GB2241253A - Method of reforming animal hair fibre - Google Patents
Method of reforming animal hair fibre Download PDFInfo
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- GB2241253A GB2241253A GB9027927A GB9027927A GB2241253A GB 2241253 A GB2241253 A GB 2241253A GB 9027927 A GB9027927 A GB 9027927A GB 9027927 A GB9027927 A GB 9027927A GB 2241253 A GB2241253 A GB 2241253A
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- Prior art keywords
- polyamino acid
- animal hair
- fibre
- hair fibre
- crosslinking agent
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- 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
- D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
- D06M15/15—Proteins or derivatives thereof
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/11—Compounds containing epoxy groups or precursors thereof
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/385—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing epoxy groups
Abstract
Animal hair fibre is reformed by treating the fibre with a polyamino acid, or with a polyamino acid and a crosslinking agent, or by reducing the fibre and then treating it with a polyamino acid and a crosslinking agent. The reformed animal hair fibre has improved shrink resistance properties, improved hydrophobic properties and improved fibrous properties.
Description
METHOD OF REFORMING ANIMAL HAIR FIBRE
This invention relates to a method of reforming animal hair fibre so as to reform (i.e. improve the characteristics, such as shrink resistance properties, hydrophobic properties and fibrous properties) of the fibre.
Animal hair fabrics have the drawback that- .tey shrink significantly and tend to felt when they are washed in a domestic washing machine or washed with a domestic detergent. In order to overcome this drawback, various shrink proofing methods that are applied to such animal hair fabrics have been - - developed.For instance, the following methods (a), (b), (c) and (d) are known:
(a) A method of removing the cuticle from the animal hair fibre by treating the fibre with a chlorinating agent, such as sodium hypochlorite or sodium dichloroiscyanurate, or with an oxidizing agent, such as a mono-persulphuric acid or potassium permanganate;
(b) A method of removing the cuticle from the animal hair fibre by the chlorination treatment of method (a), followed by coating of the fibre with a polyamide-epichlorohydrin resin;
(c) A method of changing the chemical properties of the cuticle of the animal hair fibre with a synthetic polymer substance;
(d) A method of coating the cuticle of the animal hair fibre by low-temperature plasma treatment or corona-discharge treatment thereby to reduce the anisotropy of the friction coefficient of the fibre.
The above methods (a), (b) and (c) have been used industrially. Methods (a) and (b) are the ones which are most widely carried out at present for the shrink proofing treatment of animal hair fibre. However, these methods have the drawback that the fibre itself is damaged by the treatment with the chlorinating agent or the oxidizing agent so that the treated animal hair.
fibre loses its intrinsic hydrophobicity so as to become hydrophilic, and simultaneously the fibrous capacity of the fibre is worsened. Regarding method (c), its use is limited to animal hair fabrics only since, with other fabrics, the treated fabric doe. not have a satisfactory shrink resistance. Additionally, it has the drawback that the feel and texture of the treated fabric is worsened. Method (d) has not yet been developed to an industrial level.
The object of the present invention is to provide reformed animal hair fibre, which has improved shrink resistance properties, improved hydrophobic properties and an improved elongation degree, while still retaining the original feel and texture of the fibre itself.
The present inventors have studied methods of reforming animal hair fibre and, as a result, have found that animal hair fibre may be reformed to give a treated fibre having excellent shrink resistant properties along with good hydrophobic properties and a high elongation degree while still maintaining the animal hair-like feel and texture which is intrinsic in polyamino acids, by treating the animal hair fibre with a polyamino acid or with a polyamino acid and a crosslinking agent or by reducing the animal hair fibre and then treating it with a polyamino acid and a crosslinking agent.
Accordingly, the present invention provides:
(1) A method of reforming animal hair fibre, which comprises treating the animal hair fibre with a polyamino acid;
(2) A method of reforming animal hair fibre, which comprises treating the animal hair fibre with a polyamino acid and a crosslinking agent;
(3) A method of reforming animal hair fibre, which comprises reducing the animal hair fibre and then treating it with a polyamino acid and a crosslinking agent.
The present invention will now be described in detail.
The term "animal hair fibre" as used herein means natural keratinous fibre obtained from animals such as sheep, cashmere goats, Angora goats, Angora rabbits, camels and alpacas. The form of the fibre includes slivers, yarns, woven fabrics, knitted fabrics and nonwoven fabrics, made of the animal hair fibre only or of mixed fibre containing at least 15% of the animal hair fibre.
The polyamino acid used in the present invention may be, for example, a polymer of an a-amino acid obtained by a one step polymerization of an a-amino acid or derivative thereof. The polyamino acid usually has a high molecular weight.
The polyamino acid used in the present invention may be, for example, a polymer of an amino acid, or derivative thereof, obtained by a decarboxylating polymerization of an amino acid N-carboxylic acid anhydride, optimally followed by chemical modification of the side chains thereof.
The polyamino acid used in the present invention can be obtained by the decarboxylating polymerization of an 1,amino acid (or ester thereof) N-carboxylic acid anhydride" (hereinafter referred to as an amino acid
NCA") in an organic solvent in the presence of an initiator. Specific examples of the amino acid NCA are the NCAs of & methyl glutamate, methyl glutamate, & benzyl glutamate, methyl aspartate, methyl aspartate, B-benzyl aspartate, valine, norvaline, leucine, isoleucine, norleucine, phenylalanine, methionine, glycine and alanine. The polyamino acid may be either in optical active form or in racemic form.The polyamino acid may also be either in the form of a copolymer of two or more of them or in the form of a copolymer obtained by further reacting the polyamino acid (as obtained by reaction of an amino acid NCA and an initiator) with an isocyanate compound or with an urethane prepolymer having a terminal isocyanate group, by a chain-extending reaction. If desired, the polyamino acid may be in the form of a block or random copolymer with other polymer(s).
