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Method for producing (meth)acryloyl-terminated polyisobutylene-based polymer

A technology of acryloyl-terminated polyisobutylene, which is applied in the field of manufacturing acryloyl-terminated polyisobutylene polymers, can solve the problems of undisclosed production examples of isobutylene-based polymers, and no special elaboration on the manufacturing method, and achieve excellent transparency and removal Easy, load and waste reduction effect

Active Publication Date: 2021-03-19
KANEKA CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, this document only describes a general production method, and does not actually disclose specific production examples required for the industrial production of isobutylene-based polymers.
In addition, there is still room for research because there is no particular explanation about the production method using compounds other than acrylic acid or methacrylic acid.

Method used

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  • Method for producing (meth)acryloyl-terminated polyisobutylene-based polymer
  • Method for producing (meth)acryloyl-terminated polyisobutylene-based polymer
  • Method for producing (meth)acryloyl-terminated polyisobutylene-based polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0159] Production of acryloyl-terminated polyisobutylene polymer (component P-1)

[0160] After substituting nitrogen in the container of a 500 mL separable flask, 17 g of n-hexane (dried over molecular sieves) and 209 g of butyl chloride (dried over molecular sieves) were added, and cooled to -70°C while stirring under a nitrogen atmosphere. Next, 140 mL (1.48 mol) of isobutylene, 2.00 g (8.65 mmol) of p-dicumyl chloride, and 0.201 g (1.99 mmol) of triethylamine were added. After the reaction mixture was cooled to -70°C, 0.66 mL (6.06 mmol) of titanium tetrachloride was added to start polymerization. After the polymerization starts, measure the residual isobutene concentration by gas chromatography, and add 3.65g (18.2mmol) of 2-phenoxyethyl bromide (β-bromophenetole) and titanium tetrachloride at the stage where the residual isobutene is lower than 0.5%. 3.79 mL (34.6 mmol). After stirring at -75°C for 3 hours, 265 g of a mixed solvent of 478 g of water, n-hexane and butyl...

Embodiment 2

[0164] Production of acryloyl-terminated polyisobutylene polymer (component P-2)

[0165] After replacing the container of a 500 mL separable flask with nitrogen, 17 g of n-hexane (dried over molecular sieves) and 209 g of butyl chloride (dried over molecular sieves) were added, and cooled to -70°C while stirring under a nitrogen atmosphere. Next, 140 mL (1.48 mol) of isobutylene, 2.00 g (8.65 mmol) of p-dicumyl chloride, and 0.201 g (1.99 mmol) of triethylamine were added. After the reaction mixture was cooled to -70°C, 0.76 mL (6.92 mmol) of titanium tetrachloride was added to start polymerization. After the polymerization started, the residual isobutene concentration was measured by gas chromatography, and when the residual isobutene was less than 0.5%, 3.15 ml (19.9 mmol) of 3-phenoxypropyl bromide and 2.85 ml (26.0 mmol) of titanium tetrachloride were added. After stirring at -75°C for 3 hours, 265g of a mixed solvent of 478g of water, n-hexane and butyl chloride (mixing...

Embodiment 3

[0169] Production of acryloyl-terminated polyisobutylene polymer (component P-3)

[0170] After replacing the container of a 500 mL separable flask with nitrogen, 17 g of n-hexane (dried over molecular sieves) and 209 g of butyl chloride (dried over molecular sieves) were added, and cooled to -70°C while stirring under a nitrogen atmosphere. Next, 140 mL (1.48 mol) of isobutylene, 2.00 g (8.65 mmol) of p-dicumyl chloride, and 0.201 g (1.99 mmol) of triethylamine were added. After the reaction mixture was cooled to -70°C, 0.76 mL (6.92 mmol) of titanium tetrachloride was added to start polymerization. After the polymerization started, the residual isobutene concentration was measured by gas chromatography, and when the residual isobutene was less than 0.5%, 4.56 g (19.9 mmol) of 4-phenoxybutyl bromide and 2.85 mL (26.0 mmol) of titanium tetrachloride were added. After stirring at -75°C for 3 hours, 265g of a mixed solvent of 478g of water, n-hexane and butyl chloride (mixing r...

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Abstract

An object of the present invention is to provide a method for producing a (meth)acryloyl-terminated polyisobutylene-based polymer having excellent transparency, which can easily remove auxiliary materials used for production and reduce the load and the amount of waste in the purification process. The method for producing a (meth)acryloyl-terminated polyisobutylene-based polymer is characterized by comprising: a step 1 of polymerizing an isobutylene monomer in the coexistence of a Lewis acid catalyst to obtain a halogen-terminated polyisobutylene-based polymer (B); 2. In the coexistence of a Lewis acid catalyst, the compound (C) having a halogen group and a phenoxy group is reacted with the above-mentioned halogen-terminated polyisobutylene-based polymer (B) to obtain a halogenated phenoxyalkyl-terminated polymer under certain conditions. Isobutylene-based polymer compound (D); Step 3, obtaining (meth)acryloyl-terminated polyisobutylene by reacting the acrylic-based compound (E) with the above-mentioned halophenoxyalkyl-terminated polyisobutylene-based polymer compound (D) is polymer (A).

Description

technical field [0001] The present invention relates to a method for producing a (meth)acryloyl-terminated polyisobutylene polymer using a Lewis acid catalyst. More specifically, it relates to a method for producing a (meth)acryloyl-terminated polyisobutylene-based polymer excellent in transparency. Background technique [0002] The technique of crosslinking resins with active energy rays such as UV (ultraviolet rays) and EB (electron beams) is widely known, and it is increasingly used instead of conventional curing reactions triggered by heat. [0003] Compared with thermal curing technology, in addition to desolvation, energy saving, and space saving in the curing process, active energy ray curing technology generally has the following advantages: active energy ray curing can be used in a short time Since the reaction is completed, productivity is improved, and light irradiation can be uniformly applied to substrates with complex shapes, so it is easy to achieve high func...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F8/14C08F10/10
CPCC08F8/14C08F8/18C08F2810/30C08F110/10C08F2810/40C08F8/26C08F4/16C08F10/10
Inventor 井狩芳弘
Owner KANEKA CORP