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
  • Y10S530/00—Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
  • Y10S530/827—Proteins from mammals or birds
  • Y10S530/842—Skin; hair; nails; sebaceous glands; cerumen

Definitions

• the present invention relates to a method for treating proteinaceous materials in order to improve the physico-chemical properties thereof and more particularly, the present invention relates to a method for improving the dimensional stability and shrink resistance of textile materials containing wool, which employs a group of polyfunctional compounds.
• the present invention also pertains to products obtained by the aforesaid method.
• polyaziridinyl compounds in which the nitrogen atom of the aziridine rings is an amino nitrogen, i.e., attached, to a substituted or unsubstituted hydrocarbon residue, are aminoaziridine compounds and are shown to be vastly superior for the purpose of improving the physicochemical properties of woolen textiles to those aziridinyl compounds in which the nitrogen atom of the aziridinyl groups is an amido nitrogen.
• amidoaziridine compounds are generally more economical and easier to prepare than are the aminoaziridine compounds, the amidoaziridine compounds are important for large scale, commercial operations in the shrink proofing of wool. It is therefore extremely desirable to improve the effectiveness of amidoaziridine compounds for shrink proofing of textile materials.
• one feature of the present invention resides in treating the proteinaceous materials with an aziridine compound and a particular polyamine compound, to be described hereinafter, whereby the dimensional properties of the treated material are greatly improved.
• Another feature of the present invention resides in applying to the textile materials containing wool, a com- 3,279,882 Patented Oct. 18, 1966 position containing an amidoaziridine compound and an acyclic polyamine whereby an unexpected improvement in the dimensional properties of the treated textile are obtained.
• Another feature of the present invention resides in treating textile material containing wool with a composition containing an amidoaziridine compound, an acyclic polyamine and certain other compounds which impart desirable functional properties such as water and/or oil repellency.
• the effectiveness of polyaziridine compounds in which the nitrogen atom of the aziridine ring is an amide nitrogen for the dimensional stabilization of wool can be greatly increased by employing the amidoaziridine compounds in admixture with certain acyclic polyamines.
• the results obtained according to the present invention are comparable to the excellent results obtained by using the arninoaziridine compounds described in applicants copending application Serial No. 105,285.
• the polyaziridines of the amide type are generally more economical and easier to prepare than the polyaziridines of the amine type, the increased effectiveness of compounds of the amidoaziridinyl type when employed in combination with the economic acyclic polyamines is a very desirable and useful result representing a considerable advantage and improvement in the art of textile treatment.
• R R and R have the meaning given above and X is selected from the group consisting of oxygen and sulfur.
• R R and R have the meaning given above and R represents a divalent organic group such as alkylene containing from 2 to carbon atoms, hydroxy-substituted alkylene, and the like.
• amidopolyaziridines are the carbamates which are represented by the structural formula:
• R, R R and R have the meaning given above.
• Additional polyaziridine compounds of the amide type include substituted ureas represented by the structural formula:
• R, R R and R have the meaning given above.
• polyaziridine compounds included among the amide type are the sulfonamides represented by the structural formula:
• polyamines that can be employed in practising the methods of the present invention generally contain at least five amino groups per molecule and include polyalkylene polyamines containing the repeating unit represented by the structural formula:
• Additional polyamines are the polyaminopolyalkylene 7 5 oxides containing the repeating unit represented by the structural formula:
• the textile material which may be in the form of fibers, threads, yarns or fabrics is contacted with a solution containing the polyaziridine of the amide type together with a polyamine.
• Water is the preferred solvent vehicle although any inert organic solvent can also be employed providing it does not interfere with the reaction or does not deleteriously afiect the final product.
• the reactants can be employed in varying amount ranging, for example, from 10 parts polyaziridine and parts polyamine to 90 parts polyaziridine and 10 parts polyamine. The optimum ratio of reactants for a specific mixture can be suitably varied so as to produce the most desirable product.
• the pH of the treating solution can, if desired, be adujsted to about '6 to 7 with acid in order to avoid possible damage to the woolen fabric or fiber which may result at elevated temperature from the alkalinity of the solution.
