US3922461A - Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes - Google Patents

Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes Download PDF

Info

Publication number
US3922461A
US3922461A US53024174A US3922461A US 3922461 A US3922461 A US 3922461A US 53024174 A US53024174 A US 53024174A US 3922461 A US3922461 A US 3922461A
Authority
US
Grant status
Grant
Patent type
Prior art keywords
percent
weight
size
acid
polyester
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
Inventor
Albert E Corey
Donald D Donermeyer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Monsanto Co
Original Assignee
Monsanto Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Grant date

Links

Images

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS, OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS, OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D06M15/267Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of unsaturated carboxylic esters having amino or quaternary ammonium groups
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2402Coating or impregnation specified as a size

Abstract

Disclosed herein are acid-modified poly(vinyl-acetate-vinyl propionate) textile sizes and textiles sized therewith.

Description

United States Patent [191 Corey et a1.

[ 1 Nov. 25, 1975 ACID-MODIFIED POLY(VINYL ACETATE-VINYL PROPIONATE) TEXTILE SIZES Inventors: Albert E. Corey, East Longmeadow; Donald D. Donermeyer, Springfield,

both of Mass.

Assignee: Monsanto Company, St. Louis, Mo.

Filed: Dec. 6, 1974 Appl. No.: 530,241

Related US. Application Data Division of Ser. No. 363,903, May 25, 1973, Pat. No. 3,860,553, which is a division of Ser. No. 186,441, Oct. 4, 1971, Pat. No. 3,759,858.

US. Cl. 428/265 Int. Cl. D06B 9/00; D06C 29/00 Field of Search 260/296 TA, 78.5 BA,

Primary ExaminerLueille M. Phynes Attorney, Agent, or Firm-R. B. Blance; E. P. Grattan; .l. C. Logomasini 57 ABSTRACT Disclosed herein are acid-modified p0ly(vinyl-acetatevinyl propionate) textile sizes and textiles sized therewith.

6 Claims, No Drawings ACID-MODIFIED POLY(VINYL ACETATE-VINYL PROPIONATE) TEXTILE SIZES CROSS-REFEREN CE TO RELATED APPLICATIONS This application is a division of application Ser. No. 363,903, filed May 25, 1973 now US. Pat. No. 3,860,553 granted Jan. 14, 1975 which in turn is a division of application Ser. No. 186,441, filed Oct. 4, 1971 and now U.S. Pat. No. 3,759,858, granted Sept. 18, 1973.

FIELD OF INVENTION The present invention relates to textile sizes. More particularly it relates to acid-modified poly(vinyl acetate-vinyl propionate) textile sizes and to textiles, especially polyester textiles sized with these materials.

PRIOR ART In conventional loom operations yarn is sized with an aqueous solution of a water soluble material such as a copolymer of vinyl acetate and a carboxylic acid, woven into cloth on a conventional loom with a mechanical shuttle and then the size is removed in a water bath. While these sizes have been adequate for natural textile fibers and for many of the synthetic textile fibers, they exhibit poor adhesion to synthetic fibers, particularly to polyester fibers which are enjoying increasing use in broadwoven textiles. Interpolymers of vinyl acetate and maleates have better adhesion to polyester but insufficient to prevent shedding from the yarn, leaving it unprotected from the destructive forces of the loom. Acrylate sizes have good adhesion to polyester but lack the strength to hold the monofilaments together sufficiently to withstand the disruptive forces of the loom. This weakness may be overcome in an unsatisfactory fashion by heavier coatings of size but costs rise because of heavier consumption of size and more importantly, because of frequent interruptions to repair breaks of the warp caused by deposition and accumulation of size on the heddles and reeds of the loom. Other sizes such as poly(vinyl alcohols), styrene maleic anhydride copolymers, poly(acrylic acids) and gelatin are extremely poor in adhesion to polyester.

Thus, there exists in the art a need for a textile size with adequate adhesion to synthetic yarns and in particular to polyester yarn, and with improved physical properties such as tensile strength, elongation and toughness, and solubility in aqueous and organic media.

SUMMARY OF THE INVENTION The above-mentioned need in the prior art is fulfilled by the present invention which provides acid modified poly(vinyl acetate-vinyl propionate) textile sizes which, applied to the yarn as the salt of a monovalent cation, are suitable for use on conventional looms.

