US3619278A - Process for treating textile materials - Google Patents
Process for treating textile materials Download PDFInfo
- Publication number
- US3619278A US3619278A US826723A US3619278DA US3619278A US 3619278 A US3619278 A US 3619278A US 826723 A US826723 A US 826723A US 3619278D A US3619278D A US 3619278DA US 3619278 A US3619278 A US 3619278A
- Authority
- US
- United States
- Prior art keywords
- emulsion
- textile materials
- silicone rubber
- urea
- percent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000004753 textile Substances 0.000 title claims abstract description 69
- 239000000463 material Substances 0.000 title claims abstract description 65
- 238000000034 method Methods 0.000 title claims description 41
- 239000000839 emulsion Substances 0.000 claims abstract description 77
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 48
- 229920002379 silicone rubber Polymers 0.000 claims abstract description 47
- 239000004945 silicone rubber Substances 0.000 claims abstract description 47
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 25
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 23
- 238000007720 emulsion polymerization reaction Methods 0.000 claims abstract description 10
- 125000005375 organosiloxane group Chemical group 0.000 claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- 150000001282 organosilanes Chemical class 0.000 claims abstract description 9
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 8
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 8
- -1 amine salt Chemical class 0.000 claims description 27
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 claims description 12
- 229920005989 resin Polymers 0.000 claims description 11
- 239000011347 resin Substances 0.000 claims description 11
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 10
- IXYWGDAONWUVER-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol;urea Chemical compound NC(N)=O.NC1=NC(N)=NC(NCO)=N1 IXYWGDAONWUVER-UHFFFAOYSA-N 0.000 claims description 9
- ZEYUSQVGRCPBPG-UHFFFAOYSA-N 4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one Chemical compound OCN1C(O)C(O)N(CO)C1=O ZEYUSQVGRCPBPG-UHFFFAOYSA-N 0.000 claims description 7
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 claims description 6
- 239000003995 emulsifying agent Substances 0.000 claims description 6
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- 229910001629 magnesium chloride Inorganic materials 0.000 claims description 5
- 238000007598 dipping method Methods 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- OACZPFGEOJVXMG-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol hydroxymethylurea Chemical compound C(O)NC(=O)N.C(O)NC1=NC(=NC(=N1)N)N OACZPFGEOJVXMG-UHFFFAOYSA-N 0.000 claims 1
- 239000000243 solution Substances 0.000 description 42
- 238000011084 recovery Methods 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 239000004744 fabric Substances 0.000 description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 7
- 229920002545 silicone oil Polymers 0.000 description 6
- 230000000704 physical effect Effects 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- JZLWSRCQCPAUDP-UHFFFAOYSA-N 1,3,5-triazine-2,4,6-triamine;urea Chemical compound NC(N)=O.NC1=NC(N)=NC(N)=N1 JZLWSRCQCPAUDP-UHFFFAOYSA-N 0.000 description 2
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- TUHRVKQKRZLMHU-UHFFFAOYSA-N 2-(hydroxymethyl)prop-1-ene-1,1,3-triol Chemical group OCC(CO)=C(O)O TUHRVKQKRZLMHU-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- WTFUTSCZYYCBAY-SXBRIOAWSA-N 6-[(E)-C-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-N-hydroxycarbonimidoyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C/C(=N/O)/C1=CC2=C(NC(O2)=O)C=C1 WTFUTSCZYYCBAY-SXBRIOAWSA-N 0.000 description 1
- 101100008049 Caenorhabditis elegans cut-5 gene Proteins 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- SZKKRCSOSQAJDE-UHFFFAOYSA-N Schradan Chemical group CN(C)P(=O)(N(C)C)OP(=O)(N(C)C)N(C)C SZKKRCSOSQAJDE-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- NBJODVYWAQLZOC-UHFFFAOYSA-L [dibutyl(octanoyloxy)stannyl] octanoate Chemical compound CCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCC NBJODVYWAQLZOC-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- IRGXVHXPGJJQOU-UHFFFAOYSA-N ethene;zinc Chemical compound [Zn].C=C IRGXVHXPGJJQOU-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 206010056873 tertiary syphilis Diseases 0.000 description 1
- 150000003527 tetrahydropyrans Chemical class 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Chemical group 0.000 description 1
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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
-
- 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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
- D06M15/3568—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing silicon
Definitions
- R is a monovalent hydrocarbon radical containing from 1 to 18 carbon atoms and n is a mean value of from 1.9 to 2.1, the relative viscosity of which silicone rubber emulsion in a toluene solution at 25 C. is at least 1.8, the textile materials are provided with excellent flexibility and springiness, and what is more, when the silicone rubber emulsion is applied to textile materials together with known resin-finishing agents heretofore employed for the purpose ofimproving the properties of the textile materials, it will serve to prevent the reduction of the strength of the textile materials which is one of the disadvantages ofthe known textile-material treating agents.
