US3095320A - Low temperature pigment binder compositions for textile fabrics - Google Patents

Low temperature pigment binder compositions for textile fabrics Download PDF

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Publication number
US3095320A
US3095320A US64263A US6426360A US3095320A US 3095320 A US3095320 A US 3095320A US 64263 A US64263 A US 64263A US 6426360 A US6426360 A US 6426360A US 3095320 A US3095320 A US 3095320A
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United States
Prior art keywords
weight
parts
binder
styrene
methacrylic acid
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
US64263A
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English (en)
Inventor
George J Leitner
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.)
Novartis Corp
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Geigy Chemical Corp
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
Application filed by Geigy Chemical Corp filed Critical Geigy Chemical Corp
Priority to US64263A priority Critical patent/US3095320A/en
Priority to CH1205861A priority patent/CH372642A/de
Priority to CH90563A priority patent/CH395018A/de
Priority to CH90663A priority patent/CH388905A/de
Priority to GB37861/61A priority patent/GB954587A/en
Priority to BE609463A priority patent/BE609463A/fr
Priority to GB22965/63A priority patent/GB954588A/en
Priority to GB22966/63A priority patent/GB954589A/en
Application granted granted Critical
Publication of US3095320A publication Critical patent/US3095320A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders

Definitions

  • This invention relates to an improved composition for use in the printing and padding of textile fabrics, in particular synthetic textile fabrics or mixtures of natural and synthetic fabrics.
  • the novel compositions of the invention are employed in the formation of print pastes and padding liquors for the coloring of textile fabrics.
  • e invention also relates to a method of using said compositions.
  • Prior binder components have required curing of the colored fabric at higher temperatures for longer periods of time than the binder components according to the present invention.
  • the printed fabric has been common to subject the printed fabric to a temperature of about 300 F. to about 350 F. for from 2 to minutes. Often the process of curing at such temperatures requires special handling of the textile goods and added operations.
  • the printed goods are dried and cured on hot cans in the same operation at from about 180 F. to about 250 F. for from about 0.5 to about 5 minutes.
  • the low temperature cure according to the present invention has been devised to solve a problem raised by the advent of the many heat sensitive synthetic fabrics and blends of synthetic with natural fabrics.
  • the curing of colored fabrics which are at least partially synthetic at temperatures of 300 F. to 350 F. for periods in excess of 2 to 3 minutes, may result in some cases in shrinkage of up to of the original dimensions of the fabric.
  • High temperatures, such as those above 300 F. often cause considerable distortion of the printed design, particularly in blended fabrics.
  • This heat sensitivity is characteristic of such diverse synthetics as the polyamides, polyesters, polyacrylics, and also some of the acetate fabrics.
  • application of high temperatures to various fabrics causes loss of tensile strength with resultant reduction of durability in articles of clothing or other consumer goods manufactured with the aforesaid heat-treated fabrics.
  • the binder component of the invention is composed of two elements: a hard latex and a soft latex.
  • An additional agent which is required for the successful operation of the invention in the finished print paste is a latent acid catalyst.
  • the inventive concept thus, extends to a binder composed of from 10 to 90% by weight of a component, e.g. a hard latex, as defined hereinbelow, and from 90 to 10% of a soft latex consisting essentially of from 2 to 10% of methacrylic acid, from 60 to 85% of butadiene, and from 38 to 5% of either acrylonitrile or styrene, said soft latex being a polymerization product having the composition by weightindicated.
  • the binder component when used in combination with the latent Patented June 25, 1963 acid catalysts defined below, is successful in forming print pastes and padding liquors which produce textile colored fabrics which are washand rub-fast, as well as resistant to dry cleaning solvent and to dry and 'wet crocking'.
  • One or more latent acid catalysts may be employed in the compositions of the invention. Any suitable latent acid catalyst may be used, i.e. any catalyst may be used whose basic element is volatile on heating and may be removed to leave an acid catalytic element. Thus, for example, ammonium nitrate, ammonium thiocyanate, ammonium sulfate, ammonium chloride, and diammonium hydrogen phosphate are all useful. Amine salts of mineral acids are also employable, as are the morpholine and/or pyridine salts thereof, etc.
  • the latent acid catalyst is used in an amount of from about 2 to about 10% by weight, based upon the quantity of binder component used in the finished coloring composition. On the basis of the total weight of the finished print paste or padding liquor, from about 0.025 to about 2% by weight of latent acid catalyst is used.
  • the hard latex element of the binder component comprises several types of latex which lend themselves to setting at lower temperatures when combined with the soft latex defined above, and when in the presence of the acid catalyst above mentioned.
  • the hard latex is a water-insoluble linear polymer of a mixture comprising (i) from about 1% to about 25% by weight of a monomer of the formula wherein R is either hydrogen or lower alkyl, preferably methyl,
