US3224991A - Finishing process and composition comprising ethylenetriazine-urea-formaldehyde resin, melamine-formaldehyde resin and urea-formaldehyde resin - Google Patents

Finishing process and composition comprising ethylenetriazine-urea-formaldehyde resin, melamine-formaldehyde resin and urea-formaldehyde resin Download PDF

Info

Publication number
US3224991A
US3224991A US246354A US24635462A US3224991A US 3224991 A US3224991 A US 3224991A US 246354 A US246354 A US 246354A US 24635462 A US24635462 A US 24635462A US 3224991 A US3224991 A US 3224991A
Authority
US
United States
Prior art keywords
urea
fabric
formaldehyde resin
melamine
ethylenetriazine
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
US246354A
Inventor
Wilfert Gustav
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.)
Akzona Inc
Original Assignee
American Enka 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 American Enka Corp filed Critical American Enka Corp
Application granted granted Critical
Publication of US3224991A publication Critical patent/US3224991A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08L61/30Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic and acyclic or carbocyclic compounds
    • 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
    • D06M15/227Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
    • 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
    • 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
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423Amino-aldehyde resins
    • 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
    • Y10T442/2369Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
    • Y10T442/2385Improves shrink resistance
    • 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
    • Y10T442/2369Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
    • Y10T442/2393Coating or impregnation provides crease-resistance or wash and wear characteristics

