# US 4,397,985 A · Polyester yarn finish composition

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- Number: US 4,397,985 A
- Document ID: US4397985A
- Status: Granted
- Kind: A
- Application number: 06/360,153
- Filed: 1982-03-22
- Granted: 1983-08-09
- Earliest claimed: 1980-04-04
- Assignees: Allied Corporation
- Inventors: Robert M. Marshall; Kimon C. Dardoufas; Stanley D. Lazarus
- Web page: https://patentgrep.com/patent/US4397985A

## CPC

- C08J 5/06: using pretreated fibrous materials
- C09D 4/00: Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16}
- D06M 13/513: with at least one carbon-silicon bond
- C08J 2321/00: Characterised by the use of unspecified rubbers
- Y10S 156/91: Bonding tire cord and elastomer: improved adhesive system
- Y10T 428/2962: Silane, silicone or siloxane in coating
- Y10T 428/2969: Polyamide, polyimide or polyester
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- D06M: TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

A fiber finish composition, a process for treating polyester yarn therewith and polyester yarn so treated are all disclosed. The fiber finish composition, which is preferably applied as an overfinish to the yarn subsequent to drawing of the yarn, comprises about 60 to 90 weight percent of water; about 0.3 to 10 weight percent of gamma-glycidoxypropyltrimethoxysilane; about 0.05 to 4.0 weight percent of a catalyst selected from the group consisting of urea and a solution of a cobalt, stannous, iron, nickel, zinc, manganese or chromium salt of 2-ethylhexoic acid or lauric acid in a carrier which is miscible in water; and about 6.5 to 38.6 weight percent of a compatible noncontinuous phase. The catalyst, alternatively, may form 0.00025 to 0.8 weight percent of the composition when selected from the group consisting of cobalt, manganese, iron, nickel, chromium, tin and molbydenum salts of a mono- or polyfunctional organic acid wherein each acid function moiety has 4 to 30 carbon atoms; the catalyst in this instance is added to the nonaqueous portion of the overfinish prior to formation of the oil in water emulsion. The yarn is preferably used in reinforcing rubber, for example in cords for the construction of pneumatic passenger tires or conveyor belts, and results in excellent adhesion of the cord to rubber.

## Claims

### Claim 1

In an aqueous overfinish composition comprising gamma-glycidoxypropyltrimethoxysilane for application to polyster yarn, the improvement which comprises an effective amount of a catalyst for the gamma-glycidoxypropyltrimethoxysilane selected from the group consisting of urea and a solution of a stannous, iron, nickel, zinc, manganese or chromium salt of 2-ethylhexoic acid or lauric acid in a carrier which is miscible in water.

### Claim 2 (depends on 1)

The composition of claim 1 wherein the catalyst is stannous octoate.

### Claim 3 (depends on 1)

The composition of claim 1 wherein the catalyst is urea.

### Claim 4 (depends on 1)

The composition of claim 1 wherein the carrier is ethanol.

### Claim 5 (depends on 1)

The composition of claim 1 wherein the carrier is isopropanol.

### Claim 6 (depends on 1)

The composition of claim 1 wherein the carrier is a solution of water, isopropanol and a salt of sulfonated dialkyl succinic ester.

### Claim 7 (depends on 1)

The composition of claim 1 wherein the catalyst is a solution of stannous octoate in ethanol.

### Claim 8 (depends on 1)

A polyester yarn having incorporated therewith the composition of claim 1.

### Claim 9

An overfinish composition for polyester yarn, said composition comprising:
a. about 60 to 90 weight percent of water;
b. about 0.3 to 1 weight percent of gamma-glycidoxypropyltrimethoxysilane;
c. about 0.05 to 4.0 weight percent of a catalyst selected from the group consisting of urea and a solution of a stannous, iron, nickel, zinc, manganese or chromium salt of 2-ethylhexoic acid or lauric acid in a carrier which is miscible in water; and
d. about 6.5 to 38.6 weight percent of a compatible noncontinuous phase.

### Claim 10 (depends on 9)

A polyester yarn having incorporated therewith the composition of claim 9.

### Claim 11 (depends on 9)

The composition of claim 9 wherein the catalyst is stannous octoate.

### Claim 12 (depends on 9)

The composition of claim 9 wherein the catalyst is urea.

### Claim 13 (depends on 9)

The composition of claim 9 wherein the carrier is ethanol.

### Claim 14 (depends on 9)

The composition of claim 9 wherein the carrier is isopropanol.

### Claim 15 (depends on 9)

The composition of claim 9 wherein the carrier is a solution of water, isopropanol and a salt of sulfonated dialkyl succinic ester.

### Claim 16 (depends on 9)

The composition of claim 9 wherein the catalyst is a solution of stannous octoate in ethanol.

### Claim 17 (depends on 9)

The composition of claim 9 wherein the salt forms from 0.5 to 20 weight percent of the solution.