- This invention relates to a process of treating textile materials, especially for the purpose of providing them with flexibility and springiness.
- Textile materials on the market are usually treated with resin so that they may be creaseand shrinkage-resistant, but such fabrics are apt to feel hard and have inferior physical properties due to their reduced strength.
- silicone oil or others are employed as a softener together with the treating agents, but a comparatively large amount of resin has to be employed under a severe condition when carrying out the permanent press which has become very popular these days. Therefore the use of the softener mentioned above often fails to maintain the desired strength and flexibility of the fabrics.
- silicone oil provides cellulosic fabrics with comparatively good flexibility, but when the textile materials are of synthetic fibers such as polyester, polyamide or a mixture of polyester and cotton, no sufficient flexibility can be expected to be imparted by the silicone oil.
- the present invention relates to a method of treating textile materials which is free from the above disadvantages.
- the primary object of the invention is to provide a process for treating textile materials which gives them excellent flexibility and springiness in order to improve their touch, and another object is to provide a process of treating textile materials in which emulsions, easy to handle and having excellent stability, are employed to give the above-mentioned effect. Still another object is to provide a process, which, even when employed in combination with known processes comprising the treatment with resin substances, gives superior touch to the textile materials, besides improving their tear resistance.
- the present invention is characterized by treating textile materials with a silicone rubber emulsion containing, as its principal component, organopolysiloxane, prepared by emulsion-polymerization of organosilane or organosiloxane, which is represented by the unit formula:
- RuSiO in which R is a monovalent hydrocarbon radical containing from one to 18 carbon atoms and n is a mean value offrom 1.9 to 2.1 whose relative viscosity in a toluene solution (I g./100 cc.) at 25 C. is at least 1.8.
- the silicone rubber emulsion prepared by emulsion-polymerization of organosilane or organosiloxane is an emulsion consisting of corpuscles smaller than I micron, so that it can stand a long storage. and when textile materials are treated with this silicone rubber emulsion, better flexibility and springiness than those provided by the heretofore employed treating agents are obtained, and especially when the emulsion is employed together with the known resin-finishing agents, not only the flexibility and springiness and other physical properties of textiles are improved but also entire or partial reduction of their strength is prevented, which is apt to be brought about by the resin-finishing agents.
- the silicone rubber emulsion employed in the process of the invention is prepared by emulsion polymerization of organosilanes such as alkoxysilanes, or of cyclic or low-molecular straight-chained organosiloxanes.
- organosilanes such as alkoxysilanes, or of cyclic or low-molecular straight-chained organosiloxanes.
- it is prepared from octamethyl tetracyclosiloxane which is emulsified in an acid-type anionic emulsifier such as alkyl sulfonate or alkylsulfate, and is polymerized until the desired polymerization degree is obtained, and subsequently neutralized with alkali.
- Organopolysiloxane contained in said emulsion which is represented by the above-mentioned unit formula, must not be of too small polymerization degree.
- the relative viscosity, 177, of the polysiloxane, when measured at 25 C. in a toluene solution (1 g. of polysiloxane/100 cc. of toluene), must be 1.8 or above. If it is below 1.8, the textile materials treated with the emulsion will not acquire the desired excellent flexibility and other physical properties.
- the organic radical (R) contained in said organopolysiloxane is a hydrocarbon radical containing from one to 18 carbon atoms as mentioned before, and it is exemplified by saturated or unsaturated hydrocarbon groups such as methyl, ethyl, vinyl and allyl, and aromatic hydrocarbon groups such as phenyl.