Definitions

  • This invention relates generally to the production of rayon lining material and more particularly to a finishing process and composition for producing nonshrinking rayon lining material having an improved crease recovery.
  • Wash-and-wear clothing made of fabrics comprising blends of synthetic yarns and wool or cotton does not shrink from laundering and needs little or no ironing.
  • the use to an increasing extent of such clothing requires an adequate supply of nonshrinking accessories of washand-wear quality, such as stiffening material, sewing yarn, and especially lining fabrics.
  • nonshrinking accessories of washand-wear quality such as stiffening material, sewing yarn, and especially lining fabrics.
  • cotton and rayon fabrics have been made shrink and crease resistant by finishing them with mixtures of various types of resins.
  • these treatments also result in a considerable deterioration of the physical properties of the fabrics. In particular, abrasion resistance and folding number are reduced considerably. Thus, the fabric becomes weak and brittle and consequently useless.
  • Another object of this invention is to provide a finishing process and composition for making cellulosic fabrics shrink resistant and having high crease recovery without substantially reducing the abrasion resistance and folding number of the fabric.
  • Still another object of this invention is to provide a finishing process and composition for rendering cotton and rayon fabric shrink and crease resistant without causing the fabric to become weak and brittle.
  • the cellulosic fabrics are treated with a composition comprising a mixture of 85-95 grams per liter ethylenetriazine-urea resin, 25-35 grams per liter melamine resin, and a very small amount of an urea resin in an aqueous medium and in the presence of a wash-fast substance which imparts improved hand and firmness, a wetting agent, a wash-fast hydrophobic softening agent, and a diammonium phosphate catalyst.
  • an organic complexing agent may be used if desired.
  • an exceptionally good finishing effect not heretofore obtained is produced, resulting in cellulosic fabrics that are very suitable for use as lining material in the manufacture of wash-and-wear clothing.
  • a critical feature of the finish composition is its very low urea resin content which must be maintained between 3,224,991 Patented Dec. 21, 1965 10 and 12 grams per liter of finishing bath. This is in contrast with known finish compositions using 60 to grams per liter to increase wet strength and shrink-fastness, and to grams per liter with an added catalyst for obtaining crease resistance and a wash-fastness. Surprisingly, the same finishing effects, particularly greater dry crease recovery, are obtained using a fraction of the commonly used amount of urea resin. Moreover, by thus considerably reducing the amount of urea resin, the undesirable action thereof on the fabric is avoided. This is of decisive importance for producing a practical fabric.
  • the desirable effect of the finishing process is attributed to the fact that the various known finishing agents used together surprisingly complement each other and that any unfavorable effects which result from their use are avoided by using very critical amounts.
  • ethylenetriazine-urea resin by itself produws good resistance to shrinkage and a satisfactory wet crease recovery, but poor dry crease recovery.
  • the urea resin necessary to improve the dry crease recovery impairs the other properties of the fabric, particularly, considerably reducing the folding number if used in the customary amount. By reducing that amount, these drawbacks are eliminated and it is still possible when used in combination with ethylenetriazine-urea resin in critical quantities to produce the desired dry crease recovery in the fabric.
  • the melamine component of the mixture further improves the wet crease recovery and favorably influences the hand as well as the Wash-fastness of the finishing effect.
  • addition of an organic complexing agent to the finish solution contributes to the improvement of the fabric properties, and the presence of a wash-fast substance to impart hand and firmness improves the character of the fabric, particularly the abrasion resistance.
  • Abrasion resistance and hand are also improved by a softening agent, for example, polyethylene imine.
  • Knittex CR neu The ethylenetriazine-urea resins used in the present in vention, identified by the trade name Knittex CR neu, correspond to the following type formula.
  • the ethylenetriazine ureas are mainly present in the monomolecular phase and react with the cellulose by splitting off water on the methylol groups.
  • the urea resins utilized in the present invention identified by the Sandoz carbamide composition Finish EN, belong to the so-called aminoplasts. These compounds are of the synthetic resin type and are obtained by the condensation of urea or thiourea and formaldehyde. Addition of the urea to formaldehyde produces a mixture of monomethylol urea, dimethylol urea, trimethylol urea, and tetramethylol urea. By increasing the amount of formaldehyde added, the composition of the mixture shifts toward the polymethylol compounds. In the desired reaction, one mole of urea is reacted with 2 to 3 moles of formaldehyde.
