Oxymethylene-copolymer manufacturing method

Patent metadata

Field	Value
Publication number	US-11965058-B2
Application number	US-201816645051-A
Country	US
Kind code	B2
Filing date	Jun 12, 2018
Priority date	Sep 12, 2017
Publication date	Apr 23, 2024
Grant date	Apr 23, 2024

Abstract

An oxymethylene-copolymer manufacturing method includes: polymerizing a polymerization raw material containing trioxane and a comonomer in the presence of an acid catalyst in a quantity that is 1.0×10−8 moles to 5.0×10−6 moles with respect to 1 mole of trioxane; adding a hydroxylamine compound represented by general formula (1) (in the formula, R1 and R2 are, independently of each other, a hydrogen atom or an organic group having 1-20 carbon atoms) to a reaction product obtained during the polymerizing of the polymerization raw material at 50-5000 times the quantity of the acid catalyst, in terms of the molar quantity, and mixing the hydroxylamine compound with the reaction product; and subjecting the mixture of the reaction product and the hydroxylamine compound, which is obtained during the adding of the hydroxylamine compound, to an additional melt-kneading.

First claim

The invention claimed is:

1. A method for manufacturing an oxymethylene copolymer, comprising:
polymerizing a polymerization raw material containing trioxane and a comonomer in the presence of 1.0×10 −8 moles or more and 1.0×10 −6 moles or less of an acid catalyst per 1 mole of trioxane;
deactivating the acid catalyst by adding and mixing a hydroxylamine compound represented by General formula (1) below:

where R 1 and R 2 each independently represent a hydrogen atom or a C1-C20 organic group, with the product obtained during the polymerizing of the polymerization raw material, wherein the hydroxylamine compound is in an amount of 50-5000 molar times the amount of the acid catalyst; and
further melt-kneading the mixture of the product and the hydroxylamine compound obtained during the adding and mixing of the hydroxylamine compound,
wherein the hydroxylamine compound is at least one selected from the group consisting of N,N-diethyl hydroxylamine; N,N-dibenzyl hydroxylamine; and N-isopropyl hydroxylamine.

2. The method according to claim 1 , wherein the hydroxylamine compound is N,N-diethyl hydroxylamine.

3. The method according to claim 1 , wherein the hydroxylamine compound is added in an amount of 50-2000 molar times the amount of the acid catalyst.

4. The method according to claim 1 , wherein the acid catalyst is at least one or more selected from the group consisting of a perchloric acid-based catalyst, a trifluoromethanesulfonic acid-based catalyst and a heteropoly acid-based catalyst.

5. The method according to claim 1 , wherein the acid catalyst is perchloric acid or a derivative thereof.

6. The method according to claim 1 , wherein the comonomer is at least one selected from the group consisting of ethylene oxide, propylene oxide, butylene oxide, styrene oxide, methyl glycidyl ether, ethyl glycidyl ether, butyl glycidyl ether, phenyl glycidyl ether, 1,3-dioxolane, propylene glycol formal, diethylene glycol formal, triethylene glycol formal, 1,4-butanediol formal, 1,5-pentanediol formal and 1,6-hexanediol formal.

7. The method according to claim 1 , wherein the oxymethylene copolymer comprises an oxymethylene group and an oxyalkylene group having two or more carbons, and the content of the oxyalkylene group having two or more carbons contained in the oxymethylene copolymer is 0.4 moles or more and 15 moles or less with respect to a total of 100 moles of the oxymethylene group and the oxyalkylene group.

Assignees

• Mitsubishi Gas Chemical Co

Inventors

• YAMAMOTO Yuuta
• Sunaga Daisuke
• Okada Takuya

Classifications

• C08G2/18 Primary

  Copolymerisation of aldehydes or ketones · CPC title

• C08K5/32

  Compounds containing nitrogen bound to oxygen · CPC title

• C08G2/20 Primary

  with other aldehydes or ketones · CPC title

• C08G2/28 Primary

  Post-polymerisation treatments · CPC title

• C08L59/04

  Copolyoxymethylenes · CPC title