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
  • D06M15/61—Polyamines polyimines
• • 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
  • Y10S8/02—Vinyl sulfones and precursors thereof

Definitions

• the present invention relates to a method of chemically modifying proteinaceous materials and to the products thereby obtained, and more particularly polypeptide fibers so as to modify the physicochemical properties of said materials and increase their usefulness.
• the invention has particular application to the treatment of wool in the form of fibers, threads, yarns, fabrics and wool waste, it is also applicable to polypeptides generalas'camel hair, mohair, horse hair, hog bristles, human hair, feathers, and horn), silk fibers, collagen, gelatin,
• S-S disulfide linkages
• --SH thiol linkages
• fibers are weakened by the initial reduction reaction and by the alkaline reagents which must be used as acid acceptors in the alkylation reaction.
• processes requiring the conversion of disulfide linkages to thiol as shown above have similar shortcomings, since the reduction reaction disrupts the fiber structure and impairs fiber properties.
• the processes which are based on reactions of the disulfide linkage can be applied only to sulfur-containing polypeptides, such as wool, but not to those proteins in which disulfide bonds are absent.
• polyfunctional reactants which can combine chemically with the unmodified protein (such as, for example, the dicarboxylic acid azides described in US. 'Patent 2,881,046) without significant polymerization and which are eifective in decreasing the solubility of the protein by crosslinking the polypeptide chains, produce only an insignificant decrease in fabric shrinkage even when the amount of reagent combined is large.
• a further object of this invention is to provide a novel process of imparting shrinkproofing and feltproofing of keratinfibers, and particularlywool, without producing undesirable side effects such as discoloration, harshness, and a reduction in strength of said fibers.
• a further object of this invention is to provide novel products derived from the aforementioned novel process.
• Mor e specifically the novel process of this invention comprises reacting a polypeptide, and preferably a protein I fiber, with a polyfunctional aziridine compound which can be represented by a generic Formula I (I) I m I l C-Rn Q N/ in which R,, R and R are selected from the group consisting of hydrogen and lower alkyl, Q can be an organic or inorganic radical the valence of which is equal .to n, and n has a value of 2 to 3. 1 It has been found that the compounds corresponding to Formula I above have vary- Patented Jan. 12, 1965.
• Thev reagents should possess a functionality greater than one, since by crosslinking of, the polymeric molecules within'the fiber decreased solubility, increased dimenr .sional stability and increased resilience can: be achieved. (b).
• the reagents should be capable. of forming'oligomers and-polymers containing reactive end groups, 1 since it is known that monomeric crosslinks are not eflicien't; in preventing the shrinkage and felting of protein fibers. 'In effect, then, the reagents should be capable of formingpolyrneric crosslinks' within the fiber structure,
• the reagents should be capable;rissaacting ⁇ under1 strongly :acidic catalysts, strongly basic'eatalysts 'and i YatQdtemp'eraturesare known to vcause 'fdegrad Q protein fibers, and especially ofwool;
• the reagents. should preferably ;beter soluble,
• thefstructureof the grouping-Y- can be selectedlso as to; '1 .rnaintain a high degree of; molecular flexibilityinthe poly 'aziridines and in their reaction products with'polypeptides.
• R R R have the meaning defined above, R is selected from the group, consisting of hydrogen and methyl, b ha's -a value of zero to i, and R is an organicf radial containing conjugated-unsaturation; a
• R R K have the meaning defined above, X is halogen and R is selected from the group consisung of aralkylene and alkylene radicals.
• Those compounds the reaction of divinylsulfone with ethylene imine (Besi j with'concentrations ranging from 2 to 4% giw'ng excellent results.
• the time required for completing the reaction between aziridine compound and the fiber after the drying step ranges from a few minutes to several hours, depending on the reactivity of the specific polyaziridine compound and .on the reaction temperature. Temperatures rangingjfrom ambient temperatures to about 350 F. can be: used-but temperatures ranging from ambient ternperature to about 300- F.
