Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
• • 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
  • D06M15/63—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing sulfur in the main chain, e.g. polysulfones
• • 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
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/04—Polyester fibers
• • 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
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/08—Oxirane
• • 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
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/11—Isocyanate and carbonate modification of fibers
• • 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
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/21—Nylon

Definitions

• ABSTRACT This invention relates to a process for modifying keratinous material, and, in particular, to a process for rendering the material resistant to shrinkage and to a process for imparting durable press characteristics to the material.
• This process comprises treating the material with a resin having at least two thiol groups per molecule and containing a radical of a polyhydric alcohol, bound to this radical, at least two poly(oxyalkylene) chains, at least two radicals of a thiol-containing aliphatic carboxylic acid or of a thiol-contai ning aliphatic alcohol.
• a sulfur-containing organic compound is used as curing'catalyst a sulfur-containing organic compound is used.
• This invention relates to a process for modifying keratinous material, and, in particular, to a process for rendering the material resistant to shrinkage and to a process for imparting durable press characteristics to the material.
• a number of shrink-resist processes for keratinous material are known, some of which comprise the application of a curable resin or precursor thereof to the material which may be in fabric or fibre form. Shrinkresist processes stabilize the dimensions of keratinous materials against shrinkage due to felting.
• Durable press processes for keratinous material are also known and many of them employ resins the same or similar to those in shrink-resist processes.
• the desired shape is imparted to the keratinous material before the resin is cured and then curing is allowed to take place whilst the material is maintained in the desired shape, e.g. in form of creases or pleats.
• the resin is applied after the desired shape is imparted to the material.
• Durable press processes stabilize the shape and surface smoothness of the material against the effect of agitation in the presence of aqueous solutions.
• the desired shape maybe imparted to the material, before or after treatment, by well known methods involving the use of setting agents such as water, reducing agents, and bases.
• a desirable, though not essential, feature of shrinkresist and durable press processes is that the keratinous material so treated should be washable in domestic washing machines. To be machine-washable the finish on the treated material should withstand vigorous agitation in warm or hot water containing detergents, and
• the present invention provides aprocess for modifying keratinousmaterial, which comprises i. treating the material with a resin'having at least two thiol groups per molecule and containing a. a radical of a polyhydric alcohol,
• This invention also provides keratinous material having thereon a polythiol resin as aforesaid and a catalyst as aforesaid, and keratinous material havingthereon a polythiol resin as aforesaid cured in the presence of a said catalyst.
• the polythiol preferably containsthree to six thiol groups per molecule. Especially good results have been obtained with resins containing three or fourthiol groups per molecule.
• Preferred polythiols are those having arnolecular weight between 400 and 10,000, particularly those of formula,
• n, p, and q each represent positive integers
• m is an integer of atleast 1 and may have different valuesin each of the p and (q-l) chains, n is at most 2, a p is atleast 2 and at most 6,
• each alkylene group contains a chain of at least2 and at most 6 carbon atoms betweenconsecutive oxygen atoms
• 'R represents an aliphatic radical containing at least 2 carbon atoms
• X represents an aliphatic radical containing at least one thiol group.
• the oxyalkylene units in individual .poly(oxyalkylene) chains may be different, and they maybe substituted if desired, e.g. by phenyl or chloromethyl groups.
• R alkylene, m, p, and q have the meanings previously assigned, and r is a positive integer which may be as high as 18 or even 24.
• alkylene, m, and u have the meanings previously assigned
• PI is an integer of at least 3 and at most 6, and R, represents an aliphatic hydrocarbon radical having at least three and at most six carbon atoms.
• thiol-terminated poly(alkylene oxide) esters are readily prepared by the reaction of a polyhydric alcohol with an alkylene oxide followed by esterification of the terminal hydroxyl groups with a mercaptocarboxylic acid.
• Suitable polyhydric alcohols include ethylene glycol, poly(oxyethylene) gylcols, propylene glycol, poly(oxypropylene) gylcols, propane-1,3-diol, poly(epichlorohydrin)s, butane-l,2-diol, butane-1,3-diol, butanel ,4-diol, butane-2,3-diol, poly(oxy-l ,1- dimethylethylene) glycols, poly(tetrahydrofuran)s, glycerol, l ,l l trimethylolethane, l,l l trimethylolpropane, hexane-1,2,5-triol, hexane-l,2,6 triol, pentaerythritol, dipentaerythritol, mannitol, sorbitol, and adducts of alkylene oxides with ammonia or
• Suitable alkylene oxides include ethylene oxide, propylene oxide, and, less preferably, the butylene oxides, epipchlorohydrin or tetrahydrofuran. If desired, the polyhydric alcohol may 4. be treated with one alkylene oxide, said propylene oxide, and then tipped" with a different alkylene oxide. such as ethylene oxide.