  • one methylol group reacts with one amino or imino group of the urea While splitting off water. This reaction may result in linear, branched, or cross-linked macromolecules, as is illustrated by the following equations.
  • the melamine resins useful in the present invention are those of the type referred to by the trade name Knittex MM.
  • the primary reaction is the addition of formaldehyde to form methylol groups, which continue to react, forming methylene ether bridges in an intermolecular fashion, or methylene bridges with NH or NH radicals.
  • the molar ratios of melamine/formaldehyde are generally between 1:3 to 1:6, with the properties of the resins being more or less dependent upon the number of bonded methylol groups.
  • the ethylenetriazine-urea resins and the melamine resins used in the present invention are products of Chemische Fabrik Pfersee.
  • the urea resin of the present invention identified by trade name Finish EN, is a product of Sandoz, Inc.
  • a typical wetting agent which may be used in the present invention is Nekanil LN, an alkylphenol polyglycolether produced by Badische Anilinand Soda-Fabrik A.G.
  • Typical of washfast hydrophobic softening agents which may be used in the present invention are Primenit VS, an octadecyl ethylene urea produced by Farbwerke Hoechst and Phobol PS (111), a dispersed synthetic resin made by Chemische Fabrik Pfersee and described in Lindners Tenside-Textilhesstoff-Waschrohstoife, 1964.
  • Particular polyacrylic ester dispersions and polyethylene dispersions which may be used in the present invention are Perapret HV and Perapret TX-1233, respectively, produced by Badische Anilinand Soda-Fabrik A.G.
  • an organic chelating or complexing agent it may be desirable to use an organic chelating or complexing agent to improve fabric properties.
  • Trilon B a sodium ethylenediamine tetra-acetate produced by Badische Anilinand Soda- Fabrik A.G.
  • Diamm-onium phosphate has been found to be a particularly suitable catalyst.
  • magnesium chloride, zinc chloride, or zinc nitrate were customarily HOHzC CI'IgO H used.
  • Such catalysts caused a high decrease in strength of the fabrics in contrast to diammonium phosphate which has only a mild effect, so that the fabric is not damaged as a result of a too violent condensation reaction of the finishing agents.
  • definite conditions must be observed in connection with the retreatment of the fabric and passage of the fabric through the machine. Particular attention must be paid to the reaction temperature, which must be chosen such that after pre-drying, a certain amount of moisture is left in the fabric.
  • EXAMPLE I An aqueous finishing bath was prepared containing the following agents per liter of solution. grams ethylenetriazine-urea resin (Knittex CR neu), 30 grams melamine resin (Knittex MM), 10 grams urea resin (Finish EN), 70 grams polyacrylic ester dispersion (Perapret HV), 2 grams wetting agent (Nekanil LN), 0.8 gram sodium ethylenediaminetetra acetate (T rilon B), 8 grams wash-fast hydrophobic softening agent (Phobol PS 111), 6 grams diamrnonium phosphate.
  • a rayon fabric was conventionally washed, preferably using an anionic detergent and thereafter dyed and dried between 90 and C. Finish was applied to the material by padding on a fowlard with a squeezing effect of about 75%. Subsequently the fabric was dried at about 70 C, such that about 10% of the moisture was retained. Thereafter, the material was cured for eight minutes at C. while in a relaxed state so as to allow the fabric to shrink freely. Subsequently, the cloth was calendered at 40 to 60 C. to obtain a satisfactory hand. Alternatively, a fine material having a good band may be obtained if after pre-drying and application of the finish, the fabric is calendered and then subjected to curing.
  • n( nshrink fabrics having improved crease recovery without loss in abrasion resistance.
  • the fabrics may be washed in any conventional manner at customary washing temperatures and have an excellent hand after drying. Because of their improved properties, they need not be ironed and thus may be used advantageously as lining material in Wash-and-wear clothing.
  • a process for producing nonshrinking rayon fabric having a high degree of crease recovery comprising fininshing the fabric with an aqueous solution containing a mixture of 85 to 95 grams per liter of an ethylenetriazine-urea resin having as its principal reactive component molecules of the formula H2CCH2 N 1'12C-CH2 l l I-IO.HQO.N NC CN N-CHzOH O (I!
  • a composition of matter comprising an equeous solution containing to grams per liter of an ethylenetriazine-urea resin having as its principal reactive component molecules of the formula 25 to 35 grams per liter of a melmamine resin having as its principal reactive components molecules of the formulae r urcmon o l C NIICI ⁇ QOI'I Trimethylol melamine HOHzQNDH OII Hexamethylol melamine 25 to 35 grams per liter of a melmarnine resin having as 1ts prmclpal reactive components molecules of the formulae NH.
  • a finishing composition for use in imparting shrink resistance and high crease recovery to cellulosic fabrics comprising an aqueous solution containing 85 to 95 grams per liter of an ethylenetriazine-urea resin having as its principal reactive component molecules of the formula 25 to 35 grams per liter of a melamine resin having as its principal reactive components molecules of the formulae Trimethylol melamine and I'IOH2C.1 ⁇

