US2959497A - Treated fabrics - Google Patents

Treated fabrics Download PDF

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Publication number
US2959497A
US2959497A US691154A US69115457A US2959497A US 2959497 A US2959497 A US 2959497A US 691154 A US691154 A US 691154A US 69115457 A US69115457 A US 69115457A US 2959497 A US2959497 A US 2959497A
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weight
fabric
acid
group
interpolymer
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US691154A
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Charles R Williams
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Monsanto Chemicals Ltd
Monsanto Chemical Co
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Monsanto Chemicals Ltd
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    • 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
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00Stock material or miscellaneous articles
    • Y10S428/911Penetration resistant layer
    • 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
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/24Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24628Nonplanar uniform thickness material
    • Y10T428/24669Aligned or parallel nonplanarities
    • Y10T428/24678Waffle-form
    • 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
    • Y10T442/2352Coating or impregnation functions to soften the feel of or improve the "hand" of the fabric
    • 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
    • Y10T442/2762Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
    • Y10T442/277Coated or impregnated cellulosic fiber fabric
    • Y10T442/2779Coating or impregnation contains an acrylic polymer or copolymer [e.g., polyacrylonitrile, polyacrylic acid, etc.]
    • 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
    • Y10T442/2861Coated or impregnated synthetic organic fiber fabric
    • Y10T442/2893Coated or impregnated polyamide fiber fabric