• the preferred mercaptocarboxylic acids for the esterification are thioglycollic acid (2-mercaptoacetic acid), 2-mercaptopropionic acid, and 3-mercaptopropionic acid, but other mercaptomonocarboxylic acids which may be used include 2-mercaptoundecylic acid and Z-mercaptostearic acid.
• Polythiol esters most preferred for the purposes of the present invention are those obtained from glycerol, propylene oxide, and thioglycollic acid, i.e. of formula 0H,- 0 031mm oidfi'fijii' H-(OCaHoMOCOClLSH H,(oo,H.)moo0oH2sH VII where m has the meaning previously assigned, having a molecular weight within the range 1,000 to 5,000.
• Such resins are commercially available.
• the second class of thio'l-terminated poly(alkylene oxides) includes those ethers of formula VIII in which R, denotes OH, --(O-alkylene ),OH, --O.CO.C,,H-
• R alkylene, m, p, q, and u have the meanings previously assigned
• v is an integer of at least l and may have different values in each of the p chains.
• Th oxyalkylene units in the individual poly(oxyalkylene) chains may likewise be different, but are preferably the same, and may be substituted if desired by e.g., phenyl or chloromethyl groups.
• ethers Preferred among such ethers are those which are also of formula in which alkylene, R,, m, R,, p,, and q have the meanings previously assigned, and further preferred are those of the formula (O-alkylone) OCH CHCH SH s] 1 1 a p, X
• the particularly preferred ethers, of formula 1 [(OCtHmmOCH CHCILSH] in which R,, t, m, and p have the meanings previously assigned, are also commercially available.
• the ethers of formula Vlll in which R, denotes OH may be prepared in a known manner by reaction of an alkylene oxide with a polyhydric alcohol, etherification of the hydroxyl groups of the product with epichlorohydrin, and treatment with sodium hydrosulphide to replace the chlorine by a sulphhydryl group (see US. Pat. No. 3,258,495, and United Kingdom Specifications Nos. 1076725 and 1144761).
• Ethers of formula CtHmvOH XII in which R t, m, v, and p, have the meanings previously assigned, are likewise particularly preferred.
• Ethers of formula VII] in which R denotes -(O- alkylene ),,OH may be prepared by treating the product which is obtained from epichlorohydrin, the alkylene oxide and the polyhydric alcohol, first with an alkylene oxide, and then with sodium hydrosulphide (see United Kingdom Specification No. 1144761).
• the most preferred ethers are those of formula H XIII XIV wherein M represents a metal atom, or an ammonium group which may be substituted, b represents l or 2 and is the available valency of M, X and X either each represent an alkyl group containing one to six carbon atoms (which may be sub- 6 stituted by a mononuclear aryl group), a cycloalkyl group containing three to eight carbon atoms, or a mononuclear aryl group,
• X and X together denote an alkylene chain of two to six carbon atoms which may be substituted by one or more alkyl groups each containing one to six carbon atoms,
• the two groups X may together represent an alkylene chain of two to six carbon atoms linking the N atoms of the two dithiocarbamate groups, in which case both groups X represent hydrogen atoms,
• X and X together represent an alkylene group of two to six carbon atoms in which case X and X each represent hydrogen atoms, or
• Preferred catalysts used according to the present invention are compounds of formula XlV in which X and X are the same and each represents an alkyl group of one to four carbon atoms and M represents sodium, nickel, copper, or zinc, and complexes of these compounds with secondary alkylamines; compounds of formula XIV in which b represents 2 and the two groups X together denote an ethylene group, the two groups X each represent a hydrogen atom, and M represents zinc or manganese; compounds of formula XIV in which M represents a piperidinium group, and X and X together denote a chain -(CH,),, to form with the indicated nitrogen atom a piperidino group; compounds of formula XV in which X and X are the same and each represents an alkyl group containing from one to four carbon atoms; the compounds of formula XV in which X and X together represent a pentamethylene chain and w represents 1, 2,or 4; the compounds of formula XVI in which X and X together
• the amount of catalyst applied may vary depending upon the nature of the polythiol, the keratinous material, the desired rate of cure, and other factors, but is generally within the range 0.1 to 20 percent by weight, and preferably 2 to percent by weight, on the weight of the polythiol.