However, the amino acid content of the copolymer is preferably 30% by weight or more, for the purpose of maintaining the characteristics of the polyamino acid.
If desired, the polyamino acid may be modified in its side chains, for example in the carboxyl groups of acidic amino acids.
Examples of the organic solvent used for polymerization of the amino acid NCA are N,Ndimethylformamide, formamide, N,N-dimethylacetamide, Nmethylpyrrolidone, dioxane, tetrahydrofuran, diglyme, benzene, toluene, xylene and methyl ethyl ketone. The solvent may be used singly or in the form of a mixed solvent system comprising a number of the solvents. If desired, the polyamino acid obtained after polymerization may be diluted with such an organic solvent, or be emulsified in water, or be dissolved in water after modification of the polymer side chains.
The initiator used in the present invention is a compound having active hydrogen(s), such as an amino group or a hydroxyl grdup. Examples of such compounds include ammonia, monomethylamine, dimethylamine, diethylamine, ethylenediamine, propylenediamine, hexamethylenediamine, 1,4-cyclohexanediamine, ophenylenediamine, p-phenylenediamine, toluene-2,4- diamine, 4-4'-diphenylmethanediamine, polyoxypropylenediamine, N,N-dimethylethylenediamine, N,N dimethyl-1,3-propanediamine, isophorone-diamine, 1,2cyclohexanediamine, polysiloxanes and polybutadiene compounds having primary or secondary amino group(s) and like amino compounds; as well as ethylene glycol, 1,3-butanediol, hexamethylene glycol, polyester-diol, polysiloxanes and polybutadiene compounds having hydroxyl group(s), and like alcohols.Additionally, urethane prepolymers having an amino group at each end may be used. Further, an urethane prepolymer having isocyanate group at each end may be copolymerized with an amino acid NCA in the presence of the abovementioned initiator.
The amount of the polymerization initiator used in polymerization system is preferably from 0.01 to 10 mol%, more preferably from 0.1 to 2 mol%, relative to the amino acid NCA to be polymerized. If desired, a tertiary amine such as trimethylamine, triethylamine or tributylamine may also be added to the polymerization system.
Examples of the crosslinking agent used in the present invention are isocyanate type crosslinking agents and epoxy type crosslinking agents of the following formulae (1) to (10). The amount of the crosslinking agent used is preferably from 0.1 to 30% by weight, more preferably from 3 to 10% by weight, relative to the solids content of the polyamino acid to be formed.
As the reducing agent to be employed in the present invention for reducing the animal hair fibre, there are mentioned, for example, sodium bisulphite, sodium sulphite, sodium pyrosulphite and sodium hydrosulphite. The amount of the agent used is preferably from 0.5 to 10% o.w.f. (on weight of fibre) or so.
In preferred embodiments, the animal hair fibres may be processed and reformed by the following methods:
(1) The animal hair fibre is dipped in a solution of a polyamino acid (having a concentration of from 0.1 to 10%) whereupon a film of the polyamino acid is formed on the surface of the animal hair fibre by wetsystem solidification (i.e. by solvent extraction an an aqueous solution) or by dry-system solidification (i.e. the evaporation of solvent from the solution) so as to reform the fibre;;
(2) A crosslinking agent is added to a solution of a polyamino acid (having a concentration of from 0.1 to 10% by weight) in an amount of from 0.1 to 30% by weight relative to the solids content of the polyamino acid to give a processing solution, and the animal hair fibre is dipped in the processing solution whereupon a film of the polyamino acid is formed on the surface of the fibre by wet-system or dry-system solidification so as to reform the fibre;
(3) The animal hair fibre is dipped into a solution of a crosslinking agent having a concentration of from 0.1 to 30 by weight and then dipped into a solution of a polyamino acid whereupon a film of the polyamino acid is formed on the surface of the fibre in the same manner as in the above process (1), thereby to reform the fibre;;
(4) After a film of a polyamino acid has been formed on the surface of the animal hair fibre, the fibre is further dipped into a crosslinking agent solution so as to reform the fibre;
(5) After the animal hair fibre has been reduced, the fibre is reformed by any one of the processes (2) to (4).
In the present invention, the animal hair fibre may be processed and reformed by any one of the abovementioned processes (1) to (5). However, process (l) is somewhat inferior to the other processes (2) to (5) with respect to the shrink resistance properties of the reformed fibres, although the feel and texture of the fibre as reformed by process (1) is good. Process (4) is somewhat inferior to processes (2), (3) and (5) with respect to the adhesiveness of the polyamino acid film to the fibre. Process (3) has somewhat complicated steps. Process (5) is excellent with respect to the shrink resistance properties of the reformed fibre, although consists of complicated steps. Therefore, processes (2) and (5) are recommended.
