Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
  • D06M15/423—Amino-aldehyde resins
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
  • C08K5/0025—Crosslinking or vulcanising agents; including accelerators
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/16—Nitrogen-containing compounds
  • C08K5/20—Carboxylic acid amides
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/2369—Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
  • Y10T442/2393—Coating or impregnation provides crease-resistance or wash and wear characteristics
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/2549—Coating or impregnation is chemically inert or of stated nonreactance
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/2549—Coating or impregnation is chemically inert or of stated nonreactance
  • Y10T442/2574—Acid or alkali resistant
• • Y—GENERAL 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
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated 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
  • Y10T442/273—Coating or impregnation provides wear or abrasion resistance

Definitions

• the present invention relates to curing agents for ureacontaining resin materials, resin compositions and processes for improving the wearing properties of textiles and rendering such textiles resistant to tearing, creasing, washing action and attack by chlorine.
• washing procedures contemplate treatment of cotton and wool staple fibers and/ or fabrics in the course of the washing with alkali hypochlorite solutions and preparations.
• alkali hypochlorite solutions and preparations Inasmuch as urea resins and melamine resins as well as ethylene-urea resins which have not been completely condensed, are often used for impregnating textile materials, severe fabric damage may occur due to the fact that such resins still contain groups reactive with respect to chlorine.
• Chlorine is present in washing solutions as a consequence of the use of alkali hypochlorite substances, and therefore readily attacks the textiles by reacting with the incompletely condensed resin impregnants. Consequently, at high ironing temperatures the chlorine addition products of the synthetic resin impregnants decompose, whereupon the fabrics become discolored or darkened, often turning brown, and the staple fiber material hydrolyzes and loses its strength and resistance characteristics.
• Magnesium chloride is preferred in this respect since with magnesium chloride 3,060,061 Patented Oct. 23., 1962 "ice catalysts, good stability to chlorine of the condensed resin impregnant is obtained. While the resistance to washing action is generally good, the aforementioned metal salt catalysts unfortunately attack the cellulose staple fibers,
• zinc, calcium and magnesium salts are similar in action to that of ammonium salts of inorganic acids, such as ammonium chloride, ammonium nitrate and ammonium phosphate, all leading to the formation with urea precondensates of hard, brittle synthetic resins which result in undesired fiber damage of the finished textile.
• Textile materials impregnated with urea resin precondensates which are heat hardened in the presence of the salts of Weak organic bases with semiamides in accordance with the process of the invention, possess extraordinary resistance properties with respect to tearing, creasing, washing action, attack by chlorineand, in spite of slight embrittling of the fibers, excellent wet and dry creasing angles.
• curing agents or hardening components in accordance with the invention are particularly noteworthy when they are used in quantities of from about 10- 20% by Weight based upon the initial charge of synthetic resin precondensate.
• all urea-, melamine-, ethyleneurea-formaldehyde-precondensates may be heat hardened at elevated temperatures, for example, at C., in accordance with the invention to form final condensed resins having the desired properties.
• the textile material may be impregnated with the precondensate containing the curing or hardening component and thereafter subjected to conventional heat hardening with the application of normal procedures, including imprint calendering at elevated temperatures to achieve the usual desired printing effects.
• Weak organic bases which may be used to form the curing component salts in accordance with the invention include aliphatic and aromatic amines, and in particular dicyanide diamide, melamine, triazine, imidazoles, pyrroles, pyridines and the like.
• the semi-amides may include any ethylene-a, ⁇ 3-dicarboxylic acid such as substituted and unsubstituted maleic acid, with an aliphatic amine or cyclic amine polyamine such as morpholine, N-cyclohexylamine, N-alkoxy amines such as N-fi-ethoxy amine, and generally any primary, secondary or tertiary amine.
• any N-su-bstituted ethylene-u,B-dicarboxylic acid semi-amide may be used with the weak organic base to form the desired salt.
• the curing component may comprise the following salts: maleamic acid melamine salt; N-B-ethoxy maleamic acid melamine salt; melamido-maleamic acid melamine salt; the melamine salt of 1,2-bis(maleamic acid)ethylene; N-cyclohexyl malearnic' acid melaminesalt; semi-substituted morpholino maleic acid-melamine salt, and the like.
• the end-condensates or finished or hardened resins obtained in accordance with the invention exhibit only very slight or no-chlorine binding capacity, which proves that allreactive groups in the hardened synthetic resins are blocked and that practically a quantitative condensation has-been attained.
• the curing salts of the invention modern day requirements are satisfactorily fulfilled with respect to urea resin finishes on cellulose fibers.
• Textile materials impregnated with urea-containing hardenable resins having incorporated therein the salts of the present invention possess high crease-free properties and extensive fiber protection and resistance to tearing and washing action.
• the stability of the finished resin-impregnated textile with respect to chlorine, as for example may be present in a chlorine cleaning solution, is excel lent.
• Example 1 An impregnating solution for the finishing of cotton print goods contains 80 grams of dimethylol-urea per liter of liquor as resin, and the solution is separately treated with the various catalysts indicated below. After impregnating the cotton print goods on a pad in the usual manner using a different catalyst (a to e) in each instance, the fabric is preliminarily dried in the normal way and subsequently after-condensed for 3 minutes at 160 C. Separate samples of the impregnated cotton print goods (each sample. containing a different catalyst, a to e), are thereafter subjected to washing action for 15 minutes in a boiling solution of 2 grams of soap and 3 grams of soda. The results obtained are set forth below:
• Example 3 A wool staple fiber fabric is impregnated on a pad in the usual manner with grams of a dimethylol compound of ethylene-urea and 20 grams of the dimethylol compound of diethylene-triurea, per liter of liquor, in the presence of thevarious catalysts setzforth below, in the same way as carried out in accordance with Example 1.
• the resin material impregnated textile is then carefully pre-dried such that the fabric still contains 10% residual moisture.
• the fabric is then imprinted on an imprint calender undera pressureof-S to 6 lcg./cm. and at a roller temperature of 190 C.,.and subsequently. condensed for 3 minutes at C.
• urea-containing hardenable resins selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates
• the improvement which comprises effecting the hardening of the ureacontaining hardenable resin material by heating with a salt of a weak organic base with a semi-amide formed from an ethylene-a,fi-dicarboxylic acid and an amine.
• the amine used to form the semi-amide is selected from the group consisting of aliphatic amines and cyclic amines.
• the semiamide is an N-substituted ethylene-a48-dicarboxylic acid semi-amide.
• urea-containing hardenable resin material selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates which comprises effecting the curing by heating in the presence of a salt of a weak organic base with a semiamide formed from an ethylene-a,fl-dicarboxylic acid and an amine.
• Hardened urea-containing resin on a substrate produced by heating on the substrate a hardenable urea-containing resin precondensate selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates with a salt of a weak organic base with a semi-amide formed from an ethylene-medicarboxylic acid and an amine in an amount of from about 1020% by weight of the precondcnsate.
• Textile material having impregnated therein a hardened urea-containing resin resistant to tearing, creasing, washing action and attack by chlorine, produced by heat hardening a hardenable urea-containing resin precondensate selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates impregnated in the textile material, with a salt of a weak organic base with a semi-amide formed from an ethylene-a,5-dicarboxylic acid and an amine in an amount of from about -20% by weight of the precondensate.
• a hardenable urea-containing resin precondensate selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates impregnated in the textile material, with a salt of a weak organic base with a semi-amide formed from an ethylene-a,5-dicarboxylic acid and an amine in
• Hardened urea-containing resin composition containing a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein a salt of a weak organic base with a semi-amide formed from an ethyleneedicarboxylic acid and an amine, in an amount of from about 10-20% by weight of the resin precondensate.
• a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein a salt of a weak organic base with a semi-amide formed from an ethyleneedicarboxylic acid and an amine, in an amount of from about 10-20% by weight of the resin precondensate.
• composition according to claim wherein the weak organic base is melamine.
• composition according to claim 15 wherein the amine used to form the semi-amide is selected from the group consisting of aliphatic amines and cyclic amines.
• composition according to claim 15 wherein the semi-amide is an N-substituted ethylene-afi-dicarboxylic acid semi-amide.
• Hardened urea-containing resin composition containing a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein maleamic acid melamine salt, in an amount of from about 10-20% by weight of the resin precondensate.
• a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein maleamic acid melamine salt, in an amount of from about 10-20% by weight of the resin precondensate.
• Hardened urea-containing resin composition containing a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein N-B-ethoxy maleamic acid melamine salt, in an amount of from about 10-20% by weight of the resin precondensate.
• a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein N-B-ethoxy maleamic acid melamine salt, in an amount of from about 10-20% by weight of the resin precondensate.
• Hardened urea-containing resin composition containing a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein melamido-maleamic acid melamine salt, in an amount of from about 10-20% by weight of the resin precondensate.
• a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein melamido-maleamic acid melamine salt, in an amount of from about 10-20% by weight of the resin precondensate.
• Hardened urea-containing resin composition containing a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein the melamine salt of 1,2-bis- (maleamic acid)-ethylene, in an amount of from about 10-20% by weight of the resin precondensate.
• a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein the melamine salt of 1,2-bis- (maleamic acid)-ethylene, in an amount of from about 10-20% by weight of the resin precondensate.
• Hardened urea-containing resin composition containing a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein N-cyclohexyl maleamic acid melamine salt, in an amount of from about 10-20% by weight of the resin precondensate.
• a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and having incorporated therein N-cyclohexyl maleamic acid melamine salt, in an amount of from about 10-20% by weight of the resin precondensate.
• Hardened urea-containing resin composition containing a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and havi-ng incorporated therein semi-substituted morpholino maleic acid, in an amount of from about 10-20% by weight of the resin precondensate melamine salt.
• a heat hardened member selected from the group consisting of urea-, melamineand ethylene-urea-formaldehyde-precondensates, impregnated on a substrate and havi-ng incorporated therein semi-substituted morpholino maleic acid, in an amount of from about 10-20% by weight of the resin precondensate melamine salt.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Compositions Of Macromolecular Compounds (AREA)

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ID=7016759

Family Applications (1)

Country Status (6)

Cited By (2)

Citations (1)

• 0
  • BE BE596961D patent/BE596961A/xx unknown
  • NL NL257865D patent/NL257865A/xx unknown
• 1959
  • 1959-11-12 DE DEC20153A patent/DE1107633B/de active Pending
• 1960
  • 1960-11-02 CH CH1229660A patent/CH369105A/de unknown
  • 1960-11-11 GB GB38874/60A patent/GB947648A/en not_active Expired
  • 1960-11-14 US US69228A patent/US3060061A/en not_active Expired - Lifetime

Patent Citations (1)

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