The textile sizes of the present invention have excellent solubility characteristics, film properties and adhesion to filament acetate, filament rayon and filament nylon and especially to filament and texturized polyester. Moreover, these sizes are easily removed from sized yarns or the resulting fabric using organic solvents, water or aqueous solutions of inorganic or organic monovalent bases.

It is, accordingly, one object of this invention to provide novel interpolymer latices which are especially useful in the sizing of textile warp yarns.

It is a further object of this invention to provide improved compositions for sizing textile yarns, especially polyester warp yarns.

It is a further object of this invention to provide sized textile warp yarns which are covered with a tough, adherent, and flexible sizing agent which protects the yarns from mechanical damage during weaving and is left on the woven textile as a loom finish.

It is a further object of this invention to provide sized textile warp yarns which are covered with a tough adherent and flexible sizing agent which protects the 5 yarns from mechanical damage during weaving and is readily removed from the yarns by a simple scouring in water.

It is a further object of this invention to provide sized textile warp yarns which are covered with a tough adherent and flexible sizing agent which protects the yarns from mechanical damage during weaving and is readily removed from the yarns by extraction with organic solvent.

PREFERRED EMBODIMENTS The sizes of the present invention are prepared from latices obtained by interpolymerizing vinyl acetate, vinyl propionate and a variety of unsaturated organic carboxylic compounds containing from 3 to 9 carbon atoms and having at least one carboxyl group.

Examples of such carboxylic acids include the unsaturated organic monocarboxylic acids, as for example acrylic acid, methacrylic acid, crotonic acid and isocrotonic acid. Further examples of unsaturated carboxylic acids include partial esters of unsaturated polybasic carboxylic acids, for example, the half esters of maleic acid, fumaric acid, citraconic acid and itaconic acid in which the alkyl group contains from 1 to 4 carbon atoms, such as methyl, ethyl, propyl and butyl maleates. Mixtures of these acids may be used in the preparation of the interpolymer latices.

In the preparation of an interpolymer latex, the polymerization charge comprises from 50 to 92 percent by weight of vinyl acetate, from 5 to percent by weight of vinyl propionate and from 3 to 10 percent by weight of ethylenically unsaturated carboxylic acid, based on the total weight of the monomers. More preferably, the polymerization charge comprises from 69 to 86 percent of vinyl acetate, from 10 to 25 percent of vinyl propionate and from 4 to 6 percent of ethylenically unsaturated carboxylic acid. The upper limit of acid is set by latex stability; the lower limit by polymer solubility in aqueous base.

The monomers are polymerized using latex polymerization methods at a temperature in the range of from 40 to 60C and preferably at a temperature in the range of from 40 to C. At temperatures below about 40C. the polymerization rate is too slow and the reaction mass tends to coagulate. At polymerization temperatures above C. the product is of low molecular weight and lacks the tensile strength and elongation required in sizes.

The interpolymerization is carried out using a surfactant which comprises a phosphate ester of an alkyl phenol-ethylene oxide condensate wherein the alkyl group contains from 7 to 11 carbon atoms. Especially preferred are the phosphate esters of tertiary octyl phenolethylene oxide condensates (hereinafter referred to as PEOPEO) and the phosphate esters of nonyl phenolethylene oxide condensates (PENPEO). These preferred surfactants are available commercially as Triton XQS surfactants (Rohm & Haas Company) and GAFAC surfactants (General Aniline & Film Company), respectively. The amount of the phosphate ester of an alkyl phenol-ethylene oxide condensate used will be in the range of from 1.0 to 4.0 percent by weight based on the total weight of the latex.

Preferably, the interpolymerization of the monomers is carried out using an anionic co-surfactant in combination with the phosphate esters of an alkyl phenolethylene oxide condensate. The use of the co-surfactants reduces the amount of coagulum in the resulting latex and provides a better product. The preferred cosurfactants used in the present invention include alkyl sulfonates such as sodium dodecyl benzene sulfonate; fatty alcohol sulfates such as sodium lauryl sulfate; dialkyl sulfosuccinates such as sodium dihexyl sulfosuccinate; etc. The amount of co-surfactant used is in the range of 0.1 to 0.4 percent by weight and more preferably 0.20 to 0.30 percent by weight based on the total weight of the latex.