Where animal hair fibre is processed with a polyamino acid in accordance with the present invention, the fibre may be coated with a tough film of the polyamino acid while still maintaining the animal hair-like feel and texture which is intrinsic in the polyamino acid. As a result, the thus processed animal hair fibre may have excellent shrink resistance properties and excellent hydrophobic properties.Where the animal hair fibre is processed with a combination of a polyamino acid and a crosslinking agent, the active hydrogen-containing functional groups of the polyamino acid are crosslinked with each other or with the active groups (e.g. -NH2, -COOH, -OH, -SH) in the animal hair fibre and the functional groups of the polyamino acid are crosslinked with each other, whereby the film of the polyamino acid formed on the surface of the processed animal hair fibre is more tough and the shrink resistance properties of the fibre is further improved.Where the animal hair fibre is previously reduced with a reducing agent prior to the step of processing with a polyamino acid and a crosslinking agent, the number of active groups in the animal hair fibre may be increased so that the crosslinking between the polyamino acid and the animal hair fibre may be enhanced further.
As mentioned above, in accordance with the present invention, animal hair fibre is treated with a polyamino acid or a combination of a polyamino acid and a crosslinking agent, or the fibre is first reduced and then treated with a combination of a polyamino acid and a crosslinking agent, whereby the fibre may be reformed. Specifically, the reformed animal hair fibre has improved shrink resistance properties and improved fibrous properties such as an elevated tensile strength and an-elevated elongation modulus, while the natural feel and texture of the original animal hair fibre and the hydrophobic properties thereof, which are intrinsic in natural animal hair fibre, are not lost.
The present invention will now be illustrated by the following examples.
Production Example 1: Production of Polyamino Acid (A)
111 parts of y-methyl L-glutamate NCA (hereinafter referred to as MGNCA) and 10 parts of Lleucine NCA were put in a reactor equipped with a stirrer, and 660 parts of N,N-dimethylformamide (hereinafter referred to as DMF) and 150 parts of dioxane were added thereto. Stirring at room temperature was carried out, whereupon all of the components completely dissolved in the solvent. A solution consisting of 2.77 parts of Jew famine D-2000 (produced by Sanseki Texaco Chemical Co.), 0.66 part of triethylamine, 60 parts of DMF and 15 parts of dioxane was added dropwise to the resulting solution at room temperature over a period of 10 minutes.Then, the resulting solution was stirred for 30 minutes at the same temperature and thereafter heated to 65"C and stirred for further 2 hours at the elevated temperature. After IR absorption by the NCA was no longer observed, it was decided that the reaction had finished.
Jew famine D-2000 is a polyoxypropylene diamine having a molecular weight of 2000, and having the formula:
Production Example 2: Production of Initiator (I) (Urethane PrePolomer) 500 parts of polytetramethylene glycol having a mean molecular weight of 2000 (produced by Sanyo
Chemical Co.), 111 parts of isophorone diisocyanate -and, as a catalyst, 0.22 part of 10% toluene solution of dibutyl tin dilaurate were put in a reactor equipped with a stirrer, and were then heated to 1200C and stirred for 3 hours. After the reaction system had been cooled to 70"C, 611 parts of DMF were added thereto. As a result, a 50% solution of a product terminated by an isocyanate group at each end (hereinafter referred to as product (Ia)) was obtained.
Next, 300 parts of Jeffamine D-2000 and 900 parts of DMF were put in a reactor equipped with a stirrer, and 494 parts of the product (Ia) and 494 parts of DMF were added thereto at room temperature and stirred for 3 hours. As a result, an initiator (I) terminated by an amino group at each end (having an amino value of 2980 ppm) was obtained.
Production Example 3: Production of Initiator (11) (Urethane Prepolvmer)
500 parts of polyethylene glycol having a mean molecular weight of 2000 (produced by Sanyo Chemical
Co.), 111 parts of isophorone diisocyanate and, as a catalyst, 0.22 part of 100% toluene solution of dibutyl tin dilaurate were put in a reactor equipped with a stirrer, and were then heated to 1200C and stirred for 3 hours at this temperature. After the reaction system had been cooled to 70"C, 611 parts of DMF were added thereto. As a result, a 50% solution of a product terminated by an isocyanate group at each end - (hereinafter referred to as product (Ila)) was obtained.
Next, 100 parts of Jew famine D-2000 and 300 parts of DMF were put in a reactor equipped with a stirrer, and 185 parts of the product (IIa) and 185 parts of DMF were added thereto at room temperature and the mixture was stirred for 3 hours. As a result, an initiator (11) terminated by an amino group at each end (having an amino value of 1490 ppm) was obtained.
Production ExamPle 4: Production of Polvamino Acid (B)
94.1 parts of MGNCA and 26.3 parts of Lphenylalanine NCA were put in a reactor equipped with a stirrer, and 490 parts of DMF and 180 parts of dioxane were added thereto and stirred at room temperature, whereupon all of the components completely dissolved in the solvent. A solution consisting of 40 parts of the initiator (I), 0.66 part of triethylamine, 60 parts of
DMF and 15 parts of dioxane was added dropwise thereto at room temperature over a period of 10 minutes. The resulting mixture was stirred for 30 minutes at the same temperature and then heated to 70"C. The mixture was further stirred for 4 hours at this temperature.
After IR absorption by the NCA was no longer observed, it was decided that the reaction had finished.
Production Example 5: Production of Polvamino Acid (C)
Using the initiator (if), a polyamino acid (C) was obtained in the same manner as polyamino acid (B).
