymer was washed with methanol, filtered off, dried, and weighed to obtain 336.5 g of copolymer A (yield: 35.4 wt %).

[0105] Mw of the obtained copolymer A was 89000, Mn was 8300, and Mw / Mn was 10.7. by carrying out 13 C-NMR, 1 According to H-NMR analysis and elemental analysis, copolymer A contains a total of 58.2 mol% of structural units derived from divinylbenzene, a total of 20.1 mol% of structural units derived from styrene and structural units derived from ethylvinylbenz...

Embodiment 2

[0109] Divinylbenzene 1.92 moles (273.6ml), ethyl vinylbenzene 0.08 moles (11.4ml), styrene 6.0 moles (687.0ml), methyl methacrylate 2.0 moles (212.0ml), tert-dodecylsulfur Alcohol 1.0 moles (235.3ml), 2,2,6,6-tetramethylpiperidine-1-oxide (TEMPO) 12.0mmol (1.88g) were added to a 3.0L reactor, and 20.0 mmol of benzoyl peroxide and allowed to react for 8 hours. After the polymerization reaction was stopped by cooling, the reaction liquid mixture was added to a large amount of methanol at room temperature to precipitate a polymer. The obtained polymer was washed with methanol, removed by filtration, dried, and weighed to obtain 364.0 g of copolymer B (yield: 33.5 wt%).

[0110] Mw of the obtained copolymer B was 138000, Mn was 33100, and Mw / Mn was 4.2. by carrying out 13 C-NMR, 1 H-NMR analysis and elemental analysis showed that copolymer B contained a total of 20.3 mol% of structural units derived from divinylbenzene, a total of 59.6 mol% of structural units derived from st...

Embodiment 3

[0114] Divinylbenzene 1.92 moles (273.6ml), ethyl vinylbenzene 0.08 moles (11.4ml), styrene 6.0 moles (687.0ml), methyl methacrylate 2.0 moles (212.0ml), 2,4-di Phenyl-4-methyl-1-pentene 2.0 mole (477.5ml), 2,2,6,6-tetramethylpiperidine-1-oxide (TEMPO) 12.0mmol (1.88g) was added to 3.0L In the reactor, 20.0 mmol of benzoyl peroxide was added at 90 degreeC, and it was made to react for 7 hours. After the polymerization reaction was stopped by cooling, the reaction liquid mixture was added to a large amount of methanol at room temperature to precipitate a polymer. The obtained polymer was washed with methanol, removed by filtration, dried, and weighed to obtain 141.1 g of copolymer C (yield: 13.0 wt%).

[0115] Mw of the obtained copolymer C was 11100, Mn was 4200, and Mw / Mn was 2.7. by carrying out 13 C-NMR, 1 H-NMR analysis and elemental analysis showed that copolymer C contained a total of 20.8 mol% of structural units derived from divinylbenzene, a total of 58.9 mol% of ...

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Abstract

Disclosed is a soluble polyfunctional vinyl aromatic copolymer which exhibits excellent thermal decomposition resistance even when the copolymer experiences thermal history at higher temperatures, hasexcellent curability, processability and a controlled molecular weight distribution, and is soluble in a solvent. The soluble polyfunctional vinyl aromatic copolymer is produced by copolymerizing a divinyl aromatic compound, a monovinyl aromatic compound and a (meth)acrylic acid ester; has a constituent unit derived from the divinyl aromatic compound, a constituent unit derived from the monovinylaromatic compound, and a constituent unit derived from the (meth)acrylic acid ester; has a Mn value of 500 to 1,000,000 and a Mw / Mn ratio of 50.0 or less; and is soluble in toluene, xylene, tetrahydrofuran, dichloroethane or chloroform. Also disclosed is a soluble polyfunctional vinyl aromatic copolymer which is produced in the same manner as in the above-mentioned soluble polyfunctional vinyl aromatic copolymer, except that a bifunctional (meth)acrylic acid ester having the properties of both of the divinyl aromatic compound and the (meth)acrylic acid ester is used in place of the divinyl aromatic compound and the (meth)acrylic acid ester.

Description

technical field [0001] The present invention relates to a soluble multifunctional vinyl aromatic polymer having improved heat resistance, transparency, compatibility and processability and a method for producing the same. Background technique [0002] Most monomers with reactive unsaturated bonds can form polymers by selecting catalysts for chain reaction of unsaturated bond breakage and appropriate reaction conditions. In general, since the types of monomers having unsaturated bonds are extremely complex and diverse, the types of resins obtained are also very rich. However, there are few types of monomers capable of obtaining a high molecular weight polymer having a molecular weight of 10,000 or more, which is generally called a high molecular weight compound. Examples of typical monomers include ethylene, substituted ethylene, propylene, substituted propylene, styrene, alkylstyrene, alkoxystyrene, norbornene, various acrylates, butadiene, cyclo Pentadiene, dicyclopentadi...

Claims

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Application Information

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IPC IPC(8): C08F212/34C08F212/02C08F220/10
CPCC08F212/08C08F220/40C08F212/36C08F220/10C08F220/18
Inventor 川边正直北岛裕子
Owner NIPPON STEEL CHEMICALL &MATERIAL CO LTD