Phosphorous based polyaddition / polyurethane-urea polyols

Patent metadata

Field	Value
Publication number	US-9550856-B2
Application number	US-201214368329-A
Country	US
Kind code	B2
Filing date	Dec 17, 2012
Priority date	Dec 27, 2011
Publication date	Jan 24, 2017
Grant date	Jan 24, 2017

Abstract

Embodiments of the invention include a polymer polyol dispersions. The polymer dispersions include a reaction product of a reaction system, where the reaction system includes: at least one polyol, at least one phosphorus based flame retardant having at least one active hydrogen attached to a nitrogen or oxygen atom, at least one of a co-reactant having an equivalent weight of up to 400 and at least one active hydrogen attached to a nitrogen or oxygen atom, at least one catalyst, and at least one polyisocyanate.

First claim

The invention claimed is:

1. A polymer polyol dispersion comprising a reaction product of a first reaction system, the first reaction system comprising:
a) at least one polyol:
b) at least one phosphorus based flame retardant having at least one active hydrogen attached to a nitrogen or oxygen atom:
c) at least one co-reactant having an equivalent weight of up to 400 and at least one active hydrogen attached to a nitrogen or oxygen atom;
d) at least one catalyst; and
e) at least one polyisocyanate,
wherein the at least one phosphorus based flame retardant is a flame retardant product of a second reaction system for forming the at least one phosphorus based flame retardant, the second reaction system comprising:
at least one second polyol; and
at least one phosphorus containing compound having the general formula (1), (2) or combination thereof:

wherein X is a leaving group, R 1 and R 2 are, independently of one another, a C 1 -C 8 -alkyl, C 1 -C 4 -alkoxyethyl, C 1 -C 4 -alkyl-substituted C 6 -C 10 -aryl radical, alkyl substituted aryl, aryl substituted alkyl, nitro alkyl, hydroxyl alkyl, alkoxy alkyl, hydroxyl alkoxyalkyl, or R 1 and R 2 together form R in a six-membered ring, wherein the six membered ring has the general formula (3), (4), or combination thereof:

wherein R is a linear or branched divalent alkylene group containing from 3 to about 9 carbon atoms.

2. The polymer polyol dispersion of claim 1 , wherein polymer polyol dispersion comprises a particle population dispersed in the at least one polyol.

3. The polymer polyol dispersion of claim 2 , wherein the particle population comprises particles grafted with the at least one phosphorus based flame retardant.

4. The polymer polyol dispersion of claim 1 , wherein R is at least one of propylene, 2-methylpropylene, neopentylene, and 2-butyl-2-ethylpropylene.

5. The polymer polyol dispersion of claim 1 , wherein the first reaction system includes:
from 0.5 wt. % to 2 wt. %, based on a total weight of the first reaction system, of the at least one phosphorus based flame retardant, and
from 3 wt. % to 15 wt. %, based on the total weight of the first reaction system, of the at least one co-reactant having the equivalent weight of up to 400 and the co-reactant is an amine co-reactant.

6. A method of producing the polymer polyol dispersion of claim 1 , the method comprising:
providing the second reaction system;
reacting the second reaction system to form the at least one phosphorus based flame retardant;
providing the first reaction system including:
a) the at least one polyol;
b) the at least one phosphorus based flame retardant;
c) the at least one co-reactant having an equivalent weight of up to 400 and at least one active hydrogen attached to a nitrogen or oxygen atom;
d) the at least one catalyst; and
e) the at least one polyisocyanate; and
reacting the first reaction system to form the polymer polyol dispersion of claim 1 .

7. A polymer polyol dispersion comprising a reaction product of a first reaction system, the first reaction system comprising:
a) at least one polyol:
b) at least one phosphorus based flame retardant having at least one active hydrogen attached to a nitrogen or oxygen atom:
c) at least one co-reactant having an equivalent weight of up to 400 and at least one active hydrogen attached to a nitrogen or oxygen atom;
d) at least one catalyst; and
e) at least one polyisocyanate,
wherein the at least one phosphorus based flame retardant comprises at least one phosphorus containing compound having the general formula (5), (6) or combination thereof:

wherein:
for formula (5) R 3 is at least one of —CH 2 —OH, —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —O—CH 2 —CH 2 —OH, —CH 2 —O—CH 2 —CH 2 —CH 2 —OH, —CH 2 —O—CH 2 —C(CH 3 ) 2 —CH 2 —OH, or —CH 2 —CH 2 —O—CH 2 —CH 2 —OH, R 1 and R 2 are, independently of one another, a C 1 -C 8 -alkyl, C 1 -C 4 -alkoxyethyl, C 1 -C 4 -alkyl-substituted C 6 -C 10 -aryl radical, alkyl substituted aryl, aryl substituted alkyl, nitro alkyl, hydroxyl alkyl, alkoxy alkyl, hydroxyl alkoxyalkyl,
or for formula (6), R 3 is at least one of —CH 2 —CH 2 —OH, —CH 2 —CH 2 —CH 2 —OH, —CH 2 —O—CH 2 —CH 2 —OH, —CH 2 —O—CH 2 —CH 2 —CH 2 —OH, —CH 2 —O—CH 2 —C(CH 3 ) 2 —CH 2 —OH, or —CH 2 —CH 2 —O—CH 2 —CH 2 —OH, R 1 and R 2 are, independently of one another, a C 1 -C 8 -alkyl, C 1 -C 4 -alkoxyethyl, C 1 -C 4 -alkyl-substituted C 6 -C 10 -aryl radical, alkyl substituted aryl, aryl substituted alkyl, nitro alkyl, hydroxyl alkyl, alkoxy alkyl, hydroxyl alkoxyalkyl,
or R 1 and R 2 together form R in a six-membered ring, wherein the six membered ring has the general formula (7), (8) or combination thereof:

wherein R is a linear or branched divalent alkylene group containing from 3 to about 9 carbon atoms.

8. The polymer polyol dispersion of claim 7 , wherein polymer polyol dispersion comprises a particle population dispersed in the at least one polyol.

9. The polymer polyol dispersion of claim 8 , wherein the particle population comprises particles grafted with the at least one phosphorus based flame retardant.

10. The polymer polyol dispersion of claim 7 , wherein the first reaction system includes:
from 0.5 wt. % to 2 wt. %, based on a total weight of the first reaction system, of the at least one phosphorus based flame retardant, and
from 3 wt. % to 15 wt. %, based on the total weight of the first reaction system, of the at least one co-reactant having the equivalent weight of up to 400 and the co-reactant is an amine co-reactant.

11. A method of producing the polymer polyol dispersion of claim 7 , the method comprising:
providing the first reaction system including:
a) the at least one polyol;
b) the at least one phosphorus based flame retardant;
c) the at least one co-reactant having an equivalent weight of up to 400 and at least one active hydrogen attached to a nitrogen or oxygen atom;
d) the at least one catalyst; and
e) the at least one polyisocyanate; and
reacting the first reaction system to form the polymer polyol dispersion of claim 7 .

Assignees

• Dow Global Technologies Llc

Inventors

• Cookson Paul
• Hoehener Daniel
• Casati Francois M

Classifications

• C08G18/5075

  having phosphorus · CPC title

• C08G18/2865

  Compounds having only one primary or secondary amino group; Ammonia · CPC title

• C08G18/409

  Dispersions of polymers of C08G in organic compounds having active hydrogen · CPC title

• C08G18/4841

  containing oxyethylene end groups · CPC title

• C08G18/6688 Primary

  with compounds of group C08G18/3271 · CPC title