Production Example 6: Production of Polvamino Acid (D)
91 parts of MGNCA and 26 parts of L-phenylalanine
NCA were put in a reactor equipped with a stirrer, and 490 parts of DMF and 180 parts of dioxane were added thereto, and the mixture was stirred at room temperature, whereupon all of the components dissolved in the solvent. A solution consisting of 2.6 parts of
OH-terminated polysiloxane (SF 8427, produced by Toray
Silicone Co.), 0.66 part of triethylamine, 60 paxes of DMF and 15 parts of dioxane was added dropwise thereto at room temperature over a period of 10 minutes. The resulting mixture was stirred for 30 minutes at the same temperature and then heated to 70"C. The mixture was further stirred for 4 hours at this temperature.
After IR absorption by the NCA was no longer observed, it was decided that the reaction had finished.
Production Example 7: Production of Polvamino Acid (E)
110 parts of MGNCA and 10 parts of L-leucine NCA were put in a reactor equipped with a stirrer, and 800 parts of N-methylpyrrolidone were added thereto and stirred at room temperature, whereupon all of the components completely dissolved in the solvent. Then, 0.16 parts of 1,2-cyclohexanediamine and 75 parts of Nmethylpyrrolidone were added dropwise thereto at room temperature over a period of 10 minutes. The resulting solution was stirred for 30 minutes at the same temperature and then heated to 70"C. The solution was further stirred for 3 hours at this temperature. After
IR absorption by the NCA was no longer observed, it was decided that the reaction had finished.
Example 1
Each of the polyamino acids (A) to (E) obtained in
Production Examples 1 to 7 was diluted with DMF to a 1/5 solution. Each diluted solution was used as a processing solution. A wool plain weave fabric having a cover factor of 0.41, which was woven by applying two -parallel 100% wool knitting yarns (having a yarn number count of 2/48) to a 23G-V-bed knitting machine, was dipped in the processing solution for 5 minutes at room temperature, and was then squeezed with a mangle to a pick-up percentage of 110t. Next, the fabric was dipped in water at 25"C for 3 minutes and then in hot water at 60"C for 3 minutes, and was then dried with hot air at 80"C for 30 minutes so that a polyamino acid film was formed on the surface of the fabric.
The shrink proofed product thus obtained had a good feel and texture.
The fabric thus reformed with the polyamino acid was tested with respect to its shrink resistance properties and its hydrophobic properties, in accordance with the methods given below. The results obtained are given in Table 1 below.
As a comparative example, the same wool fabric was dipped in a solution containing sodium dichloroisocyanate (3.5* o.w.f.) at 25"C for 25 minutes. After having been washed with water, the fabric was treated with sodium sulphite (10.0% o.w.f.) at 35 C for 15 minutes and then again fully washed with water. The resulting chlorination-treated wool fabric was dipped in a solution containing polyamideepichlorohydrin resin (20% o.w.f., fully diluted with water, Hercosett 57, produced by Dic Hercules
Chemicals, Inc., polyamide-epichlorohydrin resin) at 40"C for 30 minutes, and the fabric was then dried with hot air at 80"C for 30 minutes. Both the chlorinationtreated wool fabric and the chlorination-and resin treated fabric were tested with respect to shrink resistance properties and hydrophobic properties in the same way. The results obtained are given in Table 1 below.
(1) Shrink Resistance Properties
The fabric to be tested is subjected to a relaxation shrinkage of 7A, by the IWSTM 31 Wascator test method and then to 5A felt shrinkage. The variation, if any, of the size of the sample was measured and the shrink resistance properties during washing of the sample was evaluated from the result.
(2) Hvdrophobic Properties
A sample of the fabric to be tested, having a size of 20 x 2.5 cm, was held above distilled water in such a way that the lower edge of the sample dipped into the water, on the basis of the JISL 1081.5.27.B method.
After 10 minutes, the height (mm) of the water that had risen up through the fabric sample, because of capillary action, was measured, and the hydrophobic properties of the sample were evaluated from the result.
From the results shown in Table 1 below, it is obvious that the reformed fabrics as wet-processed with the polyamino acids still had a good feel and texture even after repeated washing, with almost no change in outward appearance. Thus, the reformed fabrics all had an excellent washing-resistance and excellent hydrophobic properties.
Example 2
Each of the polyamino acids (A) to (E) obtained in
Production Examples 1 to 7 was diluted with DMF to a 1/5 solution. Each diluted solution was used as a processing solution. The same wool fabric as that used in Example 1 was dipped in the processing solution at room temperature for 5 minutes, and was then squeezed with a mangle to a pick-up percentage of 110%. Next, the fabric was dried with hot air at 80"C for 30 minutes, whereby a polyamino acid film was formed on the surface of the fabric.
The fabrics thus treated with the polyamino acids were then tested in the same way as in Example 1 and the shrink resistance properties during washing and the hydrophobic properties of the fabrics were evaluated.
The results obtained are given in Table 1 below.
As is obvious from the results in Table 1, the fabrics as dry-reformed with the polyamino acids still have a good feel and texture even after repeated washing, with almost no change in the outward appearance thereof. Thus, the reformed fabrics all had an excellent washing-resistance and excellent hydrophobic properties. ....