The polymerization processes are initiated by a two component redox free radical initiator system. Suitable oxidizing components for the system are the inorganic peracid salts such as ammonium, potassium and sodium persulfates, perborates, and hydrogen peroxide. Preferred, however, are the oil soluble organic hydroperoxides such as t-butyl hydroperoxide, cumene hydroperoxide, p-methane hydroperoxide, etc. and esters of the t-butyl perbenzoate type. The useful reducing components include compounds like the sulfites, bisulfites, hydrosulfites and thiosulfites; ethyl and other alkyl sulfites; the sulfoxylates, such as sodium formaldehyde sulfoxylate; and the like. Especially preferred are initiator systems based on t-butyl hydroperoxide and sodium formaldehyde sulfoxylate; and redox combinations such as mixtures of hydrogen peroxide and an iron salt, hydrogen peroxide and zinc formaldehyde sulfoxylate or other similar reducing agent; hydrogen peroxide and a titanous salt; potassium persulfate and sodium bisulfite and a bromate mixed with a bisulfite.

The use of equimolar amounts of initiator system components is generally preferred although the amount of each component as well as the total amount of catalyst used depends on the type of component used as well as on other polymerization conditions and may range between 0.02 and 0.2 percent by weight of the total polymerization system, the preferred range being 0.03 to 0.10 percent for the oxidizing component and 0.04 to 0.1 for the reducing component.

The solids contents of the latices can be varied over a wide range. The preferred latices having a solids content in the range of from to 65 percent by weight and more preferably from 35 to 55 percent by weight, based on the total weight of the latex.

During the polymerization reaction a conventional base such as ammonium hydroxide or sodium hydroxide is used to buffer the latex to a pH in the range of4.0 to 6.0.

The textile size solution may be prepared from the latex in several ways. In one method, an aqueous solution of base is mixed with the latex to dissolve the interpolymer by formation of the water soluble interpolymer carboxylate. Suitable bases include the hydroxides, carbonates and bicarbonates of alkali metals and alkaline earth metals such as sodium hydroxide, sodium carbonate and sodium bicarbonate; ammonia, organic bases such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, morpholine, etc. The preferred base in the preparation of a loom finish size is ammonim hydroxide since it contributes to good adhesion and resistance to water, water spotting and dry cleaning. The preferred base in the preparation of removable warp yarn size is sodium carbonate since it contributes to rapid solution of the interpolymer, good adhesion of the interpolymer size especially to polyester yarn and rapid removability of the size. A particular advantage of an interpolymer latex is that the fine size of the interpolymer particles allows rapid solubility of the interpolymer in aqueous base to form the size solution.

Another method for preparation of the textile size solution comprises the recovery of the interpolymer from the latex by conventional means and solution of the interpolymer in an organic solvent. The size is then applied to the textile yarn as an organic solution and may be removed from the woven goods with aqueous base or organic solvent.

Preferred organic solvents for preparation of size solutions and removal of size are alcohols, ketones, esters and aromatic solvents. Especially preferred are chlorinated aliphatic hydrocarbons such as methylene chloride, methylene bromide, chloroform, bromoform, ethylene dichloride, ethylene dibromide, ethylidene chloride, ethylidene bromide, s-tetrachloroethane, hexachloroethane, s-dichloroethylene, 1,1,l-trichloroethane, 1,1,2-trichloroethane, trichloroethylene, trimethylene bromide, trichlorobromoethane, trichloromethane, 1,2,3-trichloropropane, 1,1 ,2-trichloropropane, trifluorol l ,2-tribromoethane, trifluoro-l,1,2- trichloroethane, 2,2-dichloro-l-bromoethane, 1,3- dichloro-Z-methylpropane, l,2-dichloro-2- methyl-propane, 1,1-diiodoethane and the like. Chlorinated aliphatic liquid hydrocarbons are preferred in the practice of this invention because of their generally lower cost, greater availability, non-flammability, low toxicity and ease of recovery.

