IP Library Granted Patent US 9,365,537
Granted Patent B2
US 9,365,537 · App. 14/359,333 · Granted Jun 14, 2016

Process for recycling polyacetals

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Quick Facts
Patent No.
US 9,365,537
App. No.
14/359,333
Granted
Jun 14, 2016
Kind
B2
Abstract

A process for recycling polyoxymethylene polymers is disclosed. A polyoxymethylene polymer is at least partially dissolved in an aprotic compound. The resulting solution or suspension (liquid mixture) is then contacted with a catalyst which causes the polyoxymethylene polymer to be converted into a cyclic acetal. The cyclic acetal can be separated, collected and used in other processes. In one embodiment, the cyclic acetal may be used to produce a polyoxymethylene polymer.

Claims (34)

1. A process for the conversion of oxymethylene homo- or copolymers to cyclic acetals comprising the steps:

a) at least partly dissolving an oxymethylene homo- or copolymer in a liquid medium comprising an aprotic compound, the aprotic compound having boiling point of 120° C. or higher, determined at 1 bar; and

b) converting the at least partly dissolved oxymethylene homo- or copolymer in the presence of a catalyst to cyclic acetals.

2. A process according to claim 1 , wherein at least 20 wt.-% of the oxymethylene homo- or copolymer is dissolved in the aprotic compound.

3. A process according to claim 1 wherein the oxymethylene polymer is at least partly dissolved at a temperature higher than 100° C.

4. A process for the conversion of oxymethylene homo- or copolymers to cyclic acetals comprising the steps:

a) at least partly dissolving an oxymethylene homo- or copolymer in a liquid medium comprising an aprotic compound; and

b) converting the at least partly dissolved oxymethylene homo- or copolymer in the presence of a catalyst to cyclic acetals; and

wherein the cyclic acetals obtained are purified or separated.

5. A process according to claim 1 wherein the aprotic compound is liquid under the dissolution condition.

6. A process for the conversion of oxymethylene homo- or copolymers to cyclic acetals comprising the steps:

a) at least partly dissolving an oxymethylene homo- or copolymer in a liquid medium comprising an aprotic compound, and wherein the polyoxymethylene homo- or copolymer has a number average molecular weight (Mn) of more than 2,000 Dalton; and

b) converting the at least partly dissolved oxymethylene homo- or copolymer in the presence of a catalyst to cyclic acetals.

7. A process according to claim 6 wherein the aprotic compound has a boiling point of 120° C. or higher, determined at 1 bar.

8. A process according to claim 1 wherein the oxymethylene polymer, the aprotic compound and the catalyst form a reaction mixture and wherein the reaction mixture comprises at least 60 wt.-% of the aprotic compound, wherein the weight is based on the total weight of the reaction mixture.

9. A process according to claim 1 wherein the aprotic compound comprises a sulfur containing organic compound.

10. A process according to claim 1 wherein the aprotic compound comprises a dipolar nitro-group free compound.

11. A process according to claim 1 wherein the aprotic compound is represented by formula (I):

wherein

n is an integer ranging from 1 to 6, and

wherein the ring carbon atoms may optionally be substituted by one or more substituents, selected from C 1 -C 8 -alkyl which may be branched or unbranched.

12. A process according to claim 1 wherein the aprotic compound is sulfolane.

13. A process according to claim 1 wherein the aprotic compound is represented by formula (II):

wherein R 1 and R 2 are independently selected from C 1 -C 8 -alkyl which may be branched or unbranched.

14. A process according to claim 1 wherein the aprotic compound is represented by formula (III):

wherein

n is an integer ranging from 1 to 6, and

wherein the ring carbon atoms may optionally be substituted by one or more substituents, selected from C 1 -C 8 -alkyl which may be branched or unbranched; or

the aprotic compound is represented by formula (IV):

wherein R 3 and R 4 are independently selected from C 1 -C 8 -alkyl which may be branched or unbranched.

15. A process according to claim 1 wherein the conversion to the cyclic acetal is carried out at a temperature ranging from 40° C. to 130° C. and is carried out at a pressure of from 10 millibars to 10 bars.

16. A process according to claim 1 , wherein higher than 30 percent of the oxymethylene homo- or copolymer is converted into the cyclic acetal.

17. A process according to claim 1 , further comprising the step of converting the cyclic acetals formed during the process into an oxymethylene polymer.

18. A process according to claim 1 , wherein the oxymethylene homo- or copolymer is at least partly dissolved in the aprotic compound while being heated and wherein the resulting liquid medium is cooled prior to being contacted with the catalyst.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 16, 2016
From: TICONA GMBH
To: NUTRINOVA NUTRITION SPECIALTIES & FOOD INGREDIENTS GMBH
Reel/Frame 038687/0784 →
CHANGE OF NAME Recorded May 16, 2016
From: NUTRINOVA NUTRITION SPECIALTIES & FOOD INGREDIENTS GMBH
To: CELANESE SALES GERMANY GMBH
Reel/Frame 038689/0595 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 23, 2014
From: HAUBS, MICHAEL; LINGNAU, JURGEN; KURZ, KLAUS
To: TICONA GMBH
Reel/Frame 033155/0950 →