Example 3
Each of the polyamino acids (A) to (E) obtained by
Production Examples 1 to 7 was diluted with DMF to a 1/5 solution, and a crosslinking agent, namely Coronate
EH (produced by Nippon Polyurethane Co.), Coronate HL (produced by Nippon Polyurethane Co.) or Denacol EX-301 (produced by Nagase Chemical Co.) was added thereto in an amount of 5% relative to the solids content of the polyamino acid. Each resulting solution was used as a processing solution.The same wool fabric as that used in Example 1 was dipped in the processing solution at room temperature for 5 minutes, and was then squeezed with a mangle to a pick-up percentage of 110t. Next, -the fabric was dipped in water at 25"C for 3 minutes and then in hot water at 60"C for 3 minutes, and thereafter the fabric was dried with hot air at 800C for 30 minutes so that a polyamino acid film was formed on the surface of the fabric.
The shrink proofed fabrics thus obtained all had a good feel and texture.
Then, the treated fabrics were tested in the same manner as in Example 1 to evaluate the shrink resistance properties during washing and the hydrophobic properties thereof. The results obtained are given in Table 2 below.
As is obvious from the results in Table 2, the reformed fabrics as wet-treated with the polyamino acids and crosslinking agents still had an excellent feel and texture even after repeated washing, with almost no change in the outward appearance thereof.
Thus, the reformed fabrics all had an excellent washing-resistance and excellent hydrophobic properties.
ExamPle 4
Each of the polyamino acids (A) to (E) obtained in Production Examples 1 to 7 was diluted with DMF.tp a 1/5 solution, and a crosslinking agent, namely Coronate
EH, was added thereto in an amount of 5% relative to the solids content of the polyamino acid. Each resulting solution was used as a processing solution.
The same wool fabric as that used in Example 1 was dipped in the processing solution at room temperature for 5 minutes, and was then squeezed with a mangle to a pick-up percentage of 110%. Next, the fabric was dried with hot air at 80"C for 30 minutes so that a polyamino acid film was formed on the surface of the fabric.
The reformed fabrics thus obtained were tested in the same manner as in Example 1 to evaluate the shrink resistance properties during washing and the hydrophobic properties thereof. The results obtained are given in Table 3 below.
As is obvious from the results in Table 3, the reformed fabrics as dry-treated with the polyamino acids and crosslinking agent still had an excellent feel and texture even after repeated washing, with almost no change in the outward appearance thereof.
Thus, the reformed fabrics all had an excellent washing-resistance and excellent hydrophobic properties.
Examnle 5
Each of the polyamino acids (A) to (E) obtained in
Production Examples 1 to 7 was diluted with DMF to a 1/5 solution, and a crosslinking agent, namely Colonate
EH, was added thereto in an amount of 5% relative to the solids content of the polyamino acid. Each resulting solution was used as a processing solution.
The same wool fabric as that used in Example 1 was dipped in an aqueous solution containing 2.6t sodium pyrosulphite (reducing agent) and 0.5% Tergitol TMN (nonionic surfactant, produced by UCC of USA) at room temperature for 5 minutes and then washed with water and thereafter dried with hot air at 80"C. Next, fabric was dipped in the processing solution at room temperature for 5 minutes and then squeezed with a mangle to a pick-up percentage of 110%. The fabric was thereafter dipped in water at 25"C for 3 minutes and then in hot water at 80"C for 3 minutes. Then, the fabric was dried with hot air at 80"C for 30 minutes so that a polyamino acid film was formed on the surface of the fabric.
The shrink proofed fabrics thus obtained all had a good feel and texture.
Then, the fabrics were tested in the same manner as in Example 1 to evaluate the shrink resistance properties during washing and the hydrophobic properties thereof. The results obtained are given in
Table 4 below.
As is obvious from the results in Table 4, the reformed fabrics as wet-treated with the polyamino acids and crosslinking agent still had an excellent feel and texture even after repeated washing, with almost no change in the outward appearance thereof.
Thus, the reformed fabrics all had an excellent washing-resistance and excellent hydrophobic properties.
Example 6
The polyamino acid (B) obtained in Production
Example 4 was diluted with methyl ethyl ketone to a 3 wt. % solution, and a crosslinking agent, namely
Coronate EH, was added thereto in an amount of 13.3% relative to the solids content of the polyamino acid.
The resulting solution was used as a processing solution. A 100t wool plain weave fabric and a 100% wool twill fabric were dipped in an aqueous solution containing 2.5% sodium pyrosulphite (reducing agent) and 0.5% Alcopol 650 (nonionic surfactant, produced by
Allaid Colloid of USA) at room temperature for 5 minutes and then washed with water and thereafter dried with hot air at 80"C. Next, the fabrics were dipped in the processing solution at 50"C for 5 minutes and then squeezed with a mangle to a pick-up percentage of 50%.
The fabrics were dipped in water at 25"C for 3 minutes and then in hot water at 60"C for 3 minutes. Then, the fabrics were dried with hot air at 80"C for 15 minutes so that a polyamino acid film was formed on the surface of the fabric.
The shrink proofed fabrics thus obtained all had a good feel and texture.
The fabrics were subjected to a practical washing test on the basis of the JIS L0217 103 Method, whereupon the shrink resistance properties were evaluated. In more detail, the fabrics were subjected to relaxation shrinkage in accordance with a cycle consisting of (a) washing (5 minutes), (b) dewatering (30 seconds), (c) rinsing at room temperature (2 minutes), (d) dewatering (30 seconds), and (e) atmospheric drying, using a temperature of 40"C and using strong water-jet stream agitation, and using a synthetic detergent concentration of 2 g/litre and bath ratio of 1/30. The fabrics were then subjected to felt shrinkage test comprising 20 cycles. After the test, the variation of the size (dimension) of the tested sample, if any, was measured, and the shrink resistance properties during washing of the same was determined.