The following examples are set forth in illustration of the present invention and should not be construed as a limitation thereof. Unless otherwise indicated, all parts and percentages given are by weight.

PART A PREPARATION OF LATlCES EXAMPLE I A latex is prepared in conventional latex polymerization equipment. The following charge is used:

Water and sodium hydroxide are charged to a glass lined reaction vessel. The solution is purged for 15 minutes to remove oxygen. The PEOPEO surfactant, sodium dihexyl sulfosuccinate and sodium formaldehyde sulfoxylate are added. Tertiary-butyl hydroperoxide solution is dissolved in the monomer mixture and 8 per- EXAMPLES 2 to 5 The following Examples 2 to 5 are set forth to illustrate variations in the latex polymerization of the present invention. In each case the general procedures of Example 1 are followed except for the noted changes. Polymerization temperatures are maintained in the range from 41 to 45C. The resulting latices have solids contents of 35 percent by weight and Brookfield viscosities in the range from to 50 cps at 25C. The examples are tabulated in Table I.

TABLE I 6 terpolymers are presented in Table II. In every case a satisfactory latex and textile size is obtained.

TABLE II SUMMARY OF EXAMPLES 6 to 10 Total Monomer 40 45 40 40 40 Vinyl acetate 72 68 70 7O 70 Vinyl propionate 25 25 25 25 Acrylic acid 3 7 Crotonic acid Monomethyl maleate Monomethyl furmarate EXAMPLES 11 to 14 The following Examples 1 1 to 14 are set forth as control examples to illustrate the effect of polymerization temperature on the physical properties of the resulting latex. In each example the general procedure of Example l is repeated while the polymerization temperature SUMMARY OF EXAMPLES 1 to 5 EXAMPLE 1 2 3 4 5 CHARGE A:

Water 62.03 62.03 62.03 62.03 62.03 PEOPEO 2.25 2.25 2.25 2.25 2.25 Sodium Dihexyl Sulfosuccinate 0.25 0.25 0.25 0.25 0.25 NaOH 0.18 0.18 0.18 0.18 018 Charge B:

Total Monomer 35 35 35 35 Vinyl acetate 70 95 80 75 65 Vinyl propionate 25 O 15 20 30 Acrylic Acid 5 5 5 5 5 Polymer Properties: Specific viscosity,

1 g./l00 ml DMSO 2.44 2.70 1.67 2.46 1.30 Tensile strength,

psi 65% RH 1350 1760 1530 1340 720 Elongation, 65% RH 370 560 430 370 860 Polyester Adhesion, lbs. 57 27 37 48 40 In the foregoing Table I, specific viscosity measurements are determined on solutions of interpolymer in dimethyl sulfoxide (l g. per 100 ml.)

Tensile strength and elongation are measured according to ASTM Method D-882-67 on interpolymer neutralized with sodium carbonate, after conditioning at 65 percent relative humidity.

Adhesion values are the loads in pounds required to break V2 X A inch polyester lap joints adhered with 0.15 mil film of interpolymer. Experience has shown that an adhesion value of at least 30 pounds is required for satisfactory size performance with filament polyester on a commercial machine.

The vinyl propionate level is varied between 0 and 30 percent. Interpolation of the data in Table I indicates that adhesion values would be unsatisfactory with interpolymers containing less than 10 percent vinyl propionate. On the other hand, high concentrations of vinyl propionate in the interpolymer contribute to coagulation of the latex and to low molecular weight, low cohesive strength and tackiness of the polymeric size.

EXAMPLES 6 to 10 The following examples are set forth to illustrate the use of various acids in the preparation of the interpolymer latices. The latices are prepared by the procedure described in Example 1. Composition data for the inis varied. The specific viscosity of the resulting polymer is then measured. The results are tabulated in Table III below.

The data in the foregoing Table III indicate that, within the framework of the present invention polymerization temperatures below 40C. lead to coagulation while increasing temperatures above 45C. lead to polymers with decreasing specific viscosities.

PART B TESTING OF THE LATICES AS TEXTILE SIZES The latices prepared in Examples 1 to 5 are tested in order to determine their suitability as yarn sizes in conventional weaving processes. The sizes are prepared by dissolving the latex in a basic solution such as aqueous sodium carbonate, aqueous sodium hydroxide or aqueous ammonia.