- R/Si n saturated or unsaturated hydrocarbon groups such as methyl, ethyl, vinyl and allyl, and aromatic hydrocarbon groups such as phenyl.
- the ratio of said organic radical to silicon atoms given by R/Si n is smaller than 1.9 the textile materials treated with the emulsion will become hard and possess no excellent flexibility, so that the value ofn is defined to be between 1.9 and 2.1.
- the process of the present invention for the treatment of textile materials, is carried out very easily in the manner in which the known resin-finishing method is practiced.
- the silicone rubber emulsion prepared by emulsionpolymerization of organosilane or organosiloxane is diluted with water until the solid content of the solution becomes 0.1-5 percent by weight, then a textile material is dipped in the aqueous solution thus prepared and squeezed on a mangle so that the solution content of the textile material may be 30-200 percent.
- the solution-impregnated textile material is then dried at -l00 C. and further heated for 30 seconds 5 minutes at l20l80 C.
- the treated textile material may be subjected to soaping, washing with hot and/or cold water, and then dried.
- roller coating can be employed in order to apply the silicone rubber emulsion to the textile.
- the ratio of the silicone rubber component applied to the textile is generally 01-10 percent by weight of the textile.
- the compatibility of the silicone rubber emulsion with inorganic salts can be improved by the addition of nonionic, anionic or cationic emulsifier or high molecular materials, such as polyoxyethylene alkylphenol ether, polyoxyethylene alkyl ether, or block copolymer of polyoxyethylene and polyoxypropylene, and said silicone rubber emulsion can be employed in conjunction with resin-finishing agents such as methylol melamine, methylol urea or methylol melamine urea, the amount of the resin-finishing agent added to the emulsion being preferably less than 300 g./l.
- a hardening agent selected from the group consisting of zinc nitrate, magnesium chloride and an organic amine salt, in an amount of 5-30 percent of the resin contained in the emulsion.
- various finishing agents containing as a principal component, polyethylene, silicone oil, polyacrylic ester, polyvinyl alcohol, polyvinyl acetate or fluorine-containing resin may be used together with the silicone rubber emulsion.
- the process of the invention may be applicable to every kind of textile made of natural, semisynthetic or synthetic fibers, as well as to mixed or blended fabrics, giving an excellent effect.
- a test piece was subjected to 50 percent elongation either lengthwise or breadthwise for 1 minute, and 5 seconds after its length (1,) was measured, and the resilience recovery rate was and the value of the relative viscosity, 17r, is the viscosity mea- 5 calculated by the following equation: sured at 25 C. of the toluene solution of poiysiloxane prepared by dissolving l g. of polysiloxane in 100 cc. of 2l l 100 toluene.
- the values of the physical properties of the textile l materials given by the treatment of the present invention were obtained as follows:
- Te i t where 1, is the original length of the test piece.
- Emulsions E-O whose composmons are given in table l-h opening angle of the test piece was measured with a Monsanto were prepared by the method of emulsion-polymerization, crease-recovery tester, and the crease-recovery rate was cal- WM] 1
- a D d f Culated by the following equation: e emu sions were prepare or compara Ive purposes by adding an emuls1fier.a diluent and water in the ratios given a.
- EXAMPLE 1 Test pieces of cotton poplin (408') were each dipped into the treating solutions Nos. 1-16, mangled to the state containing percent of the solution in relation to the weight of the cloth (weight of silicone component/weight of cloth: 0.36 percent), subjected to the preliminary heating at 100 C. for 3 minutes, then to the heat treatment at 160 C. for 3 minutes, followed by soaping, hot-water washing, cold-water washing and drying.
- the tear resistance, the crease recovery rate, the value obtained by means of the Handle-O-Meter, and the touch of the test pieces thus treated are given in table 3.
- test pieces of cotton poplin (408) were treated with treating solutions Nos. H 23, and the tear resistance, the crease-recovery rate, the value obtained by means of the Handle-O-Meter and the touch of the test pieces thus treated proved to be as given in table 4. It is clear from the table that the test pieces treated with emulsion J of the invention gave better softness. springiness and recovery of crease than those treated with hitherto employed emulsion A consisting of silicone oil.
