Method for producing oxymethylene copolymer
US-9902797-B2 · Feb 27, 2018 · US
US10975189B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10975189-B2 |
| Application number | US-201716084083-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 13, 2017 |
| Priority date | Mar 14, 2016 |
| Publication date | Apr 13, 2021 |
| Grant date | Apr 13, 2021 |
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The present invention is to provide a process for producing an oxymethylene copolymer, in which deteriorate due to oxidation hardly occurs, an amount of formaldehyde generated from the product when stored for a long time under environment of high temperature and high humidity is reduced, and occurrence of mold deposit during molding is small. A process for producing an oxymethylene copolymer includes Step 1 of polymerizing polymer raw materials containing trioxane and a comonomer in the presence of a specific amount of an acid catalyst, Step 2 of adding a hydroxylamine compound represented by the following general formula (1): to a product obtained in the Step 1 in an amount of 1 to 20-fold mol based on an amount of the acid catalyst and mixing these, and Step 3 of further melting and kneading a mixture of the product and the hydroxylamine compound obtained in the Step 2.
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The invention claimed is: 1. A process for producing an oxymethylene copolymer which comprises 1) polymerizing polymerization raw materials containing trioxane and a comonomer(s) in the presence of an acid catalyst, 2) adding a hydroxylamine compound represented by the following formula (1): wherein R 1 and R 2 each independently represents a hydrogen atom or an organic group having 1 to 20 carbon atoms, to a product obtained in 1) and mixing these, and 3) melting and kneading a mixture of the product and the hydroxylamine compound obtained in 2), wherein the hydroxylamine compound is added as a deactivating agent of the acid catalyst to deactivate the acid catalyst in 2) and 3). 2. The process for producing an oxymethylene copolymer according to claim 1 , wherein the hydroxylamine compound is a hydroxylamine compound in which R 1 and R 2 each independently represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an arylalkyl group having 7 to 20 carbon atoms. 3. The process for producing an oxymethylene copolymer according to claim 1 , wherein the hydroxylamine compound is N,N-diethylhydroxylamine. 4. The process for producing an oxymethylene copolymer according to claim 1 , wherein an amount of the hydroxylamine compound added in 2) is 1 to 5-fold mol based on an amount of the acid catalyst. 5. The process for producing an oxymethylene copolymer according to claim 1 , wherein the acid catalyst is at least one selected from the group consisting of boron trifluoride dihydrate, boron trifluoride diethyl etherate, and boron trifluoride dibutyl etherate. 6. The process for producing an oxymethylene copolymer 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 process for producing an oxymethylene copolymer according to claim 1 , wherein the oxymethylene copolymer contains an oxymethylene group and an oxyalkylene group having 2 or more carbon atoms, and a content of the oxyalkylene group having 2 or more carbon atoms contained in the oxymethylene copolymer is 0.4 mol or more and 15 mol or less based on 100 mol of a total of a molar amount of the oxymethylene group and a molar amount of the oxyalkylene group.
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