The key properties considered in these are listed below.

Solubility all of the latices in question are soluble in aqueous bases such as aqueous sodium carbonate to provide sizing solutions.

Sizing Solutions prepared from the latices of Examples 1 to have Brookfield viscosities in the range of from 1 to 500 centipoises at 1 to 25 percent solids a1- lowing ease of application to the yarn.

Adhesion the latices of Examples 1 and 3 to 5 have been tested and are found to have good adhesion to the following yarns filaments, polyester, acetate rayon and nylon; texturized polyester; spun polyester, rayon, acetate and nylon.

Solubility in mild alkali dried films of the latices in question are readily soluble in trisodium phosphate surfactant solutions which indicate that the size is easily removed from the woven fabric.

Solubility in organic solvent size solutions of interpolymer latex in aqueous ammonia are applied to yarn and dried. The dried films are readily soluble in chlorinated hydrocarbons.

Size efficiency is a measure of the amount of size add-on required in a given operation. The add-on is the amount of size that must be applied to the yarn in order to permit it to be woven on a loom. In general, the less size add-on required, the more efficient the size. Sizes prepared from the latices of the present invention have high efficiency as is indicated by the following Examples l5 and 16.

Polyester yarn filament polyester yarn is understood to mean rigid uncrimped yarn. Texturized polyester yarn is understood to mean drawn and crimped yarn.

EXAMPLE l5 FILAMENT POLYESTER SIZE A 12 percent size solution is prepared by dissolving 2.9 pounds of sodium carbonate in 30 gallons of water, heating to 120F., adding 1 pounds of a latex similar to Example 1 containing 36 weight percent of an interpolymer of vinyl acetate (70 parts), vinyl propionate (25 parts) and acrylic acid (5 parts). The solution is made up to 50 gallons with water. The resin dissolves rapidly at 130140F. The viscosity of the solution is 45 cps at 25C.

This sizing solution is applied at 130F. to a denier, 34 filament 5 turn per inch dull Type 57 Dacron filament polyester on a commercial seven can slasher, using a wet split section at 40 ypm, for a size add-on of 4.0 percent. Drying can temperatures are 300/220/220/220/220/190/200F. The split is very easy.

The sized warp yarn is entered into a conventional Draper loom, weaving at 172 picks per minute. First quality fabric is Woven at high efficiency. The fabric is desized in a conventional process by scouring in an aqueous solution of trisodium phosphate and wetting agent.

EXAMPLE 16 TEXTURIZED POLYESTER SIZE A 6 percent size solution is prepared by dissolving 1.8 pounds of sodium carbonate in 30 gallons of water, heating to F., adding 70 pounds of a latex similar to Example 1, containing 36 weight percent of an interpolymer of vinyl acetate (70 parts), vinyl propionate (25 parts) and acrylic acid (5 parts). The resin dissolves rapidly at F. The solution is brought to a final volume of 50 gallons. The viscosity of the solution is 7.5 cps. at 25C.

This size solution is applied at 120F. to a denier 34 filament 1 turn texturized Dacron polyester on a commercial seven can slasher at 20 ypm. A wet split was employed, and the warp split easily, with no ends out. There was no can sticking or skinning. A size addon of 3.0 percent was obtained.

The sized warp yarn was woven on a conventional loom. A high weaving efficiency was obtained and the woven goods were of first quality. The fabric was desized in a conventional process by scouring in a bath containing an aqueous solution of tri-soidum phosphate and non-ionic wetting agent.

Sizes which are obtained from polymers prepared by the process of the present invention are compared to commercially available textile sizes. The sizes in the form of the sodium salt are cast as films, dried and tested at 65 percent relative humidity for tensile strength, elongation and toughness. The toughness value is the product of tensile strength and elongation.

Polyester lap joints, X )4 inch containing 0.15 mil thickness of interpolymer are tested for adhesion. The results of the comparison are set forth below.

TABLE IV COMPARISON OF SIZE PROPERTIES SPECIFIC TENSILE VISCOSITY STRENGTH ELONGATIONTOUGHNESS ADHESION SIZE COMPOSITION 1 g./100 ml. (psi) (XIO) (lbs.)