• the total concentration of the reagent including polyaz-iridine plus polyamine that is employed for the treatment of the woolen textile can be varied over a considerable range, however, concentrations of 1% to about 10% based on the weight of the textile material treated are generally preferred.
• reagent solution to the textile material
• methods for applying the reagent solution to the textile material including spraying, dipping, padding and the like.
• Excess solution is squeezed out, for example, by passing the fabric through pad rolls or by centrifuging.
• the textile After impregnation, the textile is dried and then heated for a brief period of time to complete the reaction of polyaziridine and polyamine with each other and with the wool. Heating for about 1 to 10 min. at a temperature varying from 250 F. to 350 F. is generally sufficient. It is understood, of course, that both the duration and the temperature at which the heating is carried out can be varied from the stated figures. Generally, the textile material is washed to remove the unreacted materials which then completes the process.
• Woolen textile materials treated according to the methods of the present invention exhibit a shrinkage which is reduced from an excessive value of as much as 50% after 5 launderings for some woolen fabrics to less than about 5% area shrinkage under optimum conditions of treatment. Moreover, other properties of wool, such as the color, and, appearance and strength are not significantly altered.
• the shrink-proofing treatment of the present invention is extremely flexible in that it may be applied before or after dyeing with equally good results.
• the fabrics treated according to the new process are capable of undergoing other treatments, particularly chemical treatments such as creasing, reducing treatments and the like.
• one feature of the present invention resides in the treatment of textiles containing woal with a treating bath which, in addition to the polyaziridine and polyarnine, also contains multi-functional finishes employing various finishing agents to impart certain specific properties.
• fluoro-chemicals such as fluoro-organic compounds
• the durability to laundering and dry cleaning of fluoro-chemical finishes applied in conjunction with the new shrink-proofing process is greatly improved when compared to the durability of the fluorochemical finishes applied alone.
• the present invention permits one to obtain a highly desirable combination of properties including, for example, shrink resistance, water repellency and stain repellency, in a single finishing step.
• woolen textile materials it will be understood that it is intended to include fabrics and similar textile materials such as yarns containing 100% wool as well as mixtures of wool fibers with various other materials such as regenerated cellulose, cellulose, linen, polyester fibers and the like.
• the wool In textile materials wherein blends of wool are used with natural or synthetic fibers, the wool generally comprises at least about 10% by weight.
• Shrinkage Measurement after laundering according to the following washing procedure-18 x 18" specimens with 10" x 10" markings. Washed in automatic agitator home-type washing machine at 105 F. with 5 lb. load using detergent (Fab or Tide) and a running suds for 15 minutes. Washed specimens were rinsed and extracted in the washer for the full cycle and dried flat-bed pressed for 5 seconds at 275 F.- 300 F. and conditioned for a minimum of 12 hours at 65% R.H. and 70 F. on a flat horizontal surface. Specimens measured for shrinkage in warp and filling directions. The above washing procedure was repeated as many times as required.
• Oil repellency Test Method Minnesota Mining and Manufacturing Co. Appendix A, pages 1-2. Measured after laundering (same washing procedure as for shrinkage), and after dry cleaning (Minnesota Mining and Manufacturing Co. Test method, Laboratory Dry Cleaning Procedure, Appendix A, page 4, Technical Bulletin).
• Example 1 Percent Shrinkage Percent Percent Weight Flex Stiffness Reagent Gain 1L 5L Abrasion Warp OWF (W. G.) Warp W F W F 7.3 5 9 3. 9 4. 7 9. 4 l0. 1 195 108 4.7 4 3 3.9 5.8 9.4 11.7 352 196 Untrl. Cn 5. 9. 5 15.0 15. 0 1, 100 110 tro
• the test results obtained and tabulated above demonstrate that the polyaziridinyl compounds of the amide type when used alone are relatively ineffective and result in a small reduction in shrinkage when compared to an untreated control sample of fabric.
• Example II The exact procedure was employed in this example as employed in Example I with the exception that bis(1,2- propylene) adipamide (BPA, product of Interchemical Corp.) was used in place of the APO of Example I.
• BPA bis(1,2- propylene) adipamide
• the fabrics were treated in exactly the same methods and tested under the same conditions. The results are shown in the table below:
• Example III Samples of plain weave woolen flannel identical to that employed in Example I were impregnated with aqueous solutions containing tris-aziridinyl phosphineoxide (APO) and tetraethylene-pentamine (TEPA), using a laboratory padder. Before application to the fabric the reagent solution was neutralized with acetic acid to a pH of 7 and 0.2% Triton X-100 non-ionic surface active agent was added to the pad solution. The padded samples were then framed and dried at 150 F. then cured at 300 F. for 5 minutes in a forced air draft oven. The fabric samples were thoroughly rinsed in lukewarm water, then framed and dried.