### Claim 18 (depends on 9)

The composition of claim 9 wherein said compatible noncontinuous phase comprises about 50 to 70 weight percent of isohexadecyl stearate, about 3 to 9 weight percent of glycerol monooleate, about 2 to 8 weight percent of decaglycerol tetraoleate, about 5 to 12 weight percent of ethoxylated tall oil fatty acid, about 5 to 15 weight percent of sulfonated glycerol trioleate, and about 1 to 10 weight percent of ethoxylated alkyl amine.

### Claim 19

In a process for the production of polyester yarn involving spinning and drawing steps, the improvement which comprises: treating the yarn subsequent to the drawing step with an overfinish composition which comprises:
a. about 60 to 90 weight percent water;
b. about 0.3 to 10 weight percent of gamma-glycidoxypropyltrimethoxysilane;
c. about 0.05 to 4.0 weight percent of a catalyst selected from the group consisting of urea and a solution of a stannous, iron, nickel, zinc, manganese or chromium salt of 2-ethylhexoic acid or lauric acid in a carrier which is miscible in water; and
d. about 6.5 to 38.6 weight percent of a compatible noncontinuous phase.

### Claim 20 (depends on 19)

The process of claim 19 wherein the yarn is treated with a sufficient amount of said overfinish composition that about 0.4 to 0.6 weight percent based on the weight of the yarn, of overfinish oil, remains on the yarn after processing.

### Claim 21 (depends on 19)

The process of claim 19 wherein the improvement further comprises the step of treating the yarn during the spinning step with a spin finish composition selected from the group consisting of:
a. a composition comprising about 10 to 30 weight percent of isohexadecyl stearate; about 20 to 30 weight percent of refined coconut oil; about 2 to 20 weight percent of ethoxylated alkyl amine; about 5 to 25 weight percent of ethoxylated alkyl alcohol; about 5 to 20 weight percent of a salt of alkylarylsulfonate; about 1 to 8 weight percent of a solution of a salt of sulfonated dialkyl succinic ester, isopropanol and water; and about 10 to 60 weight percent of a low viscosity petroleum distillate.
b. a composition comprising about 20 to 60 weight percent of isohexadecyl stearate; about 2 to 10 weight percent of ethoxylated alkyl amine; about 5 to 25 weight percent of ethoxylated alkyl alcohol; about 5 to 20 weight percent of a salt of alkylarylsulfonate; about 1 to 8 weight percent of a solution of a salt of sulfonated dialkyl succinic ester, isopropanol and water; and about 10 to 60 weight percent of a low viscosity petroleum distillate;
c. a composition comprising about 20 to 60 weight percent of refined coconut oil; about 2 to 10 weight percent of ethoxylated alkyl amine; about 5 to 25 weight percent of ethoxylated alkyl alcohol; about 5 to 20 weight percent of a salt of alkylarylsulfonate; about 1 to 8 weight percent of a solution of a salt of sulfonated dialkyl succinic ester, isopropanol and water; and about 10 to 60 weight percent of a low viscosity petroleum distillate; and
d. a composition comprising about 20 to 60 weight percent of a blended C.sub.8 -C.sub.10 fatty acid ester of pentaerythritol; about 5 to 25 weight percent of ethoxylated alkyl alcohol; about 5 to 20 weight percent of a salt of alkylarylsulfonate; about 2 to 10 weight percent of ethoxylated alkylamine; about 1 to 8 weight percent of a solution of a salt of sulfonated dialkyl succinic ester in a solvent; and about 10 to 60 weight percent of a low vicosity petroleum distillate.

### Claim 22 (depends on 21)

The process of claim 21 wherein the spin finish composition comprises about 20 to 60 weight percent of a blended C.sub.8 -C.sub.10 fatty acid ester of pentaerythritol; about 5 to 25 weight percent of ethoxylated alkyl alcohol; about 5 to 20 weight percent of a salt of alkylarylsulfonate; about 2 to 10 weight percent of ethoxylated alkylamine; about 1 to 8 weight percent of a solution of a salt of sulfonated dialkyl succinic ester in a solvent; and about 10 to 60 weight percent of a low viscosity petroleum distillate.

### Claim 23 (depends on 21)

The process of claim 21 wherein the yarn is treated with a sufficient amount of said spin finish composition that about 0.05 to 0.4 weight percent based on the weight of the yarn, of spin finish oil, remains on the yarn after processing.

### Claim 24 (depends on 19)

The process of claim 19 wherein the catalyst is stannous octoate.

### Claim 25 (depends on 19)

The process of claim 19 wherein the catalyst is urea.

### Claim 26 (depends on 19)

The process of claim 19 wherein the carrier is ethanol.

### Claim 27 (depends on 19)

The process of claim 19 wherein the carrier is isopropanol.

### Claim 28 (depends on 19)

The process of claim 19 wherein the carrier is a solution of water, isopropanol and a salt of sulfonated dialkyl succinic ester.

### Claim 29 (depends on 19)

The process of claim 19 wherein the catalyst is a solution of stannous octoate in ethanol.

### Claim 30 (depends on 19)

The process of claim 19 wherein the salt forms from 0.5 to 20 weight percent of the solution.

