Flame retardant precursors, polymers prepared from such precursors, and flame resistant fabrics treated with such polymers

Patent metadata

Field	Value
Publication number	US-9982096-B2
Application number	US-201414520660-A
Country	US
Kind code	B2
Filing date	Oct 22, 2014
Priority date	Oct 25, 2013
Publication date	May 29, 2018
Grant date	May 29, 2018

Abstract

A composition comprises at least one condensed phosphorus compound. The condensed phosphorus compound is produced by reacting together in a condensation reaction a nitrogen compound and a phosphonium compound. A phosphorus-containing polymer is produced by reacting in a condensation reaction a hydroxyalkylphosphonium compound to produce an intermediate polymer and then oxidizing phosphorus atoms in the intermediate polymer to yield a polymer comprising phosphine oxide groups.

First claim

What is claimed is:

1. A composition comprising at least one condensed phosphorus compound, the condensed phosphorus compound being produced by reacting together in a condensation reaction
(a) a nitrogen compound conforming to the structure of Formula (N)

wherein R N1 is selected from the group consisting of an oxygen atom, a sulfur atom, and a N—H group, and R N2 and R N3 are independently selected from the group consisting of hydrogen, hydrocarbyl groups, substituted hydrocarbyl groups, acyl groups, and silyl groups; and
(b) a phosphonium compound conforming to the structure of Formula (P)

wherein the variable a is a positive integer; each R 1 is selected from the group consisting of hydrogen, C 1 -C 3 alkyl groups, C 1 -C 3 haloalkyl groups, C 2 -C 3 alkenyl groups, and C 2 -C 3 haloalkenyl groups; X is an anion selected from the group consisting of halides, sulfate, hydrogen sulfate, phosphate, acetate, carbonate, bicarbonate, borate, and hydroxide; b is a negative integer representing the charge of the anion X; and a is equal to (−b);
wherein the nitrogen compound and the phosphonium compound are reacted together in a ratio of 1 to 3 molar equivalents of nitrogen compound to 1 molar equivalent of phosphonium cations; and
wherein about 30 mol. % or less of the condensed phosphorus compounds contained in the composition comprise moieties conforming to the structure of Formula (B)

2. The composition of claim 1 , wherein about 20 mol. % or less of the condensed phosphorus compounds contained in the composition comprise moieties conforming to the structure of Formula (B).

3. The composition claim 1 , wherein about 50 mol. % or more of the phosphorus atoms present in condensed phosphorus compounds in the composition are present in condensed phosphorus compounds conforming to the structure of Formula (M)

wherein d in an integer from 1 to 3, and e is a positive integer equal to (−b).

4. The composition of claim 3 , wherein about 60 mol. % or more of the phosphorus atoms present in condensed phosphorus compounds in the composition are present in condensed phosphorus compounds conforming to the structure of Formula (M).

5. The composition of claim 1 , wherein about 5 mol. % or less of the phosphorus atoms present in condensed phosphorus compounds in the composition are present in condensed phosphorus compounds conforming to the structure of Formula (T)

wherein f is a positive integer equal to (−b).

6. The composition of claim 5 , wherein about 1 mol. % or less of the phosphorus atoms present in condensed phosphorus compounds in the composition are present in condensed phosphorus compounds conforming to the structure of Formula (T).

7. The composition of claim 1 , wherein the nitrogen compound and the phosphonium compound are reacted together in a ratio of 1 to about 2 molar equivalents of the nitrogen compound to 1 molar equivalent of the phosphonium cations.

8. The composition of claim 1 , wherein about 40 mol. % or less of the phosphorus atoms present in the composition are contained in unreacted phosphonium compounds conforming to the structure of Formula (P).

9. The composition of claim 1 , wherein about 30 mol. % or less of the phosphorus atoms present in the composition are contained in unreacted phosphonium compounds conforming to the structure of Formula (P).

10. The composition of claim 1 , wherein the composition has a viscosity of about 150 cP or less at 20° C.

Assignees

• Milliken & Co

Inventors

• Gerhardt Warren W
• Spruell Jason M
• Valenta Petr
• Mondal Rajib
• Mcbride Daniel T
• Keller Keith A

Classifications

• C09K21/14

  Macromolecular materials · CPC title

• Y10T442/268

  Phosphorus and nitrogen containing compound · CPC title

• D06M2200/30

  Flame or heat resistance, fire retardancy properties · CPC title

• D06M15/431

  by phosphines or phosphine oxides; by oxides or salts of the phosphonium radical · CPC title

• D06M15/673

  containing phosphorus and nitrogen in the main chain · CPC title