  • R and R are each independently either hydrogen or alkyl, preferably alkyl having from 1 to 10 carbon atoms, and
  • the aforesaid water-insoluble linear polymer is preferably mixed with an auxiliary crosslinking agent.
  • the crosslinking agent is dissolved in an aqueous composition or in a clear extender in which the pigment is dispersed together with the water-insoluble linear polymer defined above.
  • the ratio between the Weights of the linear polymer and the crosslinking agent is in the range of 6: 1 to 1:6, preferably 5:2 to 2:5.
  • the auxiliary crosslinking agent is a bivalent or bifunctional organic compound, such as one having one or more reactive carbonyl groups, as e.g. formaldehyde, glyoxal, pr-opanediol, etc. Low molecular weight condensation polymers are also useful. Monomeric reaction products of an aldehyde, e.g. formaldehyde, with urea, thiourea or biuret, or homologues or derivatives thereof, may be used.
  • melamines also N,N- dimethylmelamine, alcohol-modified melamine-formaldehyde thermosetting resin condensates, e.g. of methyl and ethyl alcohols, such as dimethoxymethyl monomethylolmelamine.
  • Other crosslinking agents may be. formed from reaction of formaldehyde with mixtures of triazines with urea, biuret or other urea derivatives.
  • the hard latex component may be replaced by the crosslinking agent alone, as defined above.
  • the hard latex comprises an integrated chemical composition having been copolymerized in .a free radical emulsion polymerization from the following monomers:
  • the proportions of copolymers formed from (IV) and (V) may be from about 0.5% to about preferably about 4%. (All foregoing percentages by weight are based on the total composition.) Not more than abount 2% to about 4% by weight (on total composition) of other materials (such as wetting agents, alkali) is contemplated. These materials are inert for the purposes of this invention and do not play a significant role therein. Examples of wetting agents are e.g. the alkaryl sodium sulfonates, ethylene oxide condensates with octy l or nonyl phenols, etc.
  • Example 1 This example illustrates various components useful in making the compositions for printing and padding textile fabrics according to the invention, the employment of some of which is further illustrated in Examples 2 through 7.
  • Part A-Color concentrate Parts Phthalocyanine Blue Pigment 15.0 Water 57.6 Sodium lauryl sulfate 2.8 Sodium diisopropyl naphthalene sulfonate 2.4 Casein 1.5 Methyl cellulose, cps 1.5 Solvent soluble butylated melamine formaldehyde 7.5 Anti-foam agent 0.2 Xylol 7.5 Mineral spirits 4.0
  • Part B-Extender concentrate
  • Example 2 A print paste is made with:
  • Prints are made on cotton, polyamide fabric (nylon), polyester fabric (Dacron) and cotton and acrylic fabric (Orlon blend) and dry-cured on hot cans for approximately 2 minutes at 200 to 230.
  • the prints obtained have high brilliancy, good handle and very good fastness to Washing (AATCC No. 3 Wash Test), dry cleaning (AATCC Test Method) and wet and dry crocking (AATCC Test Method).
  • Example 3 A print paste is prepared with:
  • Example 1 Part A 20 parts of color concentrate (Example 1, Part A) 15 parts of a stabilized 43% solids aqueous emulsion lbinder containing 35% of hard polymer (Example 1, Part D, a3) and 65% soft polymer (Example 1, Part D, 11-2) 62 parts of printing extender (Example 1, Part C) 3 parts of a 50% solution of ammonium thiocyanate 100 parts
  • Prints are made on Dacron batiste, nylon shear, and a cotton acetate blend. They are dry-cured on a bank of hot cans at to 210 for approximately 3 minutes.
  • Example 4 A print paste is prepared with:
  • Example 6 A- print paste is prepared with:
  • Example 7 A padding liquor for pigment dyeing is prepared with:
  • a methodt'or coloring textile material which comprises the steps of applying to a tabric of said material an aqueous composition containing from about 0.025 to about 2% by weight of the total composition of a latent acid catalyst and comprising a water-insoluble pigment intimately mixed with a binder, said binder being composed substantially of the following elements: (a) from about 90% to about 10% by weight of a soft latex component consisting essentially of a polymerization product having trom about 2% to about 10% of methacrylic acid, from about 60% to about of butadiene and from about 38% to about 5% of a member selected from.
  • a hard latex component consisting essentially of a water-insoluble linear polymer of a mixture comprising (i) from about 1% to about 25% by Weight of.
  • a monomer of the formula R is a member selected from the group consisting of hydrogen and lower alkyl
  • R and R are each independently selected from the group consisting of hydrogen and alkyl
  • a method 'for coloring textile material which comprises the steps of applying to a fabric of said material an aqueous composition containing from about 0.025% toabout 2% by weight of the total composition of a latent acid catalyst and comprising a water-insoluble pigment intimately mixed with a binder, said binder being composed substantially of the following elements: (a) from about to about 10% by weight of a soft latex component consisting essentially of a polymerization product having from about 2% to about 10% of methacrylic acid, from about 60% to about 85% of'butadiene and from about 38% to about 5% of a member selected from the group consisting of acrylonitrile and styrene, and (b) from about 10% to about 90% by weight of a hard latex component comprising a polymerization product of from about 65% to about 75% by weight of ethyl acrylate, from about 10% to about 15% by weight ofv methyl methacrylate and from about 15% to about 10% by weight of styrene, and then