### Claim 31 (depends on 19)

The process of claim 19 wherein said compatible noncontinuous phase comprises abut 50 to 70 weight percent of isohexadecyl stearate, about 3 to 9 weight percent of glycerol monoolete, about 2 to 8 weight percent of decaglycerol tetraoleate, about 5 to 12 weight percent of ethoxylated tall oil fatty acid, about 5 to 15 weight percent of sulfonated glycerol trioleate, and about 1 to 10 weight percent of ethoxylated alkyl amine.

### Claim 32

In an aqueous overfinish composition comprising a silane having the structural formula ##STR3## wherein n=2 to 5, for application to polyester yarn, the improvement which comprises an effective amount of a catalyst in the nonaqueous portion of the composition for the silane selected from the group consisting of manganese, iron, nickel, chromium, tin and molybdenum salts of a mono- or polyfunctional organic acid wherein each acid function moiety has 4 to 30 carbon atoms; cobalt naphthenate; and cobalt neodecanoate.

### Claim 33 (depends on 32)

The composition of claim 32 wherein the catalyst is cobalt naphthenate.

### Claim 34 (depends on 32)

The composition of claim 32 wherein the catalyst is manganese naphthenate.

### Claim 35 (depends on 32)

A polyester yarn having incorporated therewith the composition of claim 32.

### Claim 36 (depends on 32)

The composition of claim 32 wherein the silane is gamma-glycidoxypropyltrimethoxysilane.

### Claim 37 (depends on 32)

The composition of claim 32 wherein the catalyst is in a solution of a heavy mineral oil carrier.

### Claim 38 (depends on 37)

The composition of claim 37 wherein the catalyst is cobalt neodecanoate in heavy mineral oil.

### Claim 39

An overfinish composition for polyester yarn, said composition comprising:
a. about 60 to 90 weight percent of water; and
b. the balance a nonaqueous portion comprising:
1. about 0.3 to 10 weight percent of the composition of a silane having the structural formula ##STR4##
wherein n=2 to 5; 2. about 0.00025 to 0.8 weight percent of the composition of a catalyst for the silane selected from the group consisting of manganese, iron, nickel, chromium, tin and molybdenum salts of a mono- or polyfunctional organic acid wherein each acid function moiety has 4 to 30 carbon atoms; cobalt naphthenate; and cobalt neodecanoate; and
3. about 6.5 to 38.6 weight percent of the composition of a compatible noncontinuous phase.

### Claim 40 (depends on 39)

The composition of claim 39 wherein the catalyst is cobalt naphthenate.

### Claim 41 (depends on 39)

The composition of claim 39 wherein the catalyst is manganese naphthenate.

### Claim 42 (depends on 39)

A polyester yarn having incorporated therewith the composition of claim 39.

### Claim 43 (depends on 39)

The composition of claim 39 wherein the silane is gamma-glycidoxypropyltrimethoxysilane.

### Claim 44 (depends on 39)

The composition of claim 39 wherein the catalyst is in a solution of a heavy mineral oil carrier.

### Claim 45 (depends on 44)

The composition of claim 44 wherein the catalyst is cobalt neodecanoate in heavy mineral oil.

### Claim 46

In a process for the production of polyester yarn involving spinning and drawing steps, the improvement which comprises: treating the yarn subsequent to the drawing step with an overfinish composition which comprises:
a. about 60 to 90 weight percent water; and
b. the balance a nonaqueous portion comprising:
1. about 0.3 to 10 weight percent of the composition of a silane having the structural formula ##STR5##
wherein n=2 to 5; 2. about 0.00025 to 0.8 weight percent of the composition of a catalyst for the silane selected from the group consisting of manganese, iron, nickel, chromium, tin and molybdenum salts of a mono- or polyfunctional organic acid wherein each acid function moiety has 4 to 30 carbon atoms; cobalt naphthenate; and cobalt neodecanoate; and
3. about 6.5 to 38.6 weight percent of the composition of a compatible noncontinuous phase.

### Claim 47 (depends on 46)

The process of claim 46 wherein the catalyst is cobalt naphthenate.

### Claim 48 (depends on 46)

The process of claim 46 wherein the catalyst is manganese naphthenate.

### Claim 49 (depends on 46)

The process of claim 46 wherein the silane is gamma-glycidoxypropyltrimethoxysilane.

### Claim 50 (depends on 46)

The process of claim 46 wherein the catalyst is in a solution of a heavy mineral oil carrier.

### Claim 51 (depends on 50)

The process of claim 50 wherein the catalyst is cobalt neodecanoate in heavy mineral oil.

### Claim 52 (depends on 46)

The process of claim 46 comprising the additional steps of forming the yarn into cord, treating the cord with a composition comprising resorcinol-formaldehydelatex and curing the yarn.

### Claim 53 (depends on 52)

The process of claim 52 wherein the yarn is a regular carboxyl yarn and wherein the yarn is cured at a temperature of less than 241.degree. C. (465.degree. F.).

### Claim 54 (depends on 53)

The process of claim 53 wherein the curing temperature is at least 149.degree. C. (300.degree. F.).