- EXAMPLE 3 Just as in example 1, test pieces of broadcloth (8OS' blend spun yarn) of 65 percent polyester fiber and 35 percent cotton were treated with treating solutions Nos. 24-30; and the tear resistance, the crease-recovery rate, the value obtained by means of Handle-O-Meter and the touch of the test pieces thus treated proved to be as given in table 5. It was found, as in example 2, that the treating solution, emulsion J, of the invention served to improve the physical properties of the textile materials better than emulsion A consisting ofsilicone oil.
- EXAMPLE 4 4 parts of emulsion A and emulsion J were each diluted with 96 parts of water, obtaining treating solution Nos. 31 and 32. Test pieces of tricot l00 percent polyester fiber) were dipped into either of the treating solutions, mangled and dried at 100? C. for 4 minutes. The test pieces thus treated proved to have l.2 percent by weight of silicone per 100 percent by weight of the textile material. The values obtained the Handle-O-Meter and the resilience recovery rates of the test pieces were as given in table 6.
- Test ieces of 'erse of 100 ercent acr lonitrile fiber TA P l y P Y Resilience recovery 2 5 were dipped into either of them, mangled, and dried at 100 C. value obtained rate, percent for 5 minutes.
- the test pieces thus treated proved to have 1.8 Treatin b means of Solutions HandiyOWIeter Length Breadth percent by weight of silicone per 100 percent by weight of the wise wise Remarks textile material.
- Tests described in exam le 4 were conducted Number (Slit. mm.), g P
- EXAMPLE 6 5 parts of emulsion A and emulsion F were each diluted melamine urea and dimethylol dihydroxyethylene urea, in the amount of less than 300 g./l. of said emulsion, in the presence ofa 50 weight percent solution ofa hardening agent selected from the group consisting of zinc nitrate, magnesium chloride and organic amine salt, in an amount of 5-30 percent by weight ofthe resin contained in the emulsion.
- a hardening agent selected from the group consisting of zinc nitrate, magnesium chloride and organic amine salt
- a process of treating textile materials which is characterized by dipping them in a silicone rubber emulsion, containing as its principal component, organopolysiloxane, prepared by emulsionpolymerization of organosilicone compounds selected from organosilane and organosiloxane, which is represented by a unit formula:
- R is a monovalent hydrocarbon radical, containing from I to 18 carbon atoms and n is a mean value of from 1.9 to 2.1, whose relative viscosity in a toluene solution at 25 C. is at least 1.8, then mangling them to the state of containing from 30 to 200 percent of the solution in relation to the weight of the textile materials, drying them at 80-l00 C. and further heating them for 30 seconds5 minutes at l-l 80 C.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP43038200A JPS4832991B1 (enrdf_load_stackoverflow) | 1968-06-04 | 1968-06-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3619278A true US3619278A (en) | 1971-11-09 |
Family
ID=12518693
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US826723A Expired - Lifetime US3619278A (en) | 1968-06-04 | 1969-05-21 | Process for treating textile materials |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US3619278A (enrdf_load_stackoverflow) |
| JP (1) | JPS4832991B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1261784A (enrdf_load_stackoverflow) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3770489A (en) * | 1971-09-16 | 1973-11-06 | United Merchants & Mfg | Creaseproofing cellulose-based fabrics |
| US3844825A (en) * | 1972-11-30 | 1974-10-29 | American Cyanamid Co | Method of producing an acrylic fiber having an improved touch like animal hair |
| US3944702A (en) * | 1974-06-24 | 1976-03-16 | Dow Corning Corporation | Fibrous structures bonded with a silsesquioxane-containing composition |
| US4020212A (en) * | 1974-09-13 | 1977-04-26 | Phillips Petroleum Company | Polyolefin fibers useful as fiberfill treated with finishing agent comprising an organopolysiloxane and a surface active softener |
