Polymer with polyether polyester segment and polysiloxane segment

Patent metadata

Field	Value
Publication number	US-11623977-B2
Application number	US-201915733940-A
Country	US
Kind code	B2
Filing date	May 16, 2019
Priority date	Jun 5, 2018
Publication date	Apr 11, 2023
Grant date	Apr 11, 2023

Abstract

The invention relates to a polymer comprising: a) at least one polyether polyester copolymer segment, wherein the polyether polyester copolymer comprises ether units selected from the group consisting of the formula (II) —[CR 1 2 ] n —O—, wherein n is an integer of 2 to 4, R 1 represent independent of each other organic groups having 1 to 30 carbon atoms or hydrogen, and wherein in case n is equal to 2 at least one of the R 1 represents an ether group having the formula —R 2 —O—R 3 , wherein R 2 and R 3 independent of each other represent organic groups having 1 to 30 carbon atoms, and b) at least one polysiloxane segment linked to the at least one polyether polyester copolymer segment.

First claim

The invention claimed is:

1. A polymer comprising:
at least one polyether polyester copolymer segment, wherein the polyether polyester copolymer comprises ether units of formula (II): —[CR 1 2 ] n —O—, wherein n is an integer of 2 to 4, the R 1 s independent of each other represent organic groups having 1 to 30 carbon atoms or hydrogen, and wherein when n is equal to 2, at least one of the R 1 s represents an ether group having the formula —R 2 —O—R 3 , wherein R 2 and R 3 independent of each other represent organic groups having 1 to 30 carbon atoms, and
at least one polysiloxane segment linked to the at least one polyether polyester copolymer segment.

2. The polymer according to claim 1 , wherein the at least one polyether polyester copolymer segment comprises at least two bonds of an ester unit to an ether unit.

3. The polymer according to claim 1 , wherein the at least one polyether polyester copolymer segment comprises ester units and the ether units arranged in random order.

4. The polymer according to claim 1 , wherein a mass ratio of the at least one polyether polyester copolymer segment with respect to the at least one polysiloxane segment is from 15: 85 to 75: 25.

5. The polymer according to claim 1 , wherein the at least one polyether polyester copolymer segment further comprises ester units of formula (I): —(CH 2 ) 5 —C(═O)—O—.

6. The polymer according to claim 1 , wherein n is equal to 2 and the ether units include one ether group having the formula —R 2 —O—R 3 , wherein R 2 and R 3 independent of each other represent organic groups having 1 to 30 carbon atoms.

7. The polymer according to claim 1 , wherein n is equal to 3.

8. The polymer according to claim 1 , wherein a link between the at least one polyether polyester copolymer segment and the at least one polysiloxane segment comprises the group —Si—O—CHR 10 —, wherein R 10 represents hydrogen or an organic group having 1 to 10 carbon atoms.

9. The polymer according to claim 1 , wherein a link between the at least one polyether polyester copolymer segment and the at least one polysiloxane segment comprises the group —Si—CHR 11 —CHR 12 —, wherein R 11 and R 12 independently represent hydrogen or an organic group having 1 to 10 carbon atoms.

10. The polymer according to claim 1 , wherein the polymer comprises a structure including 1 or 2 polyester polyether copolymer segments linked to one polysiloxane segment.

11. A process for preparing a polymer, the process comprising:
preparing a polyester polyether copolymer segment by reacting a cyclic ester and a cyclic ether in a ring-opening polymerization reaction, wherein the ring-opening polymerization reaction is started by includes initiation with a chain starter compound, the chain starter compound comprising one or more of a hydroxyl group and an amine group, and wherein the polyether polyester copolymer comprises ether units of formula (II): —[CR 1 2 ] n —O—, wherein n is an integer of 2 to 4, the R 1 s independent of each other represent organic groups having 1 to 30 carbon atoms or hydrogen, with the proviso that when n is equal to 2, at least one of the R 1 s represents an ether group having the formula —R 2 —O—R 3 , wherein R 2 and R 3 independent of each other represent organic groups having 1 to 30 carbon atoms,
providing a polysiloxane having Si—H functional groups, and
covalently linking the polyester polyether copolymer segment and the polysiloxane.

12. The process according to claim 11 , wherein preparing a polyester polyether copolymer segment further comprises substantially simultaneously adding the cyclic ester and the cyclic ether into a reaction mixture, and controlling reaction conditions to prepare the polyester polyether copolymer segment comprising ester units and the ether units arranged in random order.

13. The process according to claim 11 , wherein the cyclic ether comprises a hydroxyl group.

14. The process according to claim 11 , wherein the one or more of a hydroxyl group and an amine group of the chain starter compound starts the forming of at least two chains.

15. A composition comprising the polymer according to claim 1 , the composition being a liquid at a temperature of 23° C.

16. The composition according to claim 15 , wherein the polymer is present in an amount of 0.05 to 10.0% by weight, calculated on the weight of the composition.

17. The composition according to claim 15 , wherein the composition further comprises an organic polymer.

18. A process of coating a substrate comprising:
applying the composition according to claim 15 to the surface of a substrate, the composition being in a liquid state during application, and
allowing or causing the applied composition to solidify.

19. The process according to claim 18 , wherein allowing or causing the applied composition to solidify comprises one or more of evaporation of solvent and crosslinking reactions.

20. A coating composition comprising an organic polymer and a surface-active additive, the surface-active additive comprising the polymer according to claim 1 .

21. A molding composition comprising a polymeric material and a surface-active additive, the surface-active additive comprising the polymer according to claim 1 .

22. A thermoplastic composition comprising a thermoplastic polymer and a surface-active additive, the surface-active additive comprising the polymer according to claim 1 .

Assignees

• Byk Chemie Gmbh

Inventors

• Okkel Andreas
• Griesel Wolfgang
• Jaunky Guillaume Wojciech
• Scholten Ramona

Classifications

• C08G63/6952

  derived from hydroxycarboxylic acids · CPC title

• C08G77/46 Primary

  containing polyether sequences · CPC title

• C09D167/04 Primary

  Polyesters derived from hydroxycarboxylic acids, e.g. lactones (C09D167/06 takes precedence) · CPC title

• C08G77/445 Primary

  containing polyester sequences · CPC title

• C08L83/04

  Polysiloxanes · CPC title