Landscapes

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

Description

United States Patent 3,224,991 FlNlidlfllNG PRUCESS AND CQMPGSHEGN C(BM- lPRllSlNG ETHYLENETRTAZlNE-UREA-FURR HAL- DEHYDE ll tESlN, MELAMlNE-FQRMALDEl-IYDE RESIN AND UREATURMALDEHYDE RlEtllN Gustav Wilfert, l/luppertal-Elberfeld, Germany, assignor to American Erika Corporation, Erika, N.C., a corporation of Delaware l lo Drawing. Filed Dec. 21, 1962, Ser. No. 246,354 Claims priority, application Germany, .lan. 4, W62, V 21,830 7 Claims. (Cl. 26029.4)
This invention relates generally to the production of rayon lining material and more particularly to a finishing process and composition for producing nonshrinking rayon lining material having an improved crease recovery.
Wash-and-wear clothing made of fabrics comprising blends of synthetic yarns and wool or cotton does not shrink from laundering and needs little or no ironing. The use to an increasing extent of such clothing requires an adequate supply of nonshrinking accessories of washand-wear quality, such as stiffening material, sewing yarn, and especially lining fabrics. Of the cellulosic fabrics suitable for this latter purpose, cotton and rayon fabrics have been made shrink and crease resistant by finishing them with mixtures of various types of resins. However, these treatments also result in a considerable deterioration of the physical properties of the fabrics. In particular, abrasion resistance and folding number are reduced considerably. Thus, the fabric becomes weak and brittle and consequently useless.
It is therefore an object of this invention to provide a finishing process and composition for producing nonshrink and crease resistant fabrics and yarn which eliminate or at least minimize the aforementioned disadvantages.
Another object of this invention is to provide a finishing process and composition for making cellulosic fabrics shrink resistant and having high crease recovery without substantially reducing the abrasion resistance and folding number of the fabric.
Still another object of this invention is to provide a finishing process and composition for rendering cotton and rayon fabric shrink and crease resistant without causing the fabric to become weak and brittle.
These and other objects will become apparent from the following detailed description.
It has now been found possible to finish rayon and cotton fabrics without appreciably impairing their physical characteristics in a novel, advantageous manner such that their shrinkage does not exceed the permissible limit of about 1% when washed at 40 C. and that are satisfactorily smooth after washing, so that they need not be ironed. In accordance with the invention, this is achieved by applying to the fabric a novel combination of textile finishes and auxiliaries in very critical proportions. The cellulosic fabrics are treated with a composition comprising a mixture of 85-95 grams per liter ethylenetriazine-urea resin, 25-35 grams per liter melamine resin, and a very small amount of an urea resin in an aqueous medium and in the presence of a wash-fast substance which imparts improved hand and firmness, a wetting agent, a wash-fast hydrophobic softening agent, and a diammonium phosphate catalyst. Simultaneously, an organic complexing agent may be used if desired. Surprisingly, an exceptionally good finishing effect not heretofore obtained is produced, resulting in cellulosic fabrics that are very suitable for use as lining material in the manufacture of wash-and-wear clothing.
A critical feature of the finish composition is its very low urea resin content which must be maintained between 3,224,991 Patented Dec. 21, 1965 10 and 12 grams per liter of finishing bath. This is in contrast with known finish compositions using 60 to grams per liter to increase wet strength and shrink-fastness, and to grams per liter with an added catalyst for obtaining crease resistance and a wash-fastness. Surprisingly, the same finishing effects, particularly greater dry crease recovery, are obtained using a fraction of the commonly used amount of urea resin. Moreover, by thus considerably reducing the amount of urea resin, the undesirable action thereof on the fabric is avoided. This is of decisive importance for producing a practical fabric. Furthermore, to obtain a nonshrinking fabric having high wet crease recovery, it is necessary to adhere to the aforementioned critical concentrations of ethylenetriazine-urea resin and melamine resin in the finishing bath. For example, the use of 80 grams per liter ethylenetriazine-urea resin results in fabric having insufficient resistance to shrinkage and poor Wet crease recovery.