• the treatment according to the invention whether to achieve shrink-resist or durable press results, provides fibres or garments which have an excellent handle and which will withstand washing in machines and still retain their original dimensions and shape.
• the treated material also has good recovery from wrinkling, which is an important attribute in fabrics employed in trousers, where there is a strong tendency to wrinkles in the areas of the knee and back of the knee.
• wrinkle-resistance is an important advantage in many garments.
• the process according to the invention as well as inhibiting or preventing felting shrinkage, also inhibits or prevents relaxation shrinkage, which is an important problem associated with knitted goods, and thus the present process finds particular application in the shrink-resist treatment of knitted goods.
• keratinous material as used throughout this specification includes all forms of keratinous fibres or fabrics and garments made therefrom, e.g. fleeces, tops, card sliver, noils, yarns, threads, pile fabrics, nonwoven fabrics, woven fabrics and knitted goods. In most cases the treatment will be applied to fabrics or made-up garments through it is quite feasible, and may be desirable in some circumstances, to shrink-resist fibres, e.g. in the form of tops.
• the material to be treated can consist either wholly of keratinous fibres or of blends of these fibres with synthetic fibrous and filamentary material such as polyamides, polyesters, and poly(acrylonitrile), and with cellulosic and regenerated cellulosic material. In general, however, the material should contain at least 30 percent by weight of keratinous fibres and better results are obtained with 100 percent keratinous fibre-containing material.
• the keratinous material may be virgin or reclaimed: preferably, though not exclusively, it is sheeps wool. It may also be derived from alpaca, cashmere, mohair, vicuna, guanaco, camel hair, and llama, or blends of these materials with sheep's wool.
• the polythiols may be used, if desired, with other resins or resin-forming materials, such as aminoplasts, epoxy resins (i.e. substances containing, on average more than one l,2-epoxide group per molecule) and polyisocyanates.
• resins or resin-forming materials such as aminoplasts, epoxy resins (i.e. substances containing, on average more than one l,2-epoxide group per molecule) and polyisocyanates.
• Suitable emulsions can be prepared by dispersing the polythiol in an aqueous plase, using an emulsifying agent such as an adduct of a longchain primary aliphatic amine and ethylene oxide, and optionally, a protective colloid such as sodium carboxymethylcellulose or the sodium salt of a methyl vinyl ether-maleic anhydride copolymer.
• an emulsifying agent such as an adduct of a longchain primary aliphatic amine and ethylene oxide
• a protective colloid such as sodium carboxymethylcellulose or the sodium salt of a methyl vinyl ether-maleic anhydride copolymer.
• organic solvents for example lower alkanols such as ethyl alcohol, lower ketones such as ethyl methyl ketone, benzene, and halogenated hydrocarbon solvents, especially chlorinated and/or fluorinated hydrocarbons containing not more than three carbon atoms such as the dry cleaning solvents, carbon tetrachloride, trichloroethylene, and perchloroethylene.
• the amount of the polythiol used depends on the effect desired. For most purposes from 0.5 to 15 percent by weight based on the material treated is preferred. Stabilization of knitted fabrics usually requires from 1 to 10 percent by weight of the polythiol. A high level of shrink-resistance, crease-setting and substantial resistance to wrinkling can be achieved on woven fabrics with rather smaller quantities, especially, from 1 to 5 percent by weight.
• the hand or handle of the treated material will, of course, depend on the amount of polythiol employed and by simple experiment the least amount of agent required to give the desired effect may readily be determined. Further the construction of the fabric also influences the amount of polythiol required.
• the fibres and fabrics are preferably treated at a pH greater than 7, typically 7.5 to 12: under acid conditions the polythiols tend to cure more slowly.
• Curing of the polythiols is assisted by using elevated temperatures, and if especially rapid results are required then temperatures in the range 40 to lC may be used.
• the resin and catalyst may be applied to the keratinous material in conventional ways. For example, wool tops or fabric may be impregnated by padding the polythiol onto the material or by immersing the material in a solution of the polythiol. Garments or garment pieces may be sprayed with the polythiol, or tumbled in a solution of it in an organic solvent, such as in the dry-cleaning machine with a solution in a drycleaning solvent.