  • a composition of matter for coloring textile material which comprises :an aqueous composition containing from about 0.025% to about 2% by weight of the total composition of a latent acid catalyst and a water-insoluble pigment intimately mixed with a binder, said binder being composed substantially of the following elements: (a) from about 90% to about 10% by weight of a soft latex component consisting essentially of a polymerization product having from about 2% to about 10% of methacr-ylic acid, from about 60% to about 85 of butadiene and from about 38% to about of a member selected from the group consisting of acrylonitrile and styrene, and (b) from about to about 90% by weight of a hard latex component comprising a polymerization product of from about 65% to about 75% by Weight of ethyl acrylate, from about 10% to about by weight of methyl methacrylate and from about 15 to about 10% by weight of styrene.
  • a method for coloring textile material which comprises the steps of applying to a fabric of said material an aqueous composition containing from about 0.025% to about 2% by weight of the total composition of a latent acid catalyst and comprising a Water-insoluble pigment intimately mixed with a binder, said binder being composed substantially of he following elemens: (a) from about 90% to about 10% by weight of a soft latex component consisting essentially of a polymerization product having from about 2% to about 10% of methacrylic acid, from about 60% to about 85% of butadiene and from about 38% .to about 5% of a member selected from the group consisting of acrylonitrile and styrene, and (b) from about 10% to about 90% by weight of a hard latex component comprising a polymerization product of the following monomers: from about 65 to about 74.5% ethyl acrylate, from about 10% to about 15% methyl methacrylate, from about 15% to about 10% styrene, and from
  • a method for coloring textile material which comprises the steps of applying to a fabric of said material an aqueous composition containing from about 0.025% to about 2% by weight of the total composition of a latent acid catalyst and comprising a water-insoluble pigment intimately mixed with a binder, said binder being composed substantially of the following elements: (a) from about 90% to about 10% by weight of a soft latex component consisting essentially of a polymerization product having from about 2% to about 10% of methacrylic acid, from about 60% to about 85% of butadiene and from about 38% to about 5% of a member selected from the group consisting of acrylonitrile and styrene, and (b) from about 10% to about 90% by weight of a hard latex component consisting essentially of a polymerization product of the following monomers: about 71% ethyl acrylate, about 12.5% methyl methacrylate, about 12.5 styrene, and about 4% of at least one monomer selected from the group consisting of
  • a composition of matter for coloring textile material which comprises an aqueous composition containing from about 0.025% to about 2% by weight of the total composition of a latent acid catalyst and a waterinsoluble pigment intimately mixed with a binder, said binder being composed substantially of the following elements: (at) from about 90% to about 10% by weight of a soft latex component consisting essentially of a polymerization product having from about 2% to about 10% of methacrylic acid, from about 60% to about 85 of butadiene and from about 38% to about 5% of a member selected from the group consisting of acrylonitrile and styrene, and (b) from about 10% to about 90% by weight of a hard latex component comprising a polymerization product of the following monomers: from about to about 74.5% ethyl acrylate, from about 10% to about 15 methyl methacrylate and from about 15% to about 10% styrene, and from about 10% to about 0.5% of at least one monomer selected from the group consisting of me
  • a composition of matter for coloring textile material which comprises an aqueous composition containing from about 0.025 to about 2% by weight of the total composition of a latent acid catalyst and a Waterinsoluble pigment intimately mixed with a binder, said binder being composed substantially of the following elements: (a) from about 90% to about 10% by weight of a soft latex component consisting essentially of a polymerization product having from about 2% to about 10% of methacrylic acid, from about 60% to about of butadiene and from about 38% to about 5% of a member selected from the group consisting of acrylonitrile and styrene, and (b) from about 10% to about by weight of a hard latex component consisting essentially of a polymerization product of the following monomers: about 71% ethyl acrylate, about 12.5% methyl methacrylate, about 12.5% styrene, and about 4% of at least one monomer selected from the group consisting of methacrylic acid and methacrylamide, all of said percentage
  • a method for coloring textile material which comprises the steps of applying to a fabric of said material an aqueous composition containing (i) from about 0.25% to about 2% by weight of the total composition of a latent acid catalyst and (ii) an aqueous dispersion of a Waterinsoluble pigment intimately mixed with a binder, said binder being composed susbtantially of the following elements: (a) from about 90% to about 10% by weight of a soft latex component consisting essentially of a polymerization product having from about 2% to about 10% of methacrylic acid, from about 60% to about 85 of butadiene and from about 38% to about 5% of a member selected from the group consisting of acrylonitrile and styrene, and (b) from about 10% to about 90% by weigilt of a water-soluble resinous condensate selected from the group consisting of polymethylated melamineformaldehyde, polymethylated urea-formaldehyde and polymethylated ethylene-urea