The desirable effect of the finishing process is attributed to the fact that the various known finishing agents used together surprisingly complement each other and that any unfavorable effects which result from their use are avoided by using very critical amounts. Thus, for example, ethylenetriazine-urea resin by itself produws good resistance to shrinkage and a satisfactory wet crease recovery, but poor dry crease recovery. However, the urea resin necessary to improve the dry crease recovery impairs the other properties of the fabric, particularly, considerably reducing the folding number if used in the customary amount. By reducing that amount, these drawbacks are eliminated and it is still possible when used in combination with ethylenetriazine-urea resin in critical quantities to produce the desired dry crease recovery in the fabric. The melamine component of the mixture further improves the wet crease recovery and favorably influences the hand as well as the Wash-fastness of the finishing effect. Unexpectedly, addition of an organic complexing agent to the finish solution contributes to the improvement of the fabric properties, and the presence of a wash-fast substance to impart hand and firmness improves the character of the fabric, particularly the abrasion resistance. Abrasion resistance and hand are also improved by a softening agent, for example, polyethylene imine.
The ethylenetriazine-urea resins used in the present in vention, identified by the trade name Knittex CR neu, correspond to the following type formula.
The ethylenetriazine ureas are mainly present in the monomolecular phase and react with the cellulose by splitting off water on the methylol groups.
The urea resins utilized in the present invention, identified by the Sandoz carbamide composition Finish EN, belong to the so-called aminoplasts. These compounds are of the synthetic resin type and are obtained by the condensation of urea or thiourea and formaldehyde. Addition of the urea to formaldehyde produces a mixture of monomethylol urea, dimethylol urea, trimethylol urea, and tetramethylol urea. By increasing the amount of formaldehyde added, the composition of the mixture shifts toward the polymethylol compounds. In the desired reaction, one mole of urea is reacted with 2 to 3 moles of formaldehyde. During the formation of methylene bridges, one methylol group reacts with one amino or imino group of the urea While splitting off water. This reaction may result in linear, branched, or cross-linked macromolecules, as is illustrated by the following equations.
A more detailed explanation of the mechanism of the formation of urea resins may be found in Ullmanns Encyklopaedie der technischen Chemie, 1953, vol. 3, page 475.
The melamine resins useful in the present invention are those of the type referred to by the trade name Knittex MM. As in the case of urea, the primary reaction is the addition of formaldehyde to form methylol groups, which continue to react, forming methylene ether bridges in an intermolecular fashion, or methylene bridges with NH or NH radicals. The molar ratios of melamine/formaldehyde are generally between 1:3 to 1:6, with the properties of the resins being more or less dependent upon the number of bonded methylol groups. Although cross-linking and branched polymerization may occur during the formation of the resins, the basic components of the reaction important to the present invention are trimethylol melamine and hexamethylol melamine. The structure of the two compounds is shown by the following formulae:
NI-LCH OH Trimethylol melamine HOH JTLCI-I O H Hexamethylol melamine For further information on the reaction which occurs during the formation of the melamine resins of the present invention, reference may be had to Encyklopaedie der technischen Chemie, 1953, vol. 3, page 487.