• the fabric may be flat-set before or after treatment with the polythiol, and by this means the fabric will, in addition to retaining substantially its original dimensions, also retain its flat, smooth appearance during wear and after washing. It should be stated, however, that flat-setting may not be necessary or even desirable with certain types of cloth. Flatsetting is normally carried out either by treating the cloth with steam at superatmospheric pressure, or by treating the cloth with steam at atmospheric pressure in the, presence of a setting agent and moisture, and maintaining the cloth in a flat state.
• Flat-setting may also be achieved by applying high concentrations of a reducing agent and a swelling agent the maintaining th cloth in a flat state while washing off the excess reagents.
• flat-setting may be achieved by impregnating the material with a swelling agent and an alkanolamine carbonate, e.g. urea and diethanolamine carbonate, and drying and semi'decatising the material.
• the fabric may be set in the presence of the polythiol, thus effecting setting and shrinkproofing treatments simultaneously.
• a durable press treatment there are a number of ways this may be achieved.
• One method is to treat the material with the polythiol, make the material up into garments or garment pieces and insert therein pleats or creases, using reducing agents, bases, or superheated steam as setting agents.
• the polythiol may be applied to the fibres at any stage during the manufacture of the fabric, e.g. in top form, in yarn, or in fabric form.
• agents which block the thiol groups of the wool e.g. formaldehyde or higher aldehydes, may be applied to the creased or pleated garments after curing the polythiol.
• a preferred method of applying the polythiol to obtain a durable press effect comprises treating the madeup garment or garment piece, which already has the desired creases or pleats imparted thereto, with the polythiol dissolved in an organic solvent.
• this method it is essential that the polythiol is applied in an organic solvent because treatment with aqueous systems would only serve to remove the creases or pleats already set in the fabric.
• An alternative method which is primarily concerned with the production of durable press pleats or creases only, comprises impregnating the fabric in the area where a crease or pleat is to be inserted with the polythiol, imparting the crease or pleat, and maintaining it in this position whilst heat and pressure are applied.
• a method for flat-setting and shrinkproofing keratinous fabrics comprises treating the fabric with a setting agent and setting it in a flat configuration by heating the fabric while wet, impregnating it with an aqueous emulsion or dispersion of the polythiol, and catalyst if required, drying the fabric, and curing the polythiol. Finally the fabric is made into garments, and creases or pleats set therein if desired by steaming in the presence of a setting agent such as monoethanolamine sesquisulphite.
• a setting agent such as monoethanolamine sesquisulphite.
• the setting of the fabric may be effected by any known method, for example by setting agents, e.g. reducing agents, bases, water, and superheated steam.
• setting agents e.g. reducing agents, bases, water, and superheated steam.
• Monoethanolamine sesquisulphite is the most frequently used, and may beused in association with a swelling agent, such as urea.
• compositions used in the process of this invention may contain antisoiling, antistatic, bacteriostatic, rotproofing, flameproofing and wetting agents. They may also contain water-repellents such as paraffin wax, and fluorescent brightening agents.
• the polythiols used were prepared as follows.
• POLYTHIOL A A mixture of 800 g (0.2 g-mol.) of a tirol of averag molecular weight 4,000.made from glycerol and propylene oxide, 55.2 g (0.6 g-mol.) of thioglycollic acid, 5 g of toluene-p-sulphonic acid, and 350 ml of toluene was heated to reflux with stirring in an atmosphere of nitrogen. Water (10.8 ml, 0.6 g-mol.) formed during the reaction was removed as its azeotrope with toluene. The mixture was cooled and washed with water, and the organic layer was separated.
• POLYTHIOL 1B This denotes an aqueous emission containing 50 percent of Polythiol A and 5% of an emulsifying agent which was an adduct of mixed C -C primary nalkylamines (1 mol.) with ethylene oxide mol.).
• POLYTHIOL C This denotes a poly(2-hydr0xy-3-mercaptopropyl) ether prepared from a glycerol-propylene oxide adduct having an average molecular weight of 4,800, epichlorohydrin, an sodium sulphide. It had a thiol content of 0.32 equiv./kg.
• POLYTHIOL D This is similar to Polythiol B but also contains 0.5 percent of a protective colloid, sodium carboxymethylcellulose.
