Flame retardant itaconic acid-based compounds

Patent metadata

Field	Value
Publication number	US-10633591-B2
Application number	US-201715726107-A
Country	US
Kind code	B2
Filing date	Oct 5, 2017
Priority date	Oct 5, 2017
Publication date	Apr 28, 2020
Grant date	Apr 28, 2020

Abstract

A flame retardant itaconic acid-based compound, a process for forming a flame retardant polymer, and an article of manufacture comprising a material that contains a flame retardant itaconic acid-based polymer are disclosed. The flame retardant itaconic acid-based compound has variable moieties, which include methylene bridge groups, carbonyl groups, vinyl groups, functionalized groups, phenyl-substituted flame retardant groups, and/or functionalized flame retardant groups. The process for forming the flame retardant polymer includes forming a phosphorus-based flame retardant molecule, forming an itaconic acid derivative, chemically reacting the phosphorus-based flame retardant molecule and the itaconic acid derivative to form a flame retardant itaconic acid-based compound, and incorporating the itaconic acid-based flame retardant compound into a polymer to form the flame retardant polymer.

First claim

What is claimed is:

1. A flame retardant itaconic acid-based compound with a formula of:

wherein M 1 is a moiety comprising:
an FR group, wherein the FR group is selected from the group consisting of a phosphoryl moiety and a phosphonyl moiety; and
a moiety attached to the FR group, wherein the moiety attached to the FR group is selected from the group consisting of a phenyl substituent and an R functional group, wherein the R functional group includes at least one moiety selected from the group consisting of an epoxy group, an allyl group, a propylene carbonate group, a carboxylic acid group, a hydroxyl group, and an amine group;

wherein M 3 is a moiety selected from the group consisting of a methylene bridge group and a carbonyl group;
wherein M 2 is a second methylene bridge group when M 3 is the methylene bridge group, and wherein M 2 is selected from the group consisting of the methylene bridge group and a second carbonyl group when M 3 is the carbonyl group;
wherein M 4 is a moiety selected from the group consisting of a vinyl group, an FR group attached to a phenyl substituent, and an FR group attached to an R functional group, wherein the R functional group includes at least one moiety selected from the group consisting of an epoxy group, an ally group, a propylene carbonate group, a carboxylic acid group, a hydroxyl group, and an amine group; and
wherein M 5 is a moiety selected from the group consisting of an FR group attached to a phenyl substituent and an FR group attached to an R functional group, wherein the R functional group includes at least one moiety selected from the group consisting of an epoxy group, an allyl group, a propylene carbonate group, a carboxylic acid group, a hydroxyl group, and an amine group.

2. The flame retardant itaconic acid-based compound of claim 1 , wherein the phosphoryl moiety has the following formula:

3. The flame retardant itaconic acid-based compound of claim 1 , wherein the phosphonyl moiety has the following formula:

Assignees

• IBM

Inventors

• King Scott B
• Kobilka Brandon M
• Kuczynski Joseph
• Wertz Jason T

Classifications

• C07C51/353

  by isomerisation; by change of size of the carbon skeleton · CPC title

• C09K21/14 Primary

  Macromolecular materials · CPC title

• C08K3/32

  Phosphorus-containing compounds · CPC title

• C07C29/147

  of carboxylic acids or derivatives thereof · CPC title

• C09K21/04

  containing phosphorus · CPC title