The ethylenetriazine-urea resins and the melamine resins used in the present invention, identified by trade names Knittex CR neu and Knittex MM respectively, are products of Chemische Fabrik Pfersee. The urea resin of the present invention, identified by trade name Finish EN, is a product of Sandoz, Inc.
A typical wetting agent which may be used in the present invention is Nekanil LN, an alkylphenol polyglycolether produced by Badische Anilinand Soda-Fabrik A.G. Typical of washfast hydrophobic softening agents which may be used in the present invention are Primenit VS, an octadecyl ethylene urea produced by Farbwerke Hoechst and Phobol PS (111), a dispersed synthetic resin made by Chemische Fabrik Pfersee and described in Lindners Tenside-Textilhilfsmittel-Waschrohstoife, 1964. Particular polyacrylic ester dispersions and polyethylene dispersions which may be used in the present invention are Perapret HV and Perapret TX-1233, respectively, produced by Badische Anilinand Soda-Fabrik A.G. Depending on the hardness or softness of the Water, it may be desirable to use an organic chelating or complexing agent to improve fabric properties. One particular such agent found useful is Trilon B, a sodium ethylenediamine tetra-acetate produced by Badische Anilinand Soda- Fabrik A.G.
Diamm-onium phosphate has been found to be a particularly suitable catalyst. Heretofore, magnesium chloride, zinc chloride, or zinc nitrate were customarily HOHzC CI'IgO H used. Such catalysts caused a high decrease in strength of the fabrics in contrast to diammonium phosphate which has only a mild effect, so that the fabric is not damaged as a result of a too violent condensation reaction of the finishing agents. When carrying out the finishing process of the invention, definite conditions must be observed in connection with the retreatment of the fabric and passage of the fabric through the machine. Particular attention must be paid to the reaction temperature, which must be chosen such that after pre-drying, a certain amount of moisture is left in the fabric.
For purposes of illustrating the invention and not by Way of limitation, the following examples are given.
EXAMPLE I An aqueous finishing bath was prepared containing the following agents per liter of solution. grams ethylenetriazine-urea resin (Knittex CR neu), 30 grams melamine resin (Knittex MM), 10 grams urea resin (Finish EN), 70 grams polyacrylic ester dispersion (Perapret HV), 2 grams wetting agent (Nekanil LN), 0.8 gram sodium ethylenediaminetetra acetate (T rilon B), 8 grams wash-fast hydrophobic softening agent (Phobol PS 111), 6 grams diamrnonium phosphate.
A rayon fabric was conventionally washed, preferably using an anionic detergent and thereafter dyed and dried between 90 and C. Finish was applied to the material by padding on a fowlard with a squeezing effect of about 75%. Subsequently the fabric was dried at about 70 C, such that about 10% of the moisture was retained. Thereafter, the material was cured for eight minutes at C. while in a relaxed state so as to allow the fabric to shrink freely. Subsequently, the cloth was calendered at 40 to 60 C. to obtain a satisfactory hand. Alternatively, a fine material having a good band may be obtained if after pre-drying and application of the finish, the fabric is calendered and then subjected to curing.
Additional properties of the rayon fabric and the results obtained from the above finishing operation are set forth in the table below as compared with an identical unfinished grey rayon fabric.
Table Grey Finished Properties and results rayon rayon fabric fabric Yarn-denierlfilaments2 Var 100/40 100/40 Weft 100/40 100/40 Threads/em 53/31 53/32 Fabric weight, g./rr1. 90 Fabric strength, kg./5 ern.(dry) 41. 9/26. 2 48. 8/28. 9 Fabric strength, kg./5 cm. (wet) 20. 9/12. 4 29. 1/16. 3 Relative wet strength, percent 48. 6 58. 5 Elongation, percent (dry) 20. 6 20. 2 Elongation, percent (wet) 28.3 22. 8 Folding number 3,890 4, 683
rease RecoveryUnwashe Dry (DIN 53890) after 5 min 1 23 51. 5 Dry (DIN 53890) after 60 min 39. 5 71 Wet (Tootal Method) after 3 min 106 140. 5 Dimensional change in percent; after mild washing (drum):
1 wash +0.6 2 washes 3. 5 +0. 6 5 washes +0. 2 Dimensional change in percent after washing at; the boil (drum):