• Catalyst 1 was N,N'-diethylthiourea
• Catalyst 2 was tetramethylthiuramdisulphide
• Catalyst 3 was tetrabutylthiuramdisulphide
• Catalyst 4 was nickel dibutyl dithiocarbamate
• Catalyst 5 was sodium dimethyl dithiocarbamate
• Catalyst 6 was the 1:1 complex of zinc dibutyl dithiocarbamate and dibutylamine
• Catalyst 7 was zinc ethylenebis(dithiocarbamate),
• Catalyst 8 was ethylenethiourea
• Catalyst 9 was tetramethylthiuram monosulphide
• Catalyst 10 was di-isopropyl xanthogen disulphide
• Catalyst ll was sodium dibutyl dithiocarbamate
• Catalyst 12 was piperidinium pentamethylene dithiocarbamate
• Catalyst 13 was dipentamethylenethiuram tetrasulphide
• Catalyst 14 was zinc diethyl dithiocarbamate
• Catalyst 15 was copper dimethyl dithiocarbamate.
• EXAMPLE I The cloth used as a wool flannel weighing approximately 170 g per squre metre, the pH of its aqueous extract was 7.6. Samples of the flannel were padded with a 1 percent solution of Polythiol A or Polythiol C in perchloroethylene containing the catalyst at the stated concentration such that the uptake of polythiol was 3 percent. Other samples were padded from aqueous emulsions of Polythiol B which had first been diluted with parts of water per 6 parts of the emulsion and catalyst, such that uptake of Polythiol B was 6 percent.
• the samples were dried at 50C in a fanned oven and stored at room temperature and humidity.
• Poly- Cata- I Cata- Area Shrinkage (21) after thiol lyst lyst l day 2 days 8 days A l3 0.3 8.4 6.5
• EXAMPLE Ill 1. Wool flannel was treated with an aqueous solution containing 29 g per litre of percent monoethanolamine sesquisulphite and 20 per litre of monoethanolamine such that the uptake was 70 percent. Samples were then steamed wet for 2% minutes to impart a crease, then they were impregnated to 270 percent uptake with trichloroethylene (266.7 g) containing 0.3 g of a catalyst and 3 g of Polythiol A, and dried in an oven for 10 minutes at 70C.
• trichloroethylene 266.7 g
• Wool flannel samples were impregnated with the trichloroethylene solution of Polythiol A containing the catalyst, and dired as described under I, then they were padded with the monoethanolamine and monoethanolamine sesquisulphite solution as described under I, and steamed wet as before to impart a crease.
• Process for modifying fibrous keratinic textile material which comprises treating the material with 13 i. a resin having a molecular weight between 400 and 10,000 of the general formula wherein n is l or 2, m is an integer of at least 1, p is 26,
• R is an aliphatic hydrocarbon radical with ii. a curing catalyst selected from the group consisting of a. dithiocarbamates of the general formula 1. wherein X, and X are the same and each represents an alkyl group of one to four carbon atoms, M'representssodiurn, nickel, copper or zinc. and complexes of these compounds with secondary alkylamines and b represents the valence of M;
• M represents a piperidinum group, X, and X together denote a chain(CH,) to form ith the indicated nitrogen atom a piperidino group;
• X nd each represent an alkyl group of one to four carbon atoms and X, each represent a hydrogen atom; or d. alkylxanthogen disulphides of the general formula.
• X represents an alkyl group containing from one to four carbon atoms; and y iii. curing said resin. on the textile material.
• the resin is selected from theclass of thiol-terminated poly(alkyleneoxides) of the formula:
• sai resin has a molecular weight between about 1,000 and 5,000.
• the resin is selected from the class of thiol-terminated poly(akyleneoxides) of the formula having a molecular weight between 700 and 3,500.
• Process for flat-setting and shrinkproofing a keratinous fabric comprising treating it with a setting agent and setting it in a flat configuratio'mby heating the fabric while. wet, impregnating it withra polythiol resin as specified in claim. 1,. and a catalyst-as specified in claim I drying the fabric, and curing the; polythiol resin.
• Process for subjecting keratinous material in fabric form to a durable press treatment which comprises applying a polythiol resin as specified in claim 1 and a catalyst specified in claim 1 to at least a portion of a garment already set in the desired configuration.

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• 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)

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• 1971
  • 1971-02-09 ZA ZA710790A patent/ZA71790B/xx unknown
  • 1971-02-10 US US00114398A patent/US3753649A/en not_active Expired - Lifetime
  • 1971-02-17 FR FR7105413A patent/FR2081046B1/fr not_active Expired

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