A VA/VP/AA 80/15/5 1.67 1530 430 66 37 B VA/VP/AA 70/25/5 2.44 1350 370 50 57 C VA/DBM/AA 91.65/5/3.55 1.79 1580 300 47 12 D VA/CA 96/4 0.7 2000 200 40 20-25 E VA/MMM 93/7 1.4 2250 36 14 F VA/MIBM 79/21 1.9 1400 400 56 16 G VA/MA 47/53 500 500 25 10-15 H Gelatin size 5300 50 26 v. poor I S/MA 50/50 1800 30 35 0-5 J PVOH (partially TABLE lV-continued COMPARISON OF SIZE PROPERTIES SPECIFIC TENSILE VISCOSITY SlZE ,COMPOSlTlON l g./l ml. (psi) STRENGTH ELONGATIONTOUGHNESS ADHESlON (X (lbs) (1 hydrolyzed) EXAMPLE 17 A latex composition is prepared as in Example 1. The resulting latex is dissolved in aqueous ammonia to give a 5.0 percent solution of interpolymer having a pH of 9.0. The sizing solution is applied to 150 denier, 41 monofilament, low twist bright acetate yarn. The sized warp yarn is woven on a conventional loom. The size adheres well to the woven fabric and shows excellent resistance to water, water spotting and dry cleaning.

EXAMPLE 18 A latex composition is prepared as in Example 1 and coagulated by addition of acetone. The'interpolymer is recovered and dried. it is then dissolved in trichloroethylene to give a 5.0 percent solution. The solution is used to size filament nylon yarn.

EXAMPLE 19 A latex composition is prepared as in Example 1. The resulting latex is dissolved in aqueous ammonia to give a 5.0 percent solution of interpolymer having a pH of 9.0. The solution is used to size filament polyester yarn. The sized warp yarn is woven on a conventional loom. Size is removed from the woven goods by extraction with 1,1,l-trichloroethylene.

The sizes of the present invention may be formulated with lubricants, defoamers, humectants, plasticizers, softening agents and other adjuncts without departing from the scope of the invention.

From the foregoing, it should be obvious that many variations are possible in the present invention without departing from the spirit and scope thereof.

What is claimed is:

l. Sized textile materials wherein the size is the interpolymerization product of from 50 to 92 percent by weight of vinyl acetate, from 5 to 40 percent by weight of vinyl propionate and from 3 to 10 percent by weight of an ethylenically unsaturated carboxylic acid containing from 3 to 9 carbon atoms; wherein the percent by weight is based on the total weight of monomers.

2. Sized textile materials as in claim 1 wherein the size is a latex interpolymerization product of from 68 to 86 percent by weight of vinyl acetate, from 10 to 25 percent by weight of vinyl propionate and from 4 to 7 percent by weight of an ethylenically unsaturated carboxylic acid; wherein the percent by weight is based on the total weight of the monomers.

3. Sized textile materials as in claim 1 wherein the ethylenically unsaturated carboxylic acid is selected from the group consisting of acrylic acid, crotonic acid, isocrotonic acid, monomethyl maleate and monomethyl fumarate.

4. Sized textile materials as in claim 1 wherein the textile yarn is selected from the group consisting of filament acetate, filament rayon, filament nylon, filament polyester and texturized polyester.

5. Sized textile materials as in claim 1 wherein the textile yarn is filament polyester.

6. Sized textile materials as in claim 1 wherein the textile yarn is texturized polyester. l

Claims (6)

