IP Library Patent Application 14359308
Patent Application
App. No. 14/359,308

Process for Recycling A Formaldehyde Source During A Polymerization Process

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Quick Facts
Patent No.
US None
App. No.
14/359,308
Abstract

A process for recovering volatile components from an oxymethylene polymer process is disclosed. The volatile components are removed from the process and the formaldehyde collected is converted to a cyclic acetal. The formaldehyde is converted to a cyclic acetal by contacting the formaldehyde with a catalyst in the presence of an aprotic solvent.

Claims (47)

1 . A process for producing oxymethylene homo- or copolymers comprising:

a) polymerizing at least one monomer to form an oxymethylene polymer in the presence of an initiator;

b) deactivating the polymerization;

c) removing residual monomers containing formaldehyde;

d) contacting the formaldehyde with an aprotic compound and a catalyst; and

e) at least partly converting the formaldehyde to a cyclic acetal.

2 . (canceled)

3 . (canceled)

4 . A process according to claim 1 wherein at least 50 wt.-%, of the monomer is converted to the oxymethylene homo- or copolymer prior to removing the residual monomers containing formaldehyde and wherein the wt.-% refers to the total weight of the monomers.

5 . A process according to claim 1 , wherein the polymerization is deactivated prior to the removal of the residual monomers containing formaldehyde.

6 . A process according to claim 1 wherein the formaldehyde is removed as a gaseous mixture together with residual monomers.

7 . A process according to claim 1 wherein the polymerization process uses trioxane and/or tetroxane as a monomer; and optionally includes a comonomer.

8 . (canceled)

9 . (canceled)

10 . (canceled)

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

12 . A process according to claim 1 wherein the formaldehyde, 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.

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

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

15 . 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.

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

17 . 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.

18 . 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.

19 . (canceled)

20 . A process according to claim 1 wherein the conversion to the cyclic acetal is carried out at a temperature ranging from 20° C. to 150° C., and is carried out at a pressure of from 10 millibars to 10 bars.

21 . A process according to claim 1 wherein the removed formaldehyde has a water content of less than 10000 ppm.

22 . A process according to claim 1 wherein the residual monomers removed comprise formaldehyde and trioxane.

23 . A process according to claim 1 wherein the initiator comprises boron trifluoride, a heteropoly acid, an isopoly acid, or trifluoromethanesulfonic acid and the catalyst is trifluoromethanesulfonic acid.

24 . A process according to claim 1 , wherein the formaldehyde removed during the process is gaseous formaldehyde and is directly contacted with the aprotic compound and the catalyst.

25 . A process according to claim 1 , wherein the removed formaldehyde comprises an aqueous formaldehyde solution when contacted with the aprotic compound and the catalyst.

26 . An oxymethylene homo- or copolymer made according to claim 1 .

27 . A process according to claim 1 , wherein higher than 50 percent of the formaldehyde is converted into the cyclic acetal.

28 . A process according to claim 1 , wherein the polymerization process that forms the oxymethylene polymer comprises a heterogeneous process.

29 . A process according to claim 1 , wherein the polymerization process that forms the oxymethylene polymer comprises a homogeneous process.

30 . A process for recovering formaldehyde from an oxymethylene homo- or copolymer production process comprising;

a) at least partly removing formaldehyde during or after the polymerization process,

b) contacting said formaldehyde with an aprotic compound and a catalyst; and

c) at least partly converting the formaldehyde to a cyclic acetal.

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: KURZ, KLAUS; LINGNAU, JURGEN; HAUBS, MICHAEL; HOFFMOCKEL, MICHAEL; FEORD, DAMIAN
To: TICONA GMBH
Reel/Frame 033155/0091 →