1 wash +0.2 2washes 0.4 5 washes 1.4 Degree of swelling, percent 76. 5 52. 1 Change in strength, percent +0.5 12.3
EXAMPLE II An aqueous finishing bath was prepared containing the following ingredients per liter of solution.
Rayon fabric was treated identically as set forth in Example I, except that the above finish solution was employed. The resultant fabric was shrink resistant and had a high crease recovery without any impairment of physical properties.
From the foregoing examples, it can be seen that applicants finishing process and composition produces n( nshrink fabrics having improved crease recovery without loss in abrasion resistance. The fabrics may be washed in any conventional manner at customary washing temperatures and have an excellent hand after drying. Because of their improved properties, they need not be ironed and thus may be used advantageously as lining material in Wash-and-wear clothing.
Considerable variations in the process and composition will be apparent to those skilled in the art without departing from the spirit and scope of the invention. It is therefore intended that the invention be limited only as set forth in the following claims.
What is claimed is:
1. A process for producing nonshrinking rayon fabric having a high degree of crease recovery comprising fininshing the fabric with an aqueous solution containing a mixture of 85 to 95 grams per liter of an ethylenetriazine-urea resin having as its principal reactive component molecules of the formula H2CCH2 N 1'12C-CH2 l l I-IO.HQO.N NC CN N-CHzOH O (I! O 25 to 35 grams per liter of a melmamine resin having as its principal reactive components molecules of the formulae NELCI-IzOH Trimethylol melamine and IIOIIZCJTLCHZOII C 1101110 N N Hexamethylol melamine and 12 grams per liter or a urea resin condensation product of urea and formaldehyde in the presence of a washfast substance to impart hand and firmness, a wetting agent, a wash-fast hydrophobic softening agent and a catalytic amount of diammonium phosphate, drying the fabric to a low moisture content, curing the thus dried fabric, and calendering the fabric to obtain a satisfactory hand.
and
2. The process of claim 1 in. which a small amount of an organic complexing agent is present in the finishing solution.
3. The process of claim 2 in which the organic complexing agent is sodium ethylenediamine tetra acetate.
4. A composition of matter comprising an equeous solution containing to grams per liter of an ethylenetriazine-urea resin having as its principal reactive component molecules of the formula 25 to 35 grams per liter of a melmamine resin having as its principal reactive components molecules of the formulae r urcmon o l C NIICI{QOI'I Trimethylol melamine HOHzQNDH OII Hexamethylol melamine 25 to 35 grams per liter of a melmarnine resin having as 1ts prmclpal reactive components molecules of the formulae NH. 0 H2 0 H N N Trimcthylol melamine and at am HOHzC N CH2OH Hexamethylol melamine and 10 to 12 grams per liter of a urea resin condensation product of urea and formaldehyde.
6. A finishing composition for use in imparting shrink resistance and high crease recovery to cellulosic fabrics comprising an aqueous solution containing 85 to 95 grams per liter of an ethylenetriazine-urea resin having as its principal reactive component molecules of the formula 25 to 35 grams per liter of a melamine resin having as its principal reactive components molecules of the formulae Trimethylol melamine and I'IOH2C.1\|I.CI{2OH HOHeC N N CH OH Hexamethylol melamine 8 liter of an ethylenetriazine-urea resin having as its principal reactive component molecules of the formula HzC-CH N HzO-CH2 25 to 35 grams per liter of a malamine resin having as its principal reactive components molecules of the formulae NH. C H2O II Trimethylol melamine and HOHzQNCHzOH Hexamethylol melamine 10 to 12 grams per liter of a urea resin condensation product of urea and formaldehyde polyacrylic ester dispersion for imparting hand and firmness, a wetting agent, sodium ethylenediamine tetra acetate complexing agent, a Wash-fast hydrophobic softening agent and a catalytic amount of diammonium phosphate.
References Cited by the Examiner UNITED STATES PATENTS 2,524,727 10/1950 Dudley 26021 XR 2,846,337 8/1958 Cooke et al. 260-29.4 XR
MURRAY TILLMAN, Primary Examiner.