Definitions

  • This invention relates to fabrics having improved physical properties. More particularly, the invention relates to synthetic linear polyamide taifetas and other fabrics impregnated with certain multicomponent vinylidene interpolymer latices.
  • One object of this invention is to provide fabrics having improved physical properties.
  • Another object is to improve the physical properties, such as hand, tear resistance, wrinkle recovery, abrasion resistance, and dimensional stability, of various fabrics.
  • a further object is to impart a soft, full hand to taffetas, poplins, and other plain-weave fabrics woven from synthetic linear polyamides and similar materials.
  • Example I A taffeta-weave fabric woven from polyhexamethylene adipamide filaments is impregnated with a solids aqueous latex of an interpolymer comprising 40% 2-ethylhexyl acrylate, 52% styrene, 6% acrylonitrile, and 2% methacrylic acid so as to deposit in the fabric about 6% latex solids, based on the weight of the untreated fabric.
  • the impregnated fabric is dried and passed between heated calender rolls to form a smoothfinished fabric having a soft, full hand.
  • Example II A cotton fabric is treated with a dimethylol ethyleneurea condensate to form a fabric having a warp plus fill wrinkle recovery of about 260 as determined by ASTM test D1295-53T.
  • This treated fabric is impregnated with an aqueous latex of an interpolymer comprising 40% Z-ethylhexyl acrylate, 52% styrene, 6% acrylonitrile, and 2% methacrylic acid so as to deposit in the fabric about 1% latex solids, based on the weight of the untreated cotton fabric.
  • the fabric is then dried and subjected to ASTM test Dl295-53T for determining its wrinkle recovery characteristics. It has a warp plus fill wrinkle recovery of about 280.
  • the impregnated ice fabric also has an improved hand and increased tearand abrasion-resistance.
  • Example III A woolen fabric is impregnated with an aqueous latexv of an interpolymer comprising 40% tridecyl acrylate, 30% styrene, 22% alpha-methyl styrene, 6% acrylonitrile, and 2% methacrylic acid to deposit in the fabric about 7% latex solids, based on the weight of the untreated fabric.
  • the treated fabric is subjected to Federal Specification -CCC-Tl91b Methods 5558 and 5554 consecutively to determine its shrinkage characteristics.
  • the average felting shrinkage of the warp and fill dimensions of the fabric, as determined by this. test is about. 6%, compared to an average felting shrinkage of about 19% in the warp and fill dimensions of the untreated woolen fabric, as determined by the same test.
  • the treated fabric has a soft hand.
  • the textile finishing compositions of this invention are aqueous latices of interpolymers comprising (1) 35-60% by weight of an unsaturated ester of the group consisting of the esters of acrylic and methacrylic acids with alkanols containing 5-20 carbon atoms and having 5-14 carbon atoms in the longest continuous chain thereof, (2) 3-10% by Weight of an unsaturated nitrile 0f, the group consisting of acrylonitrile and methacrylonitrile, (3) 2-5% by weight of an unsaturated acid of the group consisting of acrylic acid, methacrylic acid, cinnam-ic acid, atropic acid, and crotonic acid, and (4) correspondingly, 60-25% by weight of a monovinylidene aromatic compound of the group consisting of monovinylidene aromatic hydrocarbons and halogenated monovinylidene aromatic hydrocarbons.
  • latices are prepared by an aqueous emulsion polymerization process wherein the unsaturated nitrile is partially polymerized together with 1 /z.3 times its weight of the monovinylidene aromatic compound prior to the addition of the remainder of the monomers.
  • the aqueous latices comprising the textile finishing compositions of this invention have a solids content of about 5-10% by weight.
  • Latices having the desired solids content may be obtained by diluting latices having higher solids contents.
  • the fabrics which are treated with the finishing compositions of this invention are woven from fibers or filaments of natural or synthetic materials, e.g., cotton, wool, synthetic linear polyamides, synthetic linear polyesters, acrylics such as acrylonitrile polymers and interpolymers, vinylidene chloride polymers, cellulosics such as cellulose acetate, etc.
  • the fabrics are impregnated with the finishing compositions by conventional techniques, e.g., padding, and dried. If desired, the dried fabric may be passed between heated calender rolls to assure formation of a smooth film.
  • the treated fabrics of this invention have improved physical properties, such as improved hand, greater tear resistance, increased wrinkle recovery, greater abrasion resistance, and increased dimensional stability.
  • improved hand For particular interest are the latex-impregnated taifetas, popli-ns, and other plain-weave fabrics Woven from synthetic linear polyamides and similar materials. These treated fabrics have a soft, full hand and are particularly useful in the manufacture of womens apparel. They may be obtained more economically than similar treated fabrics made by the use of previously known finishing compositions.
  • tions may be modified by employing them in combina! tion with conventional finishing compositions, e.g., com positions containing melamineor urea-aldehyde conden- 3 sates such as methylol melamine and dimethylol ethyleneurea condensates.
  • Fabrics may be treated with the conventional finishing compositions and then with the finishing compositions of this invention, as in Example II, but in commercial applications it is usually prefer red to combine the two finishing compositions in one treating bath.
  • a fabric impregnated with the dried residue of an aqueous latex of an interpolymer comprising (1) 35-60% by weight of an unsaturated ester of the group consisting of the esters of acrylic and methacrylic acids with alkanols containing -20 carbon atoms and having 5-14 carbon atoms in the longest continuous chain thereof, (2) 310% by weight of an unsaturated nitrile of the group consisting of acrylonitrile and methacrylonitrile, (3) 2-5% by weight of an unsaturated acid of the group consisting of acrylic acid, methacrylic acid, cinnamic acid, atropic acid, and crotonic acid, and (4) correspondingly, 60-25% by weight of a monovinylidene aromatic compound of the group consisting of monovinylidene aromatic hydrocarbons and halogenated monovinylidene aromatic hydrocarbons, said interpolymer having been prepared by partially polymerizing the unsaturated nitrile together with 1 /z3 times
  • a fabric as in claim 4 wherein the interpolymer comprises 40% by weight of 2-ethylhexyl acrylate, 6% by weight of acrylonitrile, 2% by weight of methacrylic acid, and 52% by weight of styrene.
  • a fabric as in claim 1 which is additionally impregnated with a member of the group consisting of melamine-aldehyde and urea-aldehyde condensation prod- 4 ucts.
  • a process as in claim 7 wherein the fabric is a plain-weave fabric woven from a synthetic linear polyamide.
  • interpolymer comprises by weight of 2-ethylhexyl acrylate, 6% by weight of acrylonitrile, 2% by weight of methacrylic acid, and 52% by weight of styrene.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

