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Method for producing photocurable liquid resin and photocurable liquid resin produced by such method

A light-curable, liquid resin technology, applied in chemical instruments and methods, other chemical processes, engine sealing, etc., can solve the problems of unstretched tensile strength, lack of practicability, low molecular weight, etc., and achieve heat resistance Excellent, high water vapor barrier effect

Inactive Publication Date: 2008-11-19
BRIDGESTONE CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the low molecular weight of the 1,2-bond or hydrogenated polybutadiene-based photocurable resin, the molecular weight between the crosslinking points is small, which becomes highly crosslinked and hinders rubber elasticity, so although the water vapor permeability Excellent, but has a high modulus of elasticity, does not stretch, has low tensile strength, and has poor fatigue properties, so even if it is intended to be used as a gasket material, packaging, sealing material, etc., it will crack, and it is not practical

Method used

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  • Method for producing photocurable liquid resin and photocurable liquid resin produced by such method

Examples

Experimental program
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Embodiment

[0071] Next, the present invention will be described in further detail through examples, but the present invention is not limited to these examples at all.

[0072] In addition, the weight average molecular weight, moisture permeability, hardness, and heat resistance were measured according to the following methods.

[0073] (1) Weight average molecular weight

[0074] The GPC method (Gel Permeation Chromatography) was used to obtain the weight average molecular weight in terms of polystyrene.

[0075] (2) Water permeability

[0076] Using a moisture-permeable cup of Method A described in JIS L1099, it is measured under the conditions of 40°C and 90% relative humidity based on JIS Z0208. As the test body, a sheet with a thickness of 0.86 mm was used.

[0077] (3) Hardness

[0078] Based on JIS K6253, the hardness of the cured product was measured with a type A durometer. As a test body, 7 sheets with a thickness of about 0.9 mm were laminated to a sheet with a thickness of about 6...

manufacture example 1

[0082]In the fully dehydrated and purified cyclohexane solvent, add 1 mol of 1,3-(diisopropenyl) benzene, and then sequentially add 2 mol of triethylamine and 2 mol of sec-butyl lithium, and stir at 50°C for 2 hours to prepare a double Lithium polymerization initiator.

[0083] Into a 7L polymerization reactor replaced with argon, 1.35kg of dehydrated and purified cyclohexane, 2.67kg of 22.9% by mass 1,3-butadiene monomer in hexane solution, and 209.4ml of 1.6mol / L OOPS ( A hexane solution of 2,2-bis(tetrahydrofuryl)propane), and then 223.5 ml of a 0.5 mol / L dilithium polymerization initiator was added to start polymerization.

[0084] While raising the temperature of the polymerization reactor to 50° C., polymerization was carried out for 1.5 hours, and then 220.4 ml of a 1 mol / L ethylene oxide cyclohexane solution was added, stirred for a further 2 hours, and then 50 ml of isopropanol was added. The hexane solution of the polymer was precipitated in isopropanol and dried suffici...

manufacture example 2

[0086] Into a 7L polymerization reactor replaced with argon, 1.50 kg of dehydrated and purified cyclohexane, 2.00 kg of 22.9 mass% 1,3-butadiene monomer hexane solution, and 0.765 kg of 20.0 mass% styrene monomer were added. 209.4ml 1.6mol / LOOPS hexane solution, and then add 223.5ml 0.5mol / L dilithium polymerization initiator.

[0087] While raising the temperature of the polymerization reactor to 50° C., polymerization was carried out for 1.5 hours, and then 220.4 ml of a 1 mol / L ethylene oxide cyclohexane solution was added, stirred for a further 2 hours, and then 50 ml of isopropanol was added. The hexane solution of the polymer was precipitated in isopropanol and dried sufficiently to obtain a polymer polyol B. The polymer polyol B is a two-terminal OH group styrene-butadiene copolymer, the styrene part is 25% by mass, the weight average molecular weight is 7,100, and the molecular weight distribution is 1.25.

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Abstract

A method for producing a photocurable liquid resin which comprises (A) a step of producing a conjugated diene-based polymer or a conjugated diene / aromatic vinyl-based copolymer, which has a weight-average molecular weight of 5,000 to 40,000 and a molecular weight distribution of 3.0 or smaller, by polymerizing a conjugated diene-based monomer or a combination of a conjugated diene-based monomer and an aromatic vinyl-based monomer in a saturated hydrocarbon-based solvent using a dilithium initiator, (B) a step of producing a conjugated diene-based polymer polyol or a conjugated diene / aromatic vinyl-based copolymer polyol by reacting the produced polymer or copolymer with an alkylene oxide, (C) a step of producing a hydrogenated conjugated diene-based polymer polyol or a hydrogenated conjugated diene / aromatic vinyl-based copolymer polyol by hydrogenating the produced polymer polyol or copolymer polyol, and (D) a step of reacting the hydrogenated polymer polyol or copolymer polyol with a compound having a photocurable unsaturated hydrocarbon group. A material comprising the produced resin exhibits excellent barrier property against water vapor, excellent heat resistance and a hardness suitable for a material having rubber elasticity and is advantageously used as sealing a material.

Description

Technical field [0001] The present invention relates to a method for producing a photocurable liquid resin formed by introducing a photocurable unsaturated hydrocarbon group at the end of a hydrogenated conjugated diene (co) polymer polymerized by a double lithium initiator, and the light produced by the method Curable liquid resin. Background technique [0002] In recent years, various photocurable resins for sealing materials and adhesives have been developed. [0003] For example, Patent Document 1 discloses a polyether polyol-based photocurable resin for surface processing of woodwork products such as wood plywood, furniture, and musical instruments. However, since polyether polyols have high hydrophilicity and high water vapor permeability, they are not suitable for use in sealing materials and gasket materials that require water vapor barrier properties. [0004] In addition, Patent Document 2 discloses a polyester polyol-based photocurable resin composition for wood coatin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F8/00C08F36/04C08F290/04C09K3/10F16J15/14
CPCC09K3/10C08C19/02C08F8/00C08F290/00C08F290/04C09K2200/0617C09K2200/0625C09K2200/0632F16J15/108F16J15/14C08F236/04
Inventor 滝泽俊树大森直之
Owner BRIDGESTONE CORP
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