• APO tris-aziridinyl phosphineoxide
• TEPA tetraethylene-pentamine
• Example V Samples of plain weave woolen flannel identical to that employed in Example III were treated with a mixture of tris-aziridinyl phosphine oxide and a polyethyleneimine with an average molecular weight of 30,000 to 40,000 (PEI) following the exact same procedure as employed in Example III.
• the padded samples were framed and dried at 150 F. then cured at 250 F. for 5 minutes in a forced draft oven.
• the fabric samples were thoroughly rinsed in Warm Water then framed and dried and tested according to the prescnbed methods above. The results of the tests are shown in the table below.
• Example Vl Example V was repeated using an APO-PEI mixture in 2:1 Weight ratio, and varying the reagent concentration.
• the padded samples after drying at 150 F., were cured at 250 F. for 5 minutes in a forced draft oven.
• the cured fabric samples were thoroughly rinsed in warm water, :thenframed and dried. The'test results are reported below:
• Example VII Example V was repeated, employing APO-PEI in 2:1 weight ratio in combination with a polyfiuoroalkyl acrylate emulsion marketed under the trade name of Scotchgard FC-208 by the Minnesota Mining and Manufacturing Co., for the treatment. After drying at 150 F., the padded samples were cured at 250 and 300 F. for 5 minutes in a forced draft oven. The samples were thoroughly rinsed in warm water, then framed and dried and tested according to the procedure described above. The following table reports the results thereof:
• Example V was repeated, but an APO-PEI mixture in 2:1 weight ratio was used for the treatment.
• the amount of reagent applied was 5.7% on weight of fabric OWF).
• the padded samples were framed and dried at 150 F., then cured at 250 F. for 5 minutes in forced air draft oven.
• the fabric samples were thoroughly rinsed in warm water, then framed, dried and relaxed.
• the samples so treated were dyed with 1% Capracyl Red B (Col. Ind. No. Acid Red 178) pre-met-allized dye and also with 1% Alizarine Direct Blue A (Col. Ind. No. Acid Blue 25) acid dye, according to standard wool dyeing procedure.
• the dyeings resulted in an excellent uniform shade.
• Example IX A mixture of 4% APO2% PEI was applied for the treatment of plain weave woolen flannel samples previously dyed with 1% Capracyl Red B (Col. Ind. No. Acid Red 178) pre-metallized dye and also with 1% Alizarine Direct Blue A (Col. Ind. No. Acid Blue 5) dye.
• the samples padded with the APO-PEI mixture were framed and dried at 150 F., then cured at 250 F. for 5 minutes.
• the fabric samples were thoroughly rinsed in warm water, then framed, dried and relaxed.
• the applicatlon resulted in a 5.5% weight galn.
• a method for improving the physico-chemical properties of proteinaceous materials comprising treating said materials with polyfunctional amidoaziridine compounds and a polyethyleneimine containing at least 5 amino nitrogens per molecule, wherein the proportions of polyaziridine to polyimine range from 10:90 to :10 in parts by weight.
• a method for improving the dimensional properties of textile materials containing wool which comprises applying to the textile material a polyfunctional amidoaziridine compound corresponding to the structure:
• R R and R are selected from the group consisting of hydrogen and lower alkyl
• X is a member selected from the group consisting of I oxygen and sulfur
• a method of improving the dimensional properties of textile materials containing wool which comprises applying to the textile material a polyfunctional aziridine compound corresponding to the structure:
• R R and R are selected from the group consisting of hydrogen and lower alkyl and R represents a divalent aliphatic organic group
• polyethyleneimine containing at least 5 amino nitrogens per molecule, wherein the proportions of polyaziridine to polyimine range from 10:90 to 90:10 in parts by weight.
• a method for improving the dimensional properties of textile materials containing wool which comprises applying to the textile material a polyfunctional aziridine compound corresponding to the structure:
• R R and R are selected from the group consisting of hydrogen and lower alkyl and R represents a divalent aliphatic organic group, and a polyethyleneimine containing at least 5 amino nitrogens per molecule, wherein the'proportions of poly- 'aziridine to polyimine range from 10:90 to 90:10 in parts by weight.
• a method for improving the dimensional properties of textile materials containing Wool which comprises applying to the textile material a polyfunctional aziridine compound corresponding to the structure:
• CH3 CH2 compound is:

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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 (2)

Citations (10)

• 1964
  • 1964-07-07 US US380909A patent/US3279882A/en not_active Expired - Lifetime
• 1965
  • 1965-07-06 DE DE19651469483 patent/DE1469483A1/de active Pending
  • 1965-07-06 GB GB28500/65A patent/GB1078747A/en not_active Expired
  • 1965-07-07 CH CH950465A patent/CH460696A/de unknown

Patent Citations (10)

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