TREATED FABRICS Charles R. Williams, Longmeadow, Mass., assignor to Monsanto Chemical Company, 'St. Louis, Mo., a corporation of Delaware No Drawing. Filed Oct. 21, 1957, Ser. No. 691,154
12 Claims. (Cl. 117138.8)
This invention relates to fabrics having improved physical properties. More particularly, the invention relates to synthetic linear polyamide taifetas and other fabrics impregnated with certain multicomponent vinylidene interpolymer latices.
The textile industry has experimented with various finishing compositions for improving the hand of taifetas, poplins, and other plain-weave fabrics woven fro-m synthetic linear polyamides and similar materials. However, the only compositions disclosed in the prior art which impart a soft, full hand to such fabrics without undue stiffness or a rubbery feel are relatively expensive. It has now been found that the desired soft, full hand may be imparted to such fabrics by the use of a more economical finishing composition, which is also useful for improving the physical properties, such as hand, tear resistance, wrinkle recovery, abrasion resistance, and dimensional stability of other fabrics.
One object of this invention is to provide fabrics having improved physical properties.
Another object is to improve the physical properties, such as hand, tear resistance, wrinkle recovery, abrasion resistance, and dimensional stability, of various fabrics.
A further object is to impart a soft, full hand to taffetas, poplins, and other plain-weave fabrics woven from synthetic linear polyamides and similar materials.
These and other objects are attained by impregnating a fabric with an aqueous latex of a multicomponent vinylidene interpolymer as hereinafter described and drying the impregnated fabric.
The following examples are given to illustrate the invention. Except where otherwise specified, percentages mentioned are percentages by weight.
Example I A taffeta-weave fabric woven from polyhexamethylene adipamide filaments is impregnated with a solids aqueous latex of an interpolymer comprising 40% 2-ethylhexyl acrylate, 52% styrene, 6% acrylonitrile, and 2% methacrylic acid so as to deposit in the fabric about 6% latex solids, based on the weight of the untreated fabric. The impregnated fabric is dried and passed between heated calender rolls to form a smoothfinished fabric having a soft, full hand.
Example II A cotton fabric is treated with a dimethylol ethyleneurea condensate to form a fabric having a warp plus fill wrinkle recovery of about 260 as determined by ASTM test D1295-53T. This treated fabric is impregnated with an aqueous latex of an interpolymer comprising 40% Z-ethylhexyl acrylate, 52% styrene, 6% acrylonitrile, and 2% methacrylic acid so as to deposit in the fabric about 1% latex solids, based on the weight of the untreated cotton fabric. The fabric is then dried and subjected to ASTM test Dl295-53T for determining its wrinkle recovery characteristics. It has a warp plus fill wrinkle recovery of about 280. The impregnated ice fabric also has an improved hand and increased tearand abrasion-resistance.
Example III A woolen fabric is impregnated with an aqueous latexv of an interpolymer comprising 40% tridecyl acrylate, 30% styrene, 22% alpha-methyl styrene, 6% acrylonitrile, and 2% methacrylic acid to deposit in the fabric about 7% latex solids, based on the weight of the untreated fabric. The treated fabric is subjected to Federal Specification -CCC-Tl91b Methods 5558 and 5554 consecutively to determine its shrinkage characteristics. The average felting shrinkage of the warp and fill dimensions of the fabric, as determined by this. test, is about. 6%, compared to an average felting shrinkage of about 19% in the warp and fill dimensions of the untreated woolen fabric, as determined by the same test. The treated fabric has a soft hand.
The textile finishing compositions of this invention are aqueous latices of interpolymers comprising (1) 35-60% by weight of an unsaturated ester of the group consisting of the esters of acrylic and methacrylic acids with alkanols containing 5-20 carbon atoms and having 5-14 carbon atoms in the longest continuous chain thereof, (2) 3-10% by Weight of an unsaturated nitrile 0f, the group consisting of acrylonitrile and methacrylonitrile, (3) 2-5% by weight of an unsaturated acid of the group consisting of acrylic acid, methacrylic acid, cinnam-ic acid, atropic acid, and crotonic acid, and (4) correspondingly, 60-25% by weight of a monovinylidene aromatic compound of the group consisting of monovinylidene aromatic hydrocarbons and halogenated monovinylidene aromatic hydrocarbons. These latices are prepared by an aqueous emulsion polymerization process wherein the unsaturated nitrile is partially polymerized together with 1 /z.3 times its weight of the monovinylidene aromatic compound prior to the addition of the remainder of the monomers. These latices and processes for preparing them are more fully described in US. Patent 2,767,153, which description is incorporated herein by reference.
Preferably, the aqueous latices comprising the textile finishing compositions of this invention have a solids content of about 5-10% by weight. Latices having the desired solids content may be obtained by diluting latices having higher solids contents.