• polyaziridine compounds react more rapidly than others.
• the process of this invention When the process of this invention is employed to treat Woolen textiles, it can be carried out on the woolen material prior to dyeing. Alternatively the process'of this invention can be carried out after dyeing, as the finishing step, or at intermediate stages of processing.
• the procedure employed for the evaluation of the aziridine compounds as shrinkproofing agents and feltproofing agents for keratin fibers was as follows. Samples of wool flannel of various typeswere treated on a laboratory'padder with aqueous solutions of the selected reagent, framed to the original dimensions and dried at moderate temperature (160. to 200 F.) in a laboratory oven. After drying, the reaction was allowed to proceed under varying' conditions of temperatureforvarying periods of time.
• butrol (2) 1 Fabric pret re ated with aquousfsolufldn 014% sulfuric acid and dried. Room temperature. T
• Example 7 When the experiment described in Example 7 was re- Table ll peated using other types ofvwoolen fabrics, andfabrics g containing wool blended with synthetic fibers (for expgmntw'ejght' percent .ample a wool/nylon or a wool/ polyester fabric), similar 20 111mm m 36mm excellent results were'obtained.
• the treated samples were pressed after each laundering (rather than tumble 3 4 g b 5 dried),v shrinkage and felting were completely eliminated 212 156 I v 3.1 2.5 Reagent re ared from lutsralde- .even after 5 laundermgs g v p I 4.6 28 nhydaggd (ghmmliein 1 l.
• amino aziridines are generally more effective shrinkproofing agents for wool than amido aziridines. Even the less eifective polyaziridines, however, decreased the shrinkage more significantly than acornmercia'l resin SIIaunderings. The samples were pressed after each 40 r r v laundering. applied by the'recommended. procedure.-
• a process of improving the dimensional stability of proteinaceous materials comprisingreacting said ma- 5 -terials with polyfuuctional aminoaziridine compounds corresponding to the structure! in which R R and R are selectedfrom the group consisting of hydrogenand lower alkyl,.R; is selected from the group consisting of hydrogen, lower alk'yl and j OH, and A is selected from the group consisting of alkylene, hydroxy-substituted alkylene, aralkylene, oxyalkylene, sulfone-containing alkylene, and the residue of a carboxylic acid-ester, the valence of which is equal to nand n has a value of 2 to 3.
• R1, R and R are selected from-thegroup consisting of hydrogen and lower alkyl
• m has a value of 2 to 4
• -x has a value of 1 to 50.
• reaction between the wool and the aminoaziridine compound is carried out by impregnating the wool with an aqueous solution of the reagent, drying and thereafter allowing the reaction to proceed at temperatures ranging from ambient to 350 F. until essentially complete.
• R and R are selected from the group. consisting of hydrogen and lower alkyl, and R represents an alkyleue group.
• V 16 i Theprocess of improving the dimensional stability or proteinaceous materials comprising reacting said 'material'swith -polyaminoaziridine compounds corresponding 'to the. structure;
• R R 'and R are selectedfrom the group consisting of hydrogen and lower alkyl, and R represents an alkylene group.
• R R R are selected from the 'g roupconsisting I of hydrogen and lower alkyl, R; is selected from the group consisting of hydrogen and-methyl, b has a'value of to 1, and R? is an organic radical containing conjugated una saturation.
• R R 'and R are selected from the group consisting of hydrogen and lower alkyl and R is selected from the group consisting of aralkylene and alkylene groups.

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

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Cited By (8)

Citations (3)

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• 1961
  • 1961-04-25 US US105285A patent/US3165375A/en not_active Expired - Lifetime
• 1962
  • 1962-04-16 GB GB14549/62A patent/GB1000508A/en not_active Expired
  • 1962-04-19 CH CH486562D patent/CH486562A4/de unknown
  • 1962-04-21 DE DEST19131A patent/DE1265114B/de active Pending

Patent Citations (3)

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