US 4,259,222 AGranted

Linear saturated polyesters of phosphoric acid and halogenated diols as flame-retardant additives and coatings

AssigneeBASF Wyandotte Corporation

InventorsRobert B. Login, David D. Newkirk

Life of this patent

Estimating the term…

Loading patent…

Abstract

The present invention provides new linear phosphorus- and halogen-containing flame retardant polyester additives for normally flammable polymers and coatings for normally flammable natural and synthetic films and fibers, for instance, polyester and cellulose ester films and fibers. The phosphorus- and halogen-containing polymers of the invention are water dispersible or can be rendered water-soluble. They can be prepared by reacting a phosphorus acid reactant such as phosphoric acid with at least one halogenated difunctional monomer. The water-soluble polyesters can be cross-linked to render them insoluble in water by heating together with a methylol compound. Said halogenated monomer is preferably an oxyalkylated diacid or diol and said halogen is attached either on one or more aromatic rings or on a cycloaliphatic ring. The halogenated diols useful in preparing the flame-retardant polymer additives of the invention are selected from the group consisting of at least one of the halogenated, saturated diols having the formula: ##STR1## wherein m and p are integers of 2 to 6; n and q in formulas A, C, and D are 0 or integers of 1 to 10 and integers of 1-10 in formula B; wherein in formulas A-C, X which is attached to an aromatic ring represents 1 to 4 halogen atoms; and wherein in formula D, X represents 1 to 2 halogen atoms and Z is hydrogen, a C.sub.1 -C.sub.6 alkyl radical, or phenyl. Polymer fibers and films such as those made from polyethylene terephthalate and cellulose ester fibers and films such as those prepared from cellulose acetate and cellulose triacetate, each containing a flame-retardant amount of the phosphorus- and halogen-containing flame-retardant polymer additives of the invention are resistant to loss of the polymeric flame-retardant additives of the invention during use.

A water-dispersible or organic solvent soluble, cross-linking phosphorus- and halogen-containing, linear polymer useful as a flame-retardant additive for normally flammable polymers or as a coating for normally flammable natural and synthetic fibers, said linear polymer being selected from the group consisting of at least one of

A. a saturated polyester comprising the reaction product of a phosphorus acid reactant and either a halogenated bis-hydroxyalkyl aromatic diol or a non-oxyalkylated halogenated aromatic diol or mixtures thereof having the formula:
##STR7## wherein X attached to the aromatic ring represents a halogen atom;
s is an integer of 1 to 4;
m and p are integers of 2 to 6;
n and q are 0 or integers of 1 to 10;
and y is an integer of 2 to 100;
B. a saturated polyester comprising the reaction product of a phosphorus acid reactant and a halogenated bis-hydroxyalkyl aromatic diacid having the formula:
##STR8## wherein said diacid is selected from the group consisting of phthalic, isophthalic, and terephthalic acids, phthalic anhydride, and esters thereof and wherein X attached to the aromatic ring represents a halogen atom selected from the group consisting of bromine, chlorine, and mixtures thereof;
s is an integer of 1 to 4;
m and p are integers of 2 to 6;
n and q are integers of 1 to 10;
and y is an integer of 2 to 100;
C. a saturated polyester comprising the reaction product of a phosphorus acid reactant and either a bis-hydroxyalkyl halogenated diphenol or a non-oxyalkylated halogenated dihydroxy benzene or mixtures thereof having the formula:
##STR9## wherein the X attached to the aromatic ring represents a halogen atom selected from the group consisting of bromine, chlorine, and mixtures thereof;
s is an integer of 1 to 4;
m and p are integers of 2 to 6;
n and q are 0 or integers of 1 to 10;
and y is an integer of 2 to 100;
and
D. a saturated polyester comprising the reaction product of a phosphorus acid reactant and either a halocyclohexane 1,1-dimethanol or oxyalkylated derivative thereof or mixtures thereof having the formula:
##STR10## wherein the X attached to the saturated ring represents a halogen atom selected from the group consisting of chlorine, bromine and mixtures thereof;
s is an integer of 1 to 2;
Z represents hydrogen, an alkyl radical having 1 to 6 carbon atoms or phenyl;
m and p are integers of 2 to 6;
n and q are 0 or integers of 1 to 10;
and y is an integer of 2 to 100.

23 more elements

Facts

Application

05/933,986Filed 16 Aug 1978

Granted

31 Mar 1981

Term ends

Not estimatedThe source records don’t support an estimate.

Classification4 codes

C08G 63/692
Polyesters containing atoms other than carbon, hydrogen and oxygen: containing phosphorus
D06M 15/667
Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds: containing phosphorus in the main…
C08G
Macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
D06M
Treatment, not provided for elsewhere in class d06, of fibres, threads, yarns

Abstract

Claims10