The fabrics which are treated with the finishing compositions of this invention are woven from fibers or filaments of natural or synthetic materials, e.g., cotton, wool, synthetic linear polyamides, synthetic linear polyesters, acrylics such as acrylonitrile polymers and interpolymers, vinylidene chloride polymers, cellulosics such as cellulose acetate, etc. The fabrics are impregnated with the finishing compositions by conventional techniques, e.g., padding, and dried. If desired, the dried fabric may be passed between heated calender rolls to assure formation of a smooth film.
The treated fabrics of this invention have improved physical properties, such as improved hand, greater tear resistance, increased wrinkle recovery, greater abrasion resistance, and increased dimensional stability. Of particular interest are the latex-impregnated taifetas, popli-ns, and other plain-weave fabrics Woven from synthetic linear polyamides and similar materials. These treated fabrics have a soft, full hand and are particularly useful in the manufacture of womens apparel. They may be obtained more economically than similar treated fabrics made by the use of previously known finishing compositions.
If desired, the effects of the present finishing composi. tions may be modified by employing them in combina! tion with conventional finishing compositions, e.g., com positions containing melamineor urea-aldehyde conden- 3 sates such as methylol melamine and dimethylol ethyleneurea condensates. Fabrics may be treated with the conventional finishing compositions and then with the finishing compositions of this invention, as in Example II, but in commercial applications it is usually prefer red to combine the two finishing compositions in one treating bath.
It is obvious that many variations may be made in the products and processes set forth above without departing from the spirit and scope of this invention.
What is claimed is:
1. A fabric impregnated with the dried residue of an aqueous latex of an interpolymer, said interpolymer comprising (1) 35-60% by weight of an unsaturated ester of the group consisting of the esters of acrylic and methacrylic acids with alkanols containing -20 carbon atoms and having 5-14 carbon atoms in the longest continuous chain thereof, (2) 310% by weight of an unsaturated nitrile of the group consisting of acrylonitrile and methacrylonitrile, (3) 2-5% by weight of an unsaturated acid of the group consisting of acrylic acid, methacrylic acid, cinnamic acid, atropic acid, and crotonic acid, and (4) correspondingly, 60-25% by weight of a monovinylidene aromatic compound of the group consisting of monovinylidene aromatic hydrocarbons and halogenated monovinylidene aromatic hydrocarbons, said interpolymer having been prepared by partially polymerizing the unsaturated nitrile together with 1 /z3 times its weight of the monovinylidene aromatic compound, adding the remainder of the monomers, and completing the interpolymerization.
2. A fabric as in claim 1 wherein the fabric is wool.
3. A fabric as in claim 1 wherein the fabric is cotton.
4. A fabric as in claim 1 wherein the fabric is a plainweave fabric woven from a synthetic linear polyamide.
5. A fabric as in claim 4 wherein the interpolymer comprises 40% by weight of 2-ethylhexyl acrylate, 6% by weight of acrylonitrile, 2% by weight of methacrylic acid, and 52% by weight of styrene.
6. A fabric as in claim 1 which is additionally impregnated with a member of the group consisting of melamine-aldehyde and urea-aldehyde condensation prod- 4 ucts.
7. A process which comprises impregnating a fabric with an aqueous latex of an interpolymer and drying the impregnated fabric; said interpolymer comprising (1) 35-60% by weight of an unsaturated ester of the group consisting of the esters of acrylic and methacrylic acids with alkanols containing 5-20 carbon atoms and having 5-14 carbon atoms in the longest continuous chain thereof, (2) 310% by weight of an unsaturated nitrile of the group consisting of acrylonitrile and methacrylonitrile, (3) 25% by weight of an unsaturated acid of the group consisting of acrylic acid, methacrylic acid, cinnamic acid, atropic acid, and crotonic acid, and (4) correspondingly, 6025% by weight of a monovinylidene aromatic compound of the group consisting of monovinylidene aromatic hydrocarbons and halogenated monovinylidene aromatic hydrocarbons, said interpolymer having been prepared by partially polymerizing the unsaturated nitrile together with 1 /z3 times its weight of the monovinylidene aromatic compound, adding the remainder of the monomers, and completing the interpolymerization.
8. A process as in claim 7 wherein the fabric is wool.
9. A process as in claim 7 wherein the fabric is cotton.
10. A process as in claim 7 wherein the fabric is a plain-weave fabric woven from a synthetic linear polyamide.
11. A process as in claim 10 wherein the interpolymer comprises by weight of 2-ethylhexyl acrylate, 6% by weight of acrylonitrile, 2% by weight of methacrylic acid, and 52% by weight of styrene.
12. A process as in claim 7 wherein the fabric is additionally impregnated with a member of the group con sisting of melamine-aldehyde and urea-aldehyde condensation products.
References Cited in the file of this patent UNITED STATES PATENTS 2,767,153 Sutton Oct. 16, 1956 2,787,561 Sanders Apr. 2, 1957 2,848,357 Harris Aug. 19, 1958,

