Organophosphorus compounds for flame retardant polyurethane foams

Patent metadata

Field	Value
Publication number	US-9738766-B2
Application number	US-201214433728-A
Country	US
Kind code	B2
Filing date	Oct 8, 2012
Priority date	Oct 8, 2012
Publication date	Aug 22, 2017
Grant date	Aug 22, 2017

Abstract

An organophosphorus compound useful in a phosphorus containing flame retardant and a flame retardant polyurethane foam, where the organophosphorus compound is shown in Formula (I) where Y is selected from the group consisting of an —OH group, an —NH 2 group, an —NHR 3 group, and an —SH group, where R 3 is a monovalent hydrocarbyl group having 1 to 10 carbon atoms; R is a divalent hydrocarbyl group; X is a heteroatom group; and R 1 and R 2 are each independently a substituted or unsubstituted hydrocarbyl group, wherein R 1 and R 2 can be optionally joined to form a ring.

First claim

The invention claimed is:

1. An organophosphorus compound of Formula (I):

where Y is an —OH group;
R is —CH 2 —CH 2 —CH 2 — or —CR 5 2 —CR 5 2 —, where each R 5 is independently a hydrogen group or a hydrocarbyl group having 1 to 4 carbon atoms;
X is an oxygen atom; and
R 1 and R 2 join to form a ring of Formula (II):

2. The organophosphorus compound of claim 1 , where the R is a divalent hydrocarbyl group having 2 carbon atoms to provide the organophosphorus compound of Formula (III):

where each R 5 is independently a hydrogen group, or a hydrocarbyl group having 1 to 4 carbon atoms.

3. The organophosphorus compound of claim 2 , where each R 5 is a hydrogen group to provide the organophosphorus compound of Formula (IV):

4. The organophosphorus compound of claim 1 , where the R is a divalent hydrocarbyl group having 3 carbon atoms to provide the organophosphorus compound of Formula (V):

5. A phosphorus containing flame retardant, comprising:
an admixture of:
a polyol; and
an organophosphorus compound of Formula (I):

where Y is an —OH group;
R is —CH 2 —CH 2 —CH 2 — or —CR 5 2 —CR 5 2 —,where each R 5 is independently a hydrogen group or a hydrocarbyl group having 1 to 4 carbon atoms;
X is an oxygen atom; and
R 1 and R 2 join to form a ring of Formula (II):

6. The phosphorus containing flame retardant of claim 5 , where the organophosphorus compound of Formula (I) has the structure of the organophosphorus compounds in claim 2 .

7. The phosphorus containing flame retardant of claim 5 , where R is a divalent hydrocarbyl group having 2 carbon atoms to provide the organophosphorus compound of Formula (IV):

where the organophosphorus compound of formula (IV) is in a dynamic equilibrium state with an isomer the following Formula VI:

8. The phosphorus containing flame retardant of claim 5 , where the polyol is a polyoxalkylene polyol having an equivalent weight of 900 to 2500 and a combined nominal functionality of 2 to 10.

9. A flame retardant polyurethane foam comprising,
a reaction product of:
an isocyanate;
a phosphorus containing flame retardant of claim 5 ; and
a foaming agent.

10. The flame retardant polyurethane foam of claim 9 , where flame retardant polyurethane foam includes 5 to 7 parts of the phosphorus containing flame retardant per 100 parts by weight of the polyol.

11. The phosphorus containing flame retardant of claim 5 , where the organophosphorus compound of Formula (I) has the structure of the organophosphorus compounds in claim 4 .

Assignees

• Dow Global Technologies Llc

Inventors

• Shankar Ravi B
• Yonkey Matthew Martin
• Qi Yudong
• Kamber Nahrain E

Classifications

• C08J9/0038 Primary

  containing phosphorus · CPC title

• C08K5/5357

  cyclic · CPC title

• C08K5/5333

  Esters of phosphonic acids · CPC title

• C08G18/14

  Manufacture of cellular products · CPC title

• C07F9/4006

  Esters of acyclic acids which can have further substituents on alkyl · CPC title