Additionally, the sample was also evaluated with respect to hydrophobic properties in the same manner as in Example 1. The results obtained are given in Table 5 below.
As is obvious from the results in Table 5, the fabrics as reformed by reduction followed by treatment with the polyamino acid and crosslinking agent still had a good feel and texture even after repeated washing, with almost no change in the outward appearance thereof. Thus, the reformed fabrics all had an excellent washing-resistance and excellent - - hydrophobic properties.
Example 7
The polyamino acid obtained in Production Example 1 was diluted with DMF to a 1/5 solution, and a crosslinking agent, namely Coronate EH, was added thereto in an amount of 5t relative to the solids -content of the polyamino acid. This solution was used as a processing solution.
Slivers (# 66) of merino wool from Australia were dipped in the processing solution for about 10 to 15 seconds and then squeezed with a mangle to a pick-up percentage of 110%. The.slivers were washed with water at 20"C in the first washing tank of a back-washer and then with hot water at 60"C in the second washing tank thereof. Then, the slivers were dried at 80"C so that a polyamino acid film was formed on the surfaces of the slivers. The slivers were then spun into knitting yarns (yarn number count: 2/60), and the fibrous properties of the slivers were tested in accordance with the methods mentioned below. The results obtained are given in Table 6 below.
(1) Shrink Resistance Properties
The same method as in Example 1 was employed.
(2) Hydrophobic Properties
0.2 g of the slivers to be tested were rounded by hand to form a ball having a diameter of 2 to 3 cm.
The ball was floated on a solution containing 2 g/litre of a neutral detergent (Monogen, produced by Daiichi
Industrial Chemical Co.) at room temperature, whereupon the necessary time for the ball to sink in the solution was measured. In the case of the ball made of an oxidation-treated wool, it was floated on an aqueous solution at room temperature, whereupon the necessary time for the ball to sink in the solution was measured.
On the basis of the data pbtained, the hydrophobic properties of the sample tested were evaluated. - (3) Tensile Strength and Elonaation Modulus
The sample yarn to be tested was subjected to a tensile test by JIS L1075.7.5 Test Method, using a constant rate tension-type tensile strength tester.
From the result given in Table 6 below, it.is obvious that the animal hair fibre as reformed by the present invention has excellent shrink resistance properties while still maintaining the hydrophobic properties which are intrinsic in natural animal hair fibre. Additionally, the reformed fibre has excellent fibrous properties.
Example 8
Slivers (# 66) of a merino wool from Australia were dipped in a solution containing sodium dichloroisocynaurate (3.5% o.w.f.) at 25"C for 25 minutes. After washing with water, the slivers were treated with sodium sulphite (10.0t o.w.f.) at 35"C for 15 minutes and then again fully washed with water. The resulting chlorination-treated wool slivers were processes in the same manner as in Example 5. The results obtained are given in Table 7 below.
As is obvious from the results of Table 7, the animal hair fibre as reformed by the present invention has high anti-shrinking properties. Additionally, it further has excellent hydrophobic properties and excellent fibrous characteristics (i.e. high fibre strength and high elongation modulus) that are close to those of natural animal hair fibre.
Table 1 - Evaluation of Properties of Polyamino Acid-Reformed Wool Fabrics
Example No. Polymer. Area Shrinkage Percentage (%) Feel and Hydrophobic Property (mm) 5A x 3 5A x 5 Textufe Examle 1 Polyamino Acid (A) 5.8 12.7 A 0.2
Polyamino Acid (B) 7.7 25.3 A 0.2
Polyamino Acid (C) 13.3 30.0 A 0.2
Polyamino Acid (D) 5.9 20.3 A 0.2
Polyamino Acid (E) 4.6 19.4 B 0.4
Example 2 Polyamino Acid (A) 4.5 11.8 B 0.2
Polyamino Acid (B) 6.6 20.2 B 0.2
Polyamino Acid (C) 9.6 26.1 B 0.2
Polyamino Acid (D) 8.0 18.4 B 0.2
Polyamino Acid (E) 3.3 18.7 B 0.4
Comparative Non-Reformed 47.0 54.8 C 1.4
Example Chlorination-freated 8.0 31.6 B 124
Chlonination/resin-freated. 1.5 2.2 A 92 (Notes) A : Normal. B : Somewhat Poor. C : Bad.
Table 2 - Evaluation of Properties of Polyamino Acid-Reformed Wool Fabrics (wet process)
Example 3 Crosslinking Agent Area Shrinkage Percentage (%) Feel and Hydrophobic 5A x 3 5A x 5 Texture Property (mm)
Polyamino Coronate EH -0.2 0.5 A 0.2
Acid (A)
Coronate HL 2.7 3.5 B 0.2
Denacol .EX-301 3.1 4.6 B 0.2 polyamino Coronate EH -1.8 -0.6 A 0.2
Acid (B)
Coronate HL -0.1 3.4 B 0.2
Denacol EX-301 1.5 4.1 C 0.2
Polyamino Coronate EH -1.0 6.3 6.3 A 0.2
Acid (C)
Coronate HL 0.8 4.4 B 0.2
Denacol EX-301 1.2 4.5 B 0.2
Polyamino Coronate EH -2.0 3.1 B 0.2
Acid (D)
Coronate HL -0.9 4.6 C 0.2
Denacol EX-301 1.5 5.9 C 0.2
Polyanino Coronate EH -1.0 3.1 A 0.2
Acid (E)
Coronate HL 1.3 3.3 C 0.3
Denacol EX-301 3.6 6.1 B 0.4
Comparative Non-reformod 47.0 54.8 D 1.4
Example Chlorination-freated 8.0 31.6 B 124
Chlorination/resin-freated 1.5 2.2 A 92 (Notes) A : Exc@llent. B : Normal.C : Somewhat Poor. : Bad.