Claims (1)

1. A FABRIC IMPREGNATED WITH THE DRIED RESIDUE OF AN AQUEOUS LATEX OF AN INTERPOLYMER, SAID INTERPOLYMER COMPRISING (1) 35-60% BY WEIGHT OF AN UNSATURATED ESTER OF THE GROUP CONSISTING OF THE ESTERS OF ACRYLIC AND METHACRYLIC ACIDS WITH ALKANOLS CONTAINING 5-20 CARBON ATOMS AND HAVING 5-14 CARBON ATOMS IN THE LONGEST CONTINUOUS CHAIN THEREOF, (2) 3-10% BY WEIGHT OF AN UNSATURATED NITRILE OF THE GROUP CONSISTING OF ACRYLONITRILE AND METHACRYLONITRILE, (3) 2-5% BY WEIGHT OF AN UNSATURATED ACID OF THE GROUP CONSISTING OF ACRYLIC ACID, METHACRYLIC ACID, CINNAMIC ACID, ATROPIC ACID, AND CROTONIC ACID, AND (4) CORRESPONDINGLY, 60-25% BY WEIGHT OF A MONOVINYLIDENE AROMATIC COMPOUND OF THE GROUP CONSISTING OF MONOVINYLIDENE AROMATIC HYDROCARBONS AND HALOGENATED MONOVINYLDENE AROMATIC HYDROCARBONS, SAID INTERPOLYMER HAVING BEEN PREPARED BY PARTIALLY POLYMERIZING THE UNSATURATED NITRILE TOGETHER WITH 11/2-3 TIMES ITS WEIGHT OF THE MONOVINYLIDENE AROMATIC COMPOUND, ADDING THE REMAINDER OF THE MONOMERS, AND COMPLETING THE INTERPOLYMERIZATION.
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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3224901A (en) * 1961-10-19 1965-12-21 Monsanto Co Slip-resistant thermoplastic resin sheets and process for producing same
US3658570A (en) * 1969-12-09 1972-04-25 Larry L Crooks Imparting a satin like finish to one side of a fabric
US3844825A (en) * 1972-11-30 1974-10-29 American Cyanamid Co Method of producing an acrylic fiber having an improved touch like animal hair
US4213885A (en) * 1977-06-23 1980-07-22 Aktiebolaget Bofors Bonding agent for sheet-formed fibre products
US6156677A (en) * 1998-03-25 2000-12-05 Kimberly-Clark Worldwide, Inc. Cellulose-Based medical packaging material sterilizable by oxidizing gas plasma

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2767153A (en) * 1954-11-08 1956-10-16 Monsanto Chemicals Interpolymer latices and the process for preparing the same
US2787561A (en) * 1953-07-23 1957-04-02 Du Pont Cross-linkable acrylonitrile interpolymers and coating compositions derived therefrom
US2848357A (en) * 1954-12-15 1958-08-19 Monsanto Chemicals Aqueous terpolymer sized nylon yarns

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2787561A (en) * 1953-07-23 1957-04-02 Du Pont Cross-linkable acrylonitrile interpolymers and coating compositions derived therefrom
US2767153A (en) * 1954-11-08 1956-10-16 Monsanto Chemicals Interpolymer latices and the process for preparing the same
US2848357A (en) * 1954-12-15 1958-08-19 Monsanto Chemicals Aqueous terpolymer sized nylon yarns

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3224901A (en) * 1961-10-19 1965-12-21 Monsanto Co Slip-resistant thermoplastic resin sheets and process for producing same
US3658570A (en) * 1969-12-09 1972-04-25 Larry L Crooks Imparting a satin like finish to one side of a fabric
US3844825A (en) * 1972-11-30 1974-10-29 American Cyanamid Co Method of producing an acrylic fiber having an improved touch like animal hair
US4213885A (en) * 1977-06-23 1980-07-22 Aktiebolaget Bofors Bonding agent for sheet-formed fibre products
US6156677A (en) * 1998-03-25 2000-12-05 Kimberly-Clark Worldwide, Inc. Cellulose-Based medical packaging material sterilizable by oxidizing gas plasma

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