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
US64263A 1960-10-24 1960-10-24 Low temperature pigment binder compositions for textile fabrics Expired - Lifetime US3095320A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
US64263A US3095320A (en) 1960-10-24 1960-10-24 Low temperature pigment binder compositions for textile fabrics
CH90563A CH395018A (de) 1960-10-24 1961-10-18 Druckpaste oder Klotzflotte mit Pigmentfarbstoffen zum Bedrucken oder Klotzen von Textilgeweben
CH90663A CH388905A (de) 1960-10-24 1961-10-18 Druckpaste oder Klotzflotte mit Pigmentfarbstoffen zum Bedrucken oder Klotzen von Textilgeweben
CH1205861A CH372642A (de) 1960-10-24 1961-10-18 Druckpaste oder Klotzflotte mit Pigmentfarbstoffen zum Bedrucken oder Klotzen von Textilgeweben
GB37861/61A GB954587A (en) 1960-10-24 1961-10-23 Improvements relating to low temperature pigment binder compositions and their use in coloring textile material
BE609463A BE609463A (fr) 1960-10-24 1961-10-23 Compositions colorantes destinées plus particulièrement à l'impression des articles textiles
GB22965/63A GB954588A (en) 1960-10-24 1961-10-23 Improvements relating to low temperature pigment binder compositions and their use in coloring textile material
GB22966/63A GB954589A (en) 1960-10-24 1961-10-23 Improvements relating to low temperature pigment binder compositions and their use in colouring textile material