1. SIZED TEXTILE MATERIALS WHEREIN THE SIZE IS THE INTERPOLYMERIZATION PRODUCT OF FROM 50 TO 92 PERCENT BY WEIGHT OF VINYL ACETATE, FROM 5 TO 40 PERCENT BY WEIGHT OF VINYL PROPIONATE AND FROM 3 TO 10 PERCENT BY WEIGHT OF AN ETHYLENICALLY UNSATURATED CARBOXYLIC ACID CONTAINING FROM 3 TO 9 CARBON ATOMS; WHEREIN THE PERCENT BY WEIGHT IS BASED ON THE TOTAL WEIGHT OF MONOMERS.
2. Sized textile materials as in claim 1 wherein the size is a latex interpolymerization product of from 68 to 86 percent by weight of vinyl acetate, from 10 to 25 percent by weight of vinyl propionate and from 4 to 7 percent by weight of an ethylenically unsaturated carboxylic acid; wherein the percent by weight is based on the total weight of the monomers.
3. Sized textile materials as in claim 1 wherein the ethylenically unsaturated carboxylic acid is selected from the group consisting of acrylic acid, crotonic acid, isocrotonic acid, monomethyl maleate and monomethyl fumarate.
4. Sized textile materials as in claim 1 wherein the textile yarn is selected from the group consisting of filament acetate, filament rayon, filament nylon, filament polyester and texturized polyester.
5. Sized textile materials as in claim 1 wherein the textile yarn is filament polyester.
6. Sized textile materials as in claim 1 wherein the textile yarn is texturized polyester.
US3922461A 1971-10-04 1974-12-06 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes Expired - Lifetime US3922461A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US18644171 true 1971-10-04 1971-10-04
US3860553A US3860553A (en) 1971-10-04 1973-05-25 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes
US3922461A US3922461A (en) 1971-10-04 1974-12-06 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US3759858A US3759858A (en) 1971-10-04 1971-10-04 Acid modified poly vinyl acetate vinyl propionate textile
CA 153163 CA977086A (en) 1971-10-04 1972-10-03 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes
FR7235030A FR2155995B1 (en) 1971-10-04 1972-10-03
GB4548072A GB1378719A (en) 1971-10-04 1972-10-03 Textile sizes and sized textile materials
DE19722248504 DE2248504A1 (en) 1971-10-04 1972-10-03 -schlichten acid modified poly (vinylacetatvinylpropionat)
US3860553A US3860553A (en) 1971-10-04 1973-05-25 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes
US3922461A US3922461A (en) 1971-10-04 1974-12-06 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes

Publications (1)

Publication Number Publication Date
US3922461A true US3922461A (en) 1975-11-25

Family

ID=27392104

Family Applications (3)

Application Number Title Priority Date Filing Date
US3759858A Expired - Lifetime US3759858A (en) 1971-10-04 1971-10-04 Acid modified poly vinyl acetate vinyl propionate textile
US3860553A Expired - Lifetime US3860553A (en) 1971-10-04 1973-05-25 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes
US3922461A Expired - Lifetime US3922461A (en) 1971-10-04 1974-12-06 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes

Family Applications Before (2)

Application Number Title Priority Date Filing Date
US3759858A Expired - Lifetime US3759858A (en) 1971-10-04 1971-10-04 Acid modified poly vinyl acetate vinyl propionate textile
US3860553A Expired - Lifetime US3860553A (en) 1971-10-04 1973-05-25 Acid-modified poly(vinyl acetate-vinyl propionate) textile sizes

Country Status (5)

Country Link
US (3) US3759858A (en)
CA (1) CA977086A (en)
DE (1) DE2248504A1 (en)
FR (1) FR2155995B1 (en)
GB (1) GB1378719A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4095947A (en) * 1975-10-01 1978-06-20 Basf Aktiengesellschaft Recovery of sizes

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4129711A (en) * 1965-03-03 1978-12-12 L'oreal Polymers comprising vinyl esters-crotonic acid
US3919449A (en) * 1973-10-15 1975-11-11 Monsanto Co Acid-modified poly(vinyl acetate) textile sizes
US4258104A (en) * 1979-04-27 1981-03-24 The Dow Chemical Company Aqueous polymeric dispersions, paper coating compositions and coated paper articles made therewith
US4480080A (en) * 1983-01-31 1984-10-30 Eastman Kodak Company Vinyl-ester polymeric timing layer for color transfer assemblages
US5082896A (en) * 1989-01-17 1992-01-21 Milliken Research Corporation Polymeric materials useful for sizing synthetic yarns to be used in water jet weaving