Claims (1)

1. A PROCESS FOR PRODUCING NONSHRINKING RAYON FABRIC HAVING A HIGH DEGREE OF CREASE RECOVERY COMPRISING FININSHING THE FABRIC WITH AN AQUEOUS SOLUTION CONTAINING A MIXTURE OF 85 TO 95 GRAMS PER LITER OF AN ETHYLENETRIAZINE-UREA RESIN HAVING AS ITS PRINCIPAL REACTIVE COMPONENT MOLECULES OF THE FORMULA
US246354A 1962-01-04 1962-12-21 Finishing process and composition comprising ethylenetriazine-urea-formaldehyde resin, melamine-formaldehyde resin and urea-formaldehyde resin Expired - Lifetime US3224991A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEV0021830 1962-01-04

Publications (1)

Publication Number Publication Date
US3224991A true US3224991A (en) 1965-12-21

Family

ID=7579439

Family Applications (1)

Application Number Title Priority Date Filing Date
US246354A Expired - Lifetime US3224991A (en) 1962-01-04 1962-12-21 Finishing process and composition comprising ethylenetriazine-urea-formaldehyde resin, melamine-formaldehyde resin and urea-formaldehyde resin

Country Status (8)

Country Link
US (1) US3224991A (en)
AT (1) AT238679B (en)
BE (1) BE625594A (en)
CH (1) CH392450A (en)
DE (1) DE1444135A1 (en)
DK (1) DK104727C (en)
FI (1) FI41264B (en)
NL (1) NL286975A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3531806A (en) * 1966-06-24 1970-10-06 Metro Atlantic Inc Production of durable shaped fabric articles using two-stage curing
US3920868A (en) * 1971-10-22 1975-11-18 Hoechst Ag Process for the manufacture of a chemically bonded non-woven fiber material in sheet form
US3956243A (en) * 1972-12-15 1976-05-11 Ciba-Geigy Corporation Process for flameproofing organic fibre material
US4400284A (en) * 1980-06-12 1983-08-23 Union Oil Company Of California Boron derivatives as lubricant additives

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2524727A (en) * 1947-01-30 1950-10-03 American Cyanamid Co Reaction products of an aldehyde and a triazine derivative
US2846337A (en) * 1955-09-28 1958-08-05 American Cyanamid Co Magnesium chloride catalyst for modified urea resins

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2524727A (en) * 1947-01-30 1950-10-03 American Cyanamid Co Reaction products of an aldehyde and a triazine derivative
US2846337A (en) * 1955-09-28 1958-08-05 American Cyanamid Co Magnesium chloride catalyst for modified urea resins

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3531806A (en) * 1966-06-24 1970-10-06 Metro Atlantic Inc Production of durable shaped fabric articles using two-stage curing
US3920868A (en) * 1971-10-22 1975-11-18 Hoechst Ag Process for the manufacture of a chemically bonded non-woven fiber material in sheet form
US3956243A (en) * 1972-12-15 1976-05-11 Ciba-Geigy Corporation Process for flameproofing organic fibre material
US4400284A (en) * 1980-06-12 1983-08-23 Union Oil Company Of California Boron derivatives as lubricant additives

Also Published As

Publication number Publication date
DK104727C (en) 1966-06-27
AT238679B (en) 1965-02-25
CH1400162A4 (en) 1965-02-15
NL286975A (en) 1900-01-01
CH392450A (en) 1965-09-30
DE1444135A1 (en) 1969-03-27
FI41264B (en) 1969-06-30
BE625594A (en) 1900-01-01

Similar Documents

Publication Publication Date Title
US2191362A (en) Treatment of textile materials
US2329651A (en) Stabilization of knit fabrics
US2426770A (en) Textile finishing composition comprising a methoxymethyl melamine and an aliphatic alcohol having at least eight carbon atoms
US2901463A (en) Compositions, textiles treated therewith and processes for the treatment thereof
US2846337A (en) Magnesium chloride catalyst for modified urea resins
US2898238A (en) Process for treating textiles with ethylene urea-formaldehyde reaction products
US3458869A (en) Method of producing press-free garments and products thereof
US3224991A (en) Finishing process and composition comprising ethylenetriazine-urea-formaldehyde resin, melamine-formaldehyde resin and urea-formaldehyde resin
US3094705A (en) Method for producing a pucker-free seam in a garment
US2504857A (en) Art of imparting crease resistance to cotton fabrics
US3933426A (en) Process for making textiles containing cellulose crease-resistant
US3983269A (en) Durable press composition and process
US2988417A (en) Process for crease-proofing cellulosic fabrics
US3382086A (en) Finishing textile fabric
US3576591A (en) Methylolated cyclic urea compositions containing sodium formate or sodium tetraborate
US3606992A (en) Abrasion and wrinkle resistant cotton containing fabric and method of manufacture
US3026216A (en) Treatment of textile fabrics with methylglycidyl ethers
US3039167A (en) Method for improving the properties of fabrics containing cross-linked regenerated cellulose material
US2622995A (en) Process for resin impregnating cellulosic fabrics
US3676053A (en) Method of modifying fibrous materials
US3378397A (en) Highly alkylolated textile finishing composition and process for treating textile fabric therewith
US2347024A (en) Impregnating composition for textile materials
US3094371A (en) Textile treatment with aminoplast and polyacrylamides and the textile so treated
US4198462A (en) Processes for preparing textile finishing composition and finishing textile materials therewith
US3634019A (en) Metal acetate-acidic catalyst system for cellulosic fabric treatment