Table 3 - Evaluation of Properties of Polyamino Acid-Reformed Wool Fabrics (dry process)
Example 4 Area Shrinkage Percentage(%) Feel and Hydrophobic Property (mm) 5A x 3 5A x 5 Texture Polyamino Acid (A) 1.2 2.9 A 0.2
Polaymino Acid (B) 0.2 1.6 A 0.2
Polaymino Acid (C) 1.3 6.2 A 0.2
Polyamino Acid (D) 0.7 6.3 B 0.2
Polyamino Acid (E) 1.9 5.9 A 0.4
Comparative Example (Non-Reformed) 47.0 54.8 C 1.4
Chlorination-freated 8.0 31.6 B 124
Chlorination/resin-freated 1.5 2.2 A 92 (Notes) A : Normal. B : Somewhat Poor. C : Bad.
Table 4 - Evaluation of Properties of Polyamino Acid-Reformed Wool Fabrics (reduction-treated)
Example 5 Area Shrinkage Percentage (%) Feel and Hydrophobic Property (mm) 5A x 3 5A x 5 Texture Polyamino Acid (A) 0.1 0.4 A 0.3
Polyamino Acid (B) 0.4 2.7 A 0.3
Polyamino Acid (C) 0.8 2.4 A 0.3
Polyamino Acid (D) 0.5 2.1 A 0.3
Polyamino Acid (E) 0.7 2.7 A 0.4
Comparative Example (Non-Reformed) 47.0 54.8 C 1.4
Chlorination-freated 8.0 31.6 B 124
Chlorination/resin-freated 1.5 2.2 A 92 (Notes) A : Normal. B : Somewhat Poor. C : Bad.
Table 5 - Evaluation of Properties of Polyamino Acid-Reformed Wool Fabrics
Shrinkage Percentage (%) Feel and Hydrophobic Property (mm) width length Texture Example 6 (plane weave 0.2 1.2 A 0.3 fabric)
Example 6 (twill fabric) 0.4 1.2 A 0.3
Non-Reformed Plane Weave
Fabric 9.8 26.7 B 2.0
Non-Reformed Twill Fabric 32.9 46.3 B 1.5 (Notes) A : Normal. B : Bad.
Table 6 - Evaluation of Properties of Polyamino Acid
Reformed Wool Slivers
Test Items Test Results
No Polyamino Acid Example 7
Shrink Resistance SA x 1 43.6 % 0.6 %
Property (area felting 5A x 3 60.4 % 8.3 %
shrinkage
percentage)
Hydrophobic 16,1 seconds 21.4 seconds
Property
Fibrous Tensile 178 g 2S7 g
Properties Strength of Yarns Elongation 19.3 % 34.6 %
Modulus Table 7 - Evaluation of Properties of Polyamino Acid
Reformed Cl-Treated Wool Slivers
Test Items . Test Results
No Polyamino Acid ExampleS Shrink Resistance 5A x 2 6.2 t 2.9 t Property (area felting 5A x 5 21.6 8 1.5 %
shrinkage
percentage)
Hydrophobic
Property 2.6 seconds 20.0 seconds
Fibrous Tensile Strength 170 g 236 g
Properties of Yarns Elongation
Modulus 19.3 % 30.8 %
Claims (11)
1. A method of reforming animal hair fibre, which comprises treating the animal hair fibre with a polyamino acid.
2. A method according to claim 1, wherein the polyamino acid is in the form of a solution thereof.
3. A method of reforming animal hair fibres which comprises treating the animal hair fibre with a polyamino acid and a crosslinking agent.
4. A method of reforming animal hair fibre, which comprises reducing the animal hair fibre and then treating it with a polyamino acid and a crosslinking agent.
5. A method according to claim 3 or 4, wherein the polyamino acid and the crosslinking agent are in the form of a solution of both thereof.
6. A method according to claim 3 or 4, wherein the polyamino acid and the crosslinking agent are in the form of separate solutions thereof.
7. A method according to any of claims 3 to 6, wherein the crosslinking agent is an isocyanate type crosslinking agent or an epoxy type crosslinking agent.
8. A method according to any of claims 1 to 7, wherein the polyamino acid is one obtained by a decarboxylating polymerization of an amino acid Ncarboxylic acid anhydride.
9. A method according to any of claims 1 to 8, wherein the animal hair fibre is in the form of a mixed fibre containing at least 15% of the animal hair fibre.
10. A method according to claim 1, 3 or 4, substantially as described in any of the foregoing
Examples 1 to 8.
