Flame-retardant polymers derived from polyols and polyacids

Patent metadata

Field	Value
Publication number	US-10246551-B2
Application number	US-201715449526-A
Country	US
Kind code	B2
Filing date	Mar 3, 2017
Priority date	Feb 26, 2015
Publication date	Apr 2, 2019
Grant date	Apr 2, 2019

Abstract

A process for the production of a flame-retardant polymer is disclosed. The process includes reacting a polyol, for example glycerol, with an organophosphorus monochloride material to produce a phosphorus-functionalized polyol derivative. The process further includes reacting the phosphorus-functionalized polyol derivative with a polycarboxylic acid to form the flame-retardant polymer, wherein phosphorus is chemically bound to a polymer chain of the flame-retardant polymer.

First claim

The invention claimed is:

1. A flame-retardant polymer formed by a process that includes:
reacting a triol with an organophosphorus mono-chloride to produce an intermediate compound; and
reacting the intermediate compound with a polycarboxylic acid to form the flame-retardant polymer, wherein phosphorus is chemically bound to a polymer chain of the flame-retardant polymer.

2. The flame-retardant polymer of claim 1 , wherein the intermediate compound includes at least one unreacted hydroxyl group, and wherein the at least one unreacted hydroxyl group reacts with the polycarboxylic.

3. The flame-retardant polymer of claim 1 , wherein a molar ratio of the organophosphorus mono-chloride to the triol is not less than about 0.5 and is not greater than about 1.

4. The flame-retardant polymer of claim 1 , wherein a weight percentage of phosphorus in the flame-retardant polymer is between about 15 weight percent of the flame-retardant polymer and about 20 weight percent of the flame-retardant polymer.

5. The flame-retardant polymer of claim 1 , wherein the flame-retardant polymer includes a cross-linked polyester.

6. The flame-retardant polymer of claim 1 , wherein the intermediate compound includes at least two unreacted hydroxyl groups.

7. The flame-retardant polymer of claim 6 , wherein the unreacted hydroxyl groups react with the polycarboxylic acid.

8. The flame-retardant polymer of claim 1 , wherein the organophosphorus mono-chloride includes diphenylphosphinic chloride.

9. The flame-retardant polymer of claim 1 , wherein the triol includes glycerol.

10. A flame-retardant polymer formed by a process that includes:
reacting a triol with an organophosphorus mono-chloride, in a molar ratio of the organophosphorus mono-chloride material to the triol of not less than about 0.5 and is not greater than about 1, to produce an intermediate compound having unreacted hydroxyl groups; and
reacting at least a portion of the unreacted hydroxyl groups with a polycarboxylic acid to form the flame-retardant polymer, wherein phosphorus is chemically bound to a polymer chain of the flame-retardant polymer.

11. The flame-retardant polymer of claim 10 , wherein a weight percentage of phosphorus in the flame-retardant polymer is between about 15 weight percent of the flame-retardant polymer and about 20 weight percent of the flame-retardant polymer.

12. The flame-retardant polymer of claim 10 , wherein the flame-retardant polymer includes a cross-linked polyester.

13. The flame-retardant polymer of claim 10 , wherein the intermediate compound includes at least two unreacted hydroxyl groups.

14. The flame-retardant polymer of claim 10 , wherein the organophosphorus mono-chloride includes diphenylphosphinic chloride and the triol includes glycerol.

15. The flame-retardant polymer of claim 10 , wherein the polycarboxylic acid is a triacid.

16. The flame-retardant polymer of claim 10 , further comprising reacting the polycarboxylic acid with unreacted triol.

17. The flame-retardant polymer of claim 10 , wherein reacting the triol with the organophosphorus mono-chloride material comprises adding the triol to a tertiary amine and a solvent to form a mixture, and adding the organophosphorus mono-chloride material to the mixture.

18. The flame-retardant polymer of claim 17 , wherein the organophosphorus mono-chloride material is added to the mixture dropwise.

19. A flame-retardant polymer formed by a process that includes:
reacting a triol with a mixture including diphenylphosphinic chloride, in a molar ratio of the diphenylphosphinic chloride to the triol of not less than about 0.5 and is not greater than about 1, to produce an intermediate material having unreacted hydroxyl groups; and
reacting at least a portion of the unreacted hydroxyl groups with a polycarboxylic acid to form the flame-retardant polymer, wherein phosphorus is chemically bound to a polymer chain of the flame-retardant polymer.

20. The flame-retardant polymer of claim 19 , wherein the intermediate material includes unreacted triol.

Assignees

• IBM

Inventors

• Boday Dylan J
• Kuczynski Joseph
• Mauldin Timothy C

Classifications

• C08G63/78

  Preparation processes · CPC title

• C08G63/12 Primary

  derived from polycarboxylic acids and polyhydroxy compounds · CPC title

• C09D5/18 Primary

  Fireproof paints {including high temperature resistant paints} · CPC title

• C08K5/49

  Phosphorus-containing compounds {(C08K5/0091 takes precedence)} · CPC title

• C08G63/6924

  derived from polycarboxylic acids and polyhydroxy compounds · CPC title