| US4020199A (en) * | 1972-11-14 | 1977-04-26 | Japan Exlan Company Limited | Process for producing acrylic fibers having animal hair-like hand |
| JPS52142773A (en) * | 1976-05-24 | 1977-11-28 | Dow Corning | Method of modification of surface of thermoplastic material |
| US4167501A (en) * | 1978-04-13 | 1979-09-11 | Dow Corning Corporation | Process for preparing a textile-treating composition and resin-silicone compositions therefor |
| DE2931470A1 (de) * | 1978-08-04 | 1980-02-14 | Dow Corning | Verfahren zur herstellung von homogenen waessrigen mischungen von polydimethylsiloxanen und buegelfreiharzen |
| US4211815A (en) * | 1973-12-01 | 1980-07-08 | Ciba-Geigy Corporation | Waterproofing of textiles |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3244955A1 (de) * | 1982-12-04 | 1984-06-07 | Bayer Ag, 5090 Leverkusen | Waessrige silicondispersionen, verfahren zu deren herstellung und verwendung als textilbehandlungsmittel |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2635040A (en) * | 1949-04-19 | 1953-04-14 | Gen Electric | Silicone-impregnated surfaces suitable for ironing |
| US2673843A (en) * | 1951-05-17 | 1954-03-30 | Connecticut Hard Rubber Co | Liquefaction of silicone rubber gum and products thereof |
| US2755194A (en) * | 1955-02-07 | 1956-07-17 | Dow Corning | Organosiloxane emulsions |
| US3240731A (en) * | 1962-03-26 | 1966-03-15 | Wacker Chemie Gmbh | Silicone elastomer |
| US3294725A (en) * | 1963-04-08 | 1966-12-27 | Dow Corning | Method of polymerizing siloxanes and silcarbanes in emulsion by using a surface active sulfonic acid catalyst |
-
1968
- 1968-06-04 JP JP43038200A patent/JPS4832991B1/ja active Pending
-
1969
- 1969-05-21 US US826723A patent/US3619278A/en not_active Expired - Lifetime
- 1969-05-28 GB GB26932/69A patent/GB1261784A/en not_active Expired
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2635040A (en) * | 1949-04-19 | 1953-04-14 | Gen Electric | Silicone-impregnated surfaces suitable for ironing |
| US2673843A (en) * | 1951-05-17 | 1954-03-30 | Connecticut Hard Rubber Co | Liquefaction of silicone rubber gum and products thereof |
| US2755194A (en) * | 1955-02-07 | 1956-07-17 | Dow Corning | Organosiloxane emulsions |
| US3240731A (en) * | 1962-03-26 | 1966-03-15 | Wacker Chemie Gmbh | Silicone elastomer |
| US3294725A (en) * | 1963-04-08 | 1966-12-27 | Dow Corning | Method of polymerizing siloxanes and silcarbanes in emulsion by using a surface active sulfonic acid catalyst |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3770489A (en) * | 1971-09-16 | 1973-11-06 | United Merchants & Mfg | Creaseproofing cellulose-based fabrics |
| US4020199A (en) * | 1972-11-14 | 1977-04-26 | Japan Exlan Company Limited | Process for producing acrylic fibers having animal hair-like hand |
| US3844825A (en) * | 1972-11-30 | 1974-10-29 | American Cyanamid Co | Method of producing an acrylic fiber having an improved touch like animal hair |
| US4211815A (en) * | 1973-12-01 | 1980-07-08 | Ciba-Geigy Corporation | Waterproofing of textiles |
| US3944702A (en) * | 1974-06-24 | 1976-03-16 | Dow Corning Corporation | Fibrous structures bonded with a silsesquioxane-containing composition |
| US4020212A (en) * | 1974-09-13 | 1977-04-26 | Phillips Petroleum Company | Polyolefin fibers useful as fiberfill treated with finishing agent comprising an organopolysiloxane and a surface active softener |
| JPS52142773A (en) * | 1976-05-24 | 1977-11-28 | Dow Corning | Method of modification of surface of thermoplastic material |
| US4167501A (en) * | 1978-04-13 | 1979-09-11 | Dow Corning Corporation | Process for preparing a textile-treating composition and resin-silicone compositions therefor |
| DE2931470A1 (de) * | 1978-08-04 | 1980-02-14 | Dow Corning | Verfahren zur herstellung von homogenen waessrigen mischungen von polydimethylsiloxanen und buegelfreiharzen |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4832991B1 (enrdf_load_stackoverflow) | 1973-10-09 |
| GB1261784A (en) | 1972-01-26 |
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