Antistatic agents for melt-formed polymers

Claim 3

The method of claim 1 wherein the nitrogen-containing compound is selected from the group consisting of alkanolamine, polyalkanolamine, alkylene polyamine, polyalkylenepolyamine, aromatic polyamine and α-olefin oxide adducts thereof.

Claim 4

The method of claim 1 wherein the polymeric composition is subsequently reacted with an aromatic carboxylic acid or ester in an amount ranging from about 0.5 to 4.0 moles of acid or ester per hydroxyl equivalent of the polymeric composition at a temperature ranging from about 80° to 180° C. for about 1 to 6 hours.

Claim 5

The method of claim 3 wherein the melt-formed polymer is a polyester.

Claim 6

The method of claim 1 wherein the polymeric composition has a molecular weight ranging from about 25,000 to 500,000 and the alkylene oxide adduct of the nitrogen-containing compound has a molecular weight of from about 1,000 to 40,000, the hydrogen-reactive compound and alkylene oxide adduct being reacted in a respective mole ratio of about 0.5/1.0 to 1.0/1.0 at a temperature of from about 60° to 160° C. for about one to four hours.

Claim 7

The method of claim 5 wherein the polymeric composition is subsequently reacted with an aromatic carboxylic acid or ester in an amount ranging from about 0.5 to 4.0 moles of acid or ester per hydroxyl equivalent of the polymeric composition at a temperature ranging from about 80° to 180° C. for about one to six hours.

Claim 8

The method of claim 5 wherein the hydrogen-reactive compound is an organic polyisocyanate.

Claim 9

The method of claim 7 wherein the organic polyisocyanate is selected from the group consisting of toluene diisocyanate and hydrogenated methylene diphenyldiisocyanate.

Claim 10

The method of claim 7 wherein the polymeric composition is prepared in the presence of from about 0.01 to 0.2 parts by weight of an isocyanate reaction catalyst per 100 parts by weight of the reactants.

Claim 11

The method of claim 5 wherein the hydrogen-reactive compound is an alkyl ester of dicarboxylic acid.

Claim 12

The method of claim 10 wherein the polymeric composition is prepared in the presence of from about 0.01 to 0.2 parts by weight of a transesterification catalyst per 100 parts by weight of the reactants.

Claim 13

The method of claim 10 wherein the alkyl ester of dicarboxylic acid is selected from the group consisting of dimethyl terephthalate, diethyl terephthalate and bis (2-hydroxyethyl) terephthalate.

Claim 14

The method of claim 1 wherein the nitrogen-containing compound is selected from the group consisting of ethylene diamine and diethanolamine.

Claim 15

A fiber-forming polyamide and polyester polymer having incorporated therewith from about one percent to ten percent by weight, based on the weight of the polymer, of an antistatic agent which is the reaction product of (a) an alkyl ester of a dicarboxylic acid and (b) an alkylene oxide adduct of a nitrogen-containing compound, having a molecular weight of at least 1,000, the ratio of (a) to (b) being from about 0.5:1.0 to 1.0:1.0.

Claim 16

A fiber-forming polyamide and polyester polymer having incorporated therewith from about one percent to ten percent by weight, based on the weight of the polymer, of an antistatic agent which is the reaction product of (a) an alkyl ester of a dicarboxylic acid and (b) an alkylene oxide adduct of a nitrogen-containing compound, having a molecular weight of at least 1,000, the ratio of (a) to (b) being from about 0.5:1.0 to 1.0:1.0.

Claim 17

The polymer of claim 14 wherein (a) is dimethyl terephthalate.

Claim 18

The polymer of claim 14 wherein the nitrogen-containing compound is a propylene oxide adduct of ethylene diamine.

Claim 19

The polymer of claim 14 wherein (a) is dimethyl terephthalate and (b) is an ethylene oxide adduct of a propylene oxide adduct of ethylene diamine.

Claim 22

incorporating with the polymer a polymeric composition comprising the reaction product of (a) an alkyl ester of a dicarboxylic acid and (b) an alkylene oxide adduct of a nitrogen-containing compound, having a molecular weight of at least 1,000, the ratio of (a) to (b) being from about 0.5:1.0 to 1.0:1.0.

Claim 23

incorporating with the polymer a polymeric composition comprising the reaction product of (a) an alkyl ester of a dicarboxylic acid and (b) an alkylene oxide adduct of a nitrogen-containing compound, having a molecular weight of at least 1,000, the ratio of (a) to (b) being from about 0.5:1.0 to 1.0:1.0.

Claim 24

The method of claim 18 wherein (a) is dimethyl terephthalate.

Claim 25

The method of claim 18 wherein the nitrogen-containing compound is a propylene oxide adduct of ethylene diamine.

Claim 26

The method of claim 18 wherein (a) is dimethyl terephthalate and (b) is an ethylene oxide adduct of a propylene oxide adduct of ethylene diamine.

Claim 27

An antistatic fiber forming polyamide composition containing between about 1% and about 10% by weight based on the weight of the polyamide, of the polymeric reaction product of (A) an organic amine compound derived from the adduct of an amine having at least one primary amine group with at least one alkylene oxide having 2 to 4 carbon atoms with (B) a chain extending member yielding the following individual radical ##STR2## wherein R' is a divalent radical, the ratio of the chain extending compound to the alkylene oxide-amine adduct being from about 0.5/1 to 1.0/1.0, said organic amine adduct having a molecular weight in excess of 1,000, prior to coupling.

Claim 28

An antistatic fiber forming polyamide composition containing between about 1% and about 10% by weight based on the weight of the polyamide, of the polymeric reaction product of (A) an organic amine compound derived from the adduct of an amine having at least one primary amine group with at least one alkylene oxide having 2 to 4 carbon atoms with (B) a chain extending member yielding the following individual radical ##STR2## wherein R' is a divalent radical, the ratio of the chain extending compound to the alkylene oxide-amine adduct being from about 0.5/1 to 1.0/1.0, said organic amine adduct having a molecular weight in excess of 1,000, prior to coupling.

Claim 29

An antistatic fiber forming polyamide composition containing between about 1% and 10% by weight based on the weight of the polyamide of the polymeric reaction product of (A) an organic compound derived from the adduct of an amine having at least one primary amine group with at least one alkylene oxide having two to four carbon atoms with (B) a chain extending member yielding the following individual radical ##STR3## wherein R' is a divalent radical, the ratio of the chain extending compound to the alkylene oxide-amine adduct being from 0.5/1.0 to 1.0/1.0, said organic compound having a molecular weight in excess of 1,000, prior to coupling.

Claim 30

An antistatic fiber forming polyamide composition containing between about 1% and 10% by weight based on the weight of the polyamide of the polymeric reaction product of (A) an organic compound derived from the adduct of an amine having at least one primary amine group with at least one alkylene oxide having two to four carbon atoms with (B) a chain extending member yielding the following individual radical ##STR3## wherein R' is a divalent radical, the ratio of the chain extending compound to the alkylene oxide-amine adduct being from 0.5/1.0 to 1.0/1.0, said organic compound having a molecular weight in excess of 1,000, prior to coupling.