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3529995A (en) * 1964-12-01 1970-09-22 Minnesota Mining & Mfg Fluorine-containing copolymer treated fabrics
US3598641A (en) * 1968-11-29 1971-08-10 Klopman Mills Inc Process for improving the oil release and anti-static properties of a textile and the resulting product
US3694257A (en) * 1970-07-20 1972-09-26 Emery Industries Inc Polyester compositions and their use as textile assistants

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2855387A (en) * 1954-12-20 1958-10-07 Monsanto Chemicals Terpolymer of maleic anhydride, vinyl acetate and alkyl acrylate
US3003987A (en) * 1957-11-14 1961-10-10 Alco Oil & Chemical Corp Copolymer of acrylic acid ester, method of making, and use of said polymer to coat textile fabrics
US3455887A (en) * 1966-06-21 1969-07-15 Celanese Corp Copolymers of vinyl esters of lower alkanoic acid,vinyl esters of tertiary alkanoic and lower alkyl methacrylates
US3723381A (en) * 1970-12-16 1973-03-27 Monsanto Co Poly(vinyl acetate-dialkyl maleate acrylic acid) textile sizes

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3529995A (en) * 1964-12-01 1970-09-22 Minnesota Mining & Mfg Fluorine-containing copolymer treated fabrics
US3598641A (en) * 1968-11-29 1971-08-10 Klopman Mills Inc Process for improving the oil release and anti-static properties of a textile and the resulting product
US3694257A (en) * 1970-07-20 1972-09-26 Emery Industries Inc Polyester compositions and their use as textile assistants

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4095947A (en) * 1975-10-01 1978-06-20 Basf Aktiengesellschaft Recovery of sizes

Also Published As

Publication number Publication date Type
FR2155995A1 (en) 1973-05-25 application
US3860553A (en) 1975-01-14 grant
GB1378719A (en) 1974-12-27 application
FR2155995B1 (en) 1976-08-20 grant
DE2248504A1 (en) 1973-04-12 application
CA977086A1 (en) grant
CA977086A (en) 1975-10-28 grant
US3759858A (en) 1973-09-18 grant

Similar Documents

Publication Publication Date Title
US3546008A (en) Sizing compositions and fibrous articles sized therewith
US3393186A (en) Perfluoro-alkenylacrylates and polymers thereof
US3053609A (en) Textile
US4904408A (en) Use of graft polymers based on polyalkylene oxides as grayness inhibitors in the wash and aftertreatment of textile material containing synthetic fibers
US4116743A (en) Nylon or polyester slip set fabric chemically treated to adhere neoprene, EPDM or butyl film
US5021527A (en) Fluorine-containing water-repellent oil-repellent composition
US4846994A (en) Use of graft polymers based on polyalkylene oxides as grayness inhibitors in the wash and aftertreatment of textile material containing synthetic fibers
US4426476A (en) Textile treatments
US3882090A (en) Water-soluble polyamides from alkyleneoxy bis(propyl-amine)
US3734874A (en) Polyesters and polyesteramides containing ether groups and sulfonate groups in the form of a metallic salt
US6472019B1 (en) Water- and oil-repellent treatment of textile
US3723323A (en) Fabric treating shampoo compositions
US2773050A (en) Water vapor permeable compositions and articles containing a polyacrylic ester and polyvinyl alcohol
US3944527A (en) Fluoroaliphatic copolymers
US4156073A (en) Branched water-dispersible polyester
US5328766A (en) Stain-resistant, lightfast polyamide textile products and woolen goods and compositions and processes therefor
US3184421A (en) Polymeric composition prepared from cellulose sulfate and alkyl acrylate and textilematerial coated therewith
US3830761A (en) Vinyl chloride-ethylene-vinyl acetate resin binders
US3329640A (en) Vinyl acetate polymer emulsions containing ethoxylated monoalkyl sulfosuccinate as emulsifiers
US3502745A (en) Acrylic elastomeric materials and process therefor
US3215678A (en) Copolymers of ethylene with vinyl esters and alpha-beta ethylenically unsaturated acids
US20050106326A1 (en) Method of treatment of a textile or non-woven substrate to render same water and oil repellent
US3558499A (en) Anti-redeposition agents
US2839479A (en) Polymeric composition of an acrylic acid ester and cellulose acetate and method of preparation
US5708087A (en) Carboxylic acid-containing polymer/resole stain-resists