IP Library Granted Patent US 12,091,492
Granted Patent B2
US 12,091,492 · App. 17/280,268 · Granted Sep 17, 2024

Method for producing polyoxymethylene polyoxyalkylene block copolymers

Inventors: Markus Meuresch (Cologne, DE); Aurel Wolf (Wülfrath, DE); Christoph Guertler (Cologne, DE); Annika Stute (Cologne, DE)
Assignee: Covestro Intellectual Property GmbH & Co. KG
C08G2/38C08G2/06C08L59/02C08G2650/62
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Quick Facts
Patent No.
US 12,091,492
App. No.
17/280,268
Granted
Sep 17, 2024
Kind
B2
Abstract

The invention relates to a method for producing a polyoxymethylene polyoxyalkylene block copolymer, said method including the process of reacting a polymer formaldehyde compound with alkylene oxide in the presence of a double metal cyanide (DMC) catalyst and an H-functional starter substance, wherein the theoretical molar mass of the polymer formaldehyde compound is lower than the theoretical molar mass of the H-functional starter substance, and the polymer formaldehyde compound has at least one terminal hydroxyl group, the theoretical molar mass of the H-functional starter substance being at least 500 g/mol. In the method according to the invention, a mixture i) is provided comprising the DMC catalyst and the H-functional starter substance in step (i); the polymer formaldehyde compound is then added to the mixture (i) in step (ii), thereby forming a mixture (ii); and the alkylene oxide is added in step (iii), step (ii) being carried out at the same time as or prior to step (iii).

Claims (18)

1. A process for preparing a polyoxymethylene-polyoxyalkylene block copolymer comprising reacting a polymeric formaldehyde compound with an alkylene oxide in the presence of a double metal cyanide (DMC) catalyst and an H-functional starter substance;

wherein the theoretical molar mass of the polymeric formaldehyde compound is less than the theoretical molar mass of the H-functional starter substance;

wherein the polymeric formaldehyde compound has at least one terminal hydroxyl group; and

wherein the theoretical molar mass of the H-functional starter substance is at least 500 g/mol;

the process comprising:

(i) initially charging a mixture i) comprising the DMC catalyst and a polyoxymethylene-polyoxyalkylene block copolymer H-functional starter;

(ii) adding the polymeric formaldehyde compound to mixture i) to form a mixture ii); and

(iii) adding the alkylene oxide;

wherein step (ii) is carried out simultaneously with or prior to step (iii), and wherein the polyoxymethylene-polyoxyalkylene block copolymer H-functional starter has an identical functionality to the polyoxymethylene-polyoxyalkylene block copolymer produced by the process and the number-average molecular weight of the polyoxymethylene-polyoxyalkylene block copolymer H-functional starter diverges from that of the polyoxymethylene-polyoxyalkylene block copolymer produced by the process by up to 10%.

2. The process as claimed in claim 1 , wherein the polyoxymethylene-polyoxyalkylene blockcopolymer has a number-average molecular weight of 1000 g/mol to 10000 g/mol.

3. The process as claimed in claim 1 , wherein the polyoxymethylene-polyoxyalkylene block copolymer H-functional starter is the same as the polyoxymethylene-polyoxyalkylene block copolymer produced by the process.

4. The process as claimed in claim 1 , wherein the polyoxymethylene-polyoxyalkylene block copolymer H-functional starter comprises a reaction product of a polymeric formaldehyde compound with an alkylene oxide in the presence of a DMC catalyst (A).

5. The process as claimed in claim 1 , wherein the DMC catalyst is used in a theoretical amount of 100 to 800 ppm, based on the sum of the masses of the polymeric formaldehyde compound, of the alkylene oxide and of the H-functional starter substance.

6. The process as claimed in claim 4 , wherein the double metal cyanide (DMC) catalyst comprises the double metal cyanide (DMC) catalyst (A) and optionally a double metal cyanide (DMC) catalyst (B), wherein the DMC catalyst (B) is present with the polyoxymethylene-polyoxyalkylene block copolymer H-functional starter.

7. The process as claimed in claim 6 , wherein the mass ratio of the double metal cyanide (DMC) catalyst (A) based on the sum of the masses of double metal cyanide (DMC) catalyst (A) and double metal cyanide (DMC) catalyst (B) is 30% by weight to 90% by weight.

8. The process as claimed in claim 1 , wherein the polymeric formaldehyde compound has 2 hydroxyl groups and 8 to 100 repeating oxymethylene units (n) or 3 hydroxyl groups and 8 to 100 repeating oxymethylene units (n).

9. The process as claimed in claim 1 , wherein step (iii) is carried out at a temperature of 50° C. to 150° C.

10. The process of claim 1 , wherein the mixture i) consists of the DMC catalyst and the polyoxymethylene-polyoxyalkylene block copolymer H-functional starter, and the polymeric formaldehyde is subsequently added to mixture i) to form a mixture ii).

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2025
From: COVESTRO DEUTSCHLAND AG
To: POWER2POLYMERS GMBH
Reel/Frame 071369/0178 →
MERGER Recorded Oct 29, 2024
From: COVESTRO INTELLECTUAL PROPERTY GMBH & CO. KG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 069272/0414 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 26, 2021
From: MEURESCH, MARKUS; WOLF, AUREL; GUERTLER, CHRISTOPH; STUTE, ANNIKA
To: COVESTRO INTELLECTUAL PROPERTY GMBH & CO. KG
Reel/Frame 055729/0110 →
Priority Claims (1)
EP 18202839 · Oct 26, 2018 · regional
Continuity (1)
Related Publication 20220049042A1 · Feb 17, 2022