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US64263A US3095320A (en) 1960-10-24 1960-10-24 Low temperature pigment binder compositions for textile fabrics

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US3095320A true US3095320A (en) 1963-06-25

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3606992A (en) * 1967-08-28 1971-09-21 Warnaco Inc Abrasion and wrinkle resistant cotton containing fabric and method of manufacture
US3776768A (en) * 1970-03-14 1973-12-04 Bayer Ag Strengthened fibre fleeces
US3930099A (en) * 1973-05-18 1975-12-30 Ici Ltd Pressure-sensitive transfer elements
US3941912A (en) * 1973-08-15 1976-03-02 Sumitomo Naugatuck Co., Ltd. Copolymer latex and paper coating composition thereof
US4134872A (en) * 1977-05-20 1979-01-16 The Dow Chemical Company Heterogeneous polymer particles comprising an interpolymer domain of a monovinylidene aromatic monomer, an open chain aliphatic conjugated diene and a monoethylenically unsaturated acid
US4258104A (en) * 1979-04-27 1981-03-24 The Dow Chemical Company Aqueous polymeric dispersions, paper coating compositions and coated paper articles made therewith
US4515855A (en) * 1981-06-01 1985-05-07 American Cyanamid Company Process for sizing textile materials

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA82715B (en) * 1981-08-20 1983-09-28 Springs Ind Inc Textile fabrics with opaque pigment printing and method for producing same
US4562107A (en) * 1982-09-30 1985-12-31 Springs Industries, Inc. Textile fabrics with opaque pigment printing and method of producing same
US4507350A (en) * 1984-03-08 1985-03-26 Springs Industries, Inc. Method of producing opaque printed textile fabrics with curing by free radical initiation and resulting printed fabrics

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2536050A (en) * 1947-11-10 1951-01-02 American Cyanamid Co Treatment of cellulosic textile materials and products thereof
US2871213A (en) * 1955-03-03 1959-01-27 Bayer Ag Aqueous composition comprising rubbery copolymer and condensation product of formaldehyde and methylol-forming compound
CA569661A (en) * 1959-01-27 Schmitz Andreas Dyeing of fabrics by means of pigments
US2941977A (en) * 1957-08-12 1960-06-21 Dow Chemical Co Transparent molding compositions of copolymers of vinyl aromatic hydrocarbons and esters of methacrylic acid and copolymers of butadiene and styrene and method of making

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA569661A (en) * 1959-01-27 Schmitz Andreas Dyeing of fabrics by means of pigments
US2536050A (en) * 1947-11-10 1951-01-02 American Cyanamid Co Treatment of cellulosic textile materials and products thereof
US2871213A (en) * 1955-03-03 1959-01-27 Bayer Ag Aqueous composition comprising rubbery copolymer and condensation product of formaldehyde and methylol-forming compound
US2941977A (en) * 1957-08-12 1960-06-21 Dow Chemical Co Transparent molding compositions of copolymers of vinyl aromatic hydrocarbons and esters of methacrylic acid and copolymers of butadiene and styrene and method of making

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3606992A (en) * 1967-08-28 1971-09-21 Warnaco Inc Abrasion and wrinkle resistant cotton containing fabric and method of manufacture
US3776768A (en) * 1970-03-14 1973-12-04 Bayer Ag Strengthened fibre fleeces
US3930099A (en) * 1973-05-18 1975-12-30 Ici Ltd Pressure-sensitive transfer elements
US3941912A (en) * 1973-08-15 1976-03-02 Sumitomo Naugatuck Co., Ltd. Copolymer latex and paper coating composition thereof
US4134872A (en) * 1977-05-20 1979-01-16 The Dow Chemical Company Heterogeneous polymer particles comprising an interpolymer domain of a monovinylidene aromatic monomer, an open chain aliphatic conjugated diene and a monoethylenically unsaturated acid
US4258104A (en) * 1979-04-27 1981-03-24 The Dow Chemical Company Aqueous polymeric dispersions, paper coating compositions and coated paper articles made therewith
US4515855A (en) * 1981-06-01 1985-05-07 American Cyanamid Company Process for sizing textile materials

Also Published As

Publication number Publication date
BE609463A (fr) 1962-04-24
GB954589A (en) 1964-04-08
CH90663A4 (en)) 1964-11-30
GB954587A (en) 1964-04-08
CH1205861A4 (en)) 1963-07-15
CH395018A (de) 1965-03-31
GB954588A (en) 1964-04-08
CH372642A (de) 1963-12-14
CH388905A (de) 1965-06-30

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