11. Animal hair fibre that has been reformed by a method according to any of claims 1 to 10.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP33955089 | 1989-12-26 | ||
| JP40255890A JPH03294578A (en) | 1989-12-26 | 1990-12-17 | Modification of animal hair fiber |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB9027927D0 GB9027927D0 (en) | 1991-02-13 |
| GB2241253A true GB2241253A (en) | 1991-08-28 |
Family
ID=26576447
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9027927A Withdrawn GB2241253A (en) | 1989-12-26 | 1990-12-21 | Method of reforming animal hair fibre |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPH03294578A (en) |
| GB (1) | GB2241253A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0939160A1 (en) * | 1996-04-19 | 1999-09-01 | Idemitsu Petrochemical Co., Ltd. | Textile treatments and fibers and textile goods treated therewith |
| US8258093B2 (en) | 2006-02-17 | 2012-09-04 | Wake Forest University Health Sciences | Wound healing compositions containing keratin biomaterials |
| US8299013B2 (en) | 2006-02-17 | 2012-10-30 | Wake Forest University Health Sciences | Clotting and healing compositions containing keratin biomaterials |
| US8545893B2 (en) | 2010-03-08 | 2013-10-01 | Wake Forest University Health Sciences | Keratin biomaterials for treatment of ischemia |
| US8637231B2 (en) | 2004-08-17 | 2014-01-28 | Wake Forest University Health Sciences | Method for increasing the volume of a blood substitute with an expander comprising basic alpha keratose |
| US8920827B2 (en) | 2005-10-21 | 2014-12-30 | Wake Forest University Health Sciences | Keratin bioceramic compositions |
| US8968764B2 (en) | 2006-02-10 | 2015-03-03 | Wake Forest University Health Sciences | Nerve regeneration employing keratin biomaterials |
| US9068162B2 (en) | 2007-08-17 | 2015-06-30 | Wake Forest University Health Sciences | Keratin biomaterials for cell culture and methods of use |
| US9220754B2 (en) | 2010-11-17 | 2015-12-29 | Wake Forest University Health Sciences | Keratin compositions for treatment of bone deficiency or injury |
| US10434213B2 (en) | 2010-03-05 | 2019-10-08 | Wake Forest University Health Sciences | Controlled delivery system |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06306762A (en) * | 1993-04-16 | 1994-11-01 | Kanebo Ltd | Production of pleat-finished product |
| CN103572590B (en) * | 2013-10-24 | 2015-11-18 | 浙江理工大学 | A kind of amino acid EGDE reinforcement means of fragile wool fabric |
-
1990
- 1990-12-17 JP JP40255890A patent/JPH03294578A/en active Pending
- 1990-12-21 GB GB9027927A patent/GB2241253A/en not_active Withdrawn
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0939160A4 (en) * | 1996-04-19 | 2002-01-30 | Idemitsu Petrochemical Co | Textile treatments and fibers and textile goods treated therewith |
| EP0939160A1 (en) * | 1996-04-19 | 1999-09-01 | Idemitsu Petrochemical Co., Ltd. | Textile treatments and fibers and textile goods treated therewith |
| US8637231B2 (en) | 2004-08-17 | 2014-01-28 | Wake Forest University Health Sciences | Method for increasing the volume of a blood substitute with an expander comprising basic alpha keratose |
| US11173233B2 (en) | 2005-10-21 | 2021-11-16 | Wake Forest University Health Sciences | Keratin bioceramic compositions |
| US8920827B2 (en) | 2005-10-21 | 2014-12-30 | Wake Forest University Health Sciences | Keratin bioceramic compositions |
| US9968706B2 (en) | 2006-02-10 | 2018-05-15 | Wake Forest University Health Sciences | Nerve regeneration employing keratin biomaterials |
| US8968764B2 (en) | 2006-02-10 | 2015-03-03 | Wake Forest University Health Sciences | Nerve regeneration employing keratin biomaterials |
| US8299013B2 (en) | 2006-02-17 | 2012-10-30 | Wake Forest University Health Sciences | Clotting and healing compositions containing keratin biomaterials |
| US9149566B2 (en) | 2006-02-17 | 2015-10-06 | Wake Forest University Health Sciences | Coatings and biomedical implants formed from keratin biomaterials |
| US8273702B2 (en) | 2006-02-17 | 2012-09-25 | Wake Forest University Health Sciences | Wound healing compositions containing keratin biomaterials |
| US10821211B2 (en) | 2006-02-17 | 2020-11-03 | Wake Forest University Health Sciences | Coatings and biomedical implants formed from keratin biomaterials |
| US8258093B2 (en) | 2006-02-17 | 2012-09-04 | Wake Forest University Health Sciences | Wound healing compositions containing keratin biomaterials |
| US9068162B2 (en) | 2007-08-17 | 2015-06-30 | Wake Forest University Health Sciences | Keratin biomaterials for cell culture and methods of use |
| US10434213B2 (en) | 2010-03-05 | 2019-10-08 | Wake Forest University Health Sciences | Controlled delivery system |
| US8545893B2 (en) | 2010-03-08 | 2013-10-01 | Wake Forest University Health Sciences | Keratin biomaterials for treatment of ischemia |
| US9220754B2 (en) | 2010-11-17 | 2015-12-29 | Wake Forest University Health Sciences | Keratin compositions for treatment of bone deficiency or injury |
Also Published As
| Publication number | Publication date |
|---|---|
| GB9027927D0 (en) | 1991-02-13 |
| JPH03294578A (en) | 1991-12-25 |
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