JPH03269171A - Deep-colored polyester fiber cloth and production thereof - Google Patents
Deep-colored polyester fiber cloth and production thereofInfo
- Publication number
- JPH03269171A JPH03269171A JP2064135A JP6413590A JPH03269171A JP H03269171 A JPH03269171 A JP H03269171A JP 2064135 A JP2064135 A JP 2064135A JP 6413590 A JP6413590 A JP 6413590A JP H03269171 A JPH03269171 A JP H03269171A
- Authority
- JP
- Japan
- Prior art keywords
- polyester fiber
- deep
- polyepoxide compound
- fine particles
- cloth
- 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.)
- Pending
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 42
- 229920000728 polyester Polymers 0.000 title claims abstract description 38
- 239000004744 fabric Substances 0.000 title claims abstract description 32
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 30
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 25
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 19
- 125000003277 amino group Chemical group 0.000 claims abstract description 11
- 239000010419 fine particle Substances 0.000 claims abstract description 11
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 11
- 238000011282 treatment Methods 0.000 claims description 20
- 239000007788 liquid Substances 0.000 claims description 3
- ILSLNOWZSKKNJQ-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hept-4-ene Chemical compound C1=CCCC2OC21 ILSLNOWZSKKNJQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 description 15
- 230000000694 effects Effects 0.000 description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- -1 3,4-epoxy-6-methylcyclohexylmethyl Chemical group 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000005108 dry cleaning Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 229910002012 Aerosil® Inorganic materials 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- ZDZYGYFHTPFREM-UHFFFAOYSA-N 3-[3-aminopropyl(dimethoxy)silyl]oxypropan-1-amine Chemical compound NCCC[Si](OC)(OC)OCCCN ZDZYGYFHTPFREM-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 208000016261 weight loss Diseases 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- DYBIGIADVHIODH-UHFFFAOYSA-N 2-nonylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCC1=CC=CC=C1O DYBIGIADVHIODH-UHFFFAOYSA-N 0.000 description 1
- AHYFYQKMYMKPKD-UHFFFAOYSA-N 3-ethoxysilylpropan-1-amine Chemical compound CCO[SiH2]CCCN AHYFYQKMYMKPKD-UHFFFAOYSA-N 0.000 description 1
- AOYQDLJWKKUFEG-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]hept-4-ene-4-carboxylate Chemical compound C=1C2OC2CCC=1C(=O)OCC1CC2OC2CC1 AOYQDLJWKKUFEG-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 101100125371 Caenorhabditis elegans cil-1 gene Proteins 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 229920006221 acetate fiber Polymers 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 238000001020 plasma etching Methods 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、深色化されたポリエステル繊維布帛およびそ
の製造方法に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a deep-colored polyester fiber fabric and a method for producing the same.
〔従来の技術]
従来より、特にポリエステル繊維において、深みのある
色相、とりわけ黒の深色性を高めるための研究は数多く
見られる。[Prior Art] Many studies have been made to improve deep hues, especially black bathochromic properties, particularly in polyester fibers.
例えば、染色された繊維布帛に屈折率の低い化合物、例
えばフッ素系処理剤(特開昭57−176275号公報
など)、シリコン系処理剤(特開昭64−45466号
公報など)、ウレタン系処理剤(特開昭57−2968
2号公報)などで繊維表面を被覆する方法がある。これ
らの手段により深色化のレベルは向上しうるが、深色性
の向上に伴いドライクリーニング洗濯処理による深色度
の低下とか、染料のブリードアウトによる色の泣き出し
などの問題が起こりやすく、深色効果の耐久性には問題
があった。For example, dyed fiber fabrics are treated with compounds with a low refractive index, such as fluorine-based treatment agents (such as JP-A-57-176275), silicone-based treatment agents (such as JP-A-64-45466), and urethane-based treatments. agent (JP-A-57-2968
There is a method of coating the surface of the fiber with a material such as Japanese Patent Publication No. 2). Although the level of deep coloring can be improved by these means, problems such as a decrease in bathochromic degree due to dry cleaning washing processing and color bleeding due to dye bleed-out are likely to occur as the bathochromic property improves. There were problems with the durability of the bathochromic effect.
一方では、繊維表面に微細な凹凸を形成させ、繊維表面
での光の乱反射を防ぎ深色化を狙う方法があり、この技
術手段としては、微多孔形成剤を内添したポリエステル
繊維をアルカリ処理により微多孔形成剤を除去する方法
(特開昭54−120728号公報など)や、繊維表面
をプラズマエツチングして微細な凹凸を形成させる方法
などがある(特公昭59−11709号公報、特公昭6
0−37225号公報など)。On the other hand, there is a method of forming fine irregularities on the fiber surface to prevent diffuse reflection of light on the fiber surface and to deepen the color.As a technical means, polyester fiber with a microporous forming agent added thereto is treated with alkali. There is a method of removing the microporous forming agent using a method (such as Japanese Patent Application Laid-open No. 120728/1982), and a method of plasma etching the fiber surface to form fine irregularities (Japanese Patent Publication No. 59-11709, 6
0-37225, etc.).
さらには、あらかじめ屈折率の低い化合物で繊維製品を
処理し、ついで低温プラズマ処理する方法もある(特開
昭61−97490号公報など)。Furthermore, there is a method in which textile products are treated in advance with a compound having a low refractive index and then subjected to low-temperature plasma treatment (for example, Japanese Patent Application Laid-Open No. 61-97490).
これらの方法で繊維表面に微細な凹凸を形成させること
により、深色化も向上し、特に屈折率の低い化合物を表
面に被覆するとその深色度は相当向上するが、繊維表面
の凹凸部が破壊しやすく、例えば生地どうしがこすり合
わされたり、洗濯で生地が絡みあうと深色効果は極端に
低下し易く、深色性の耐久性という点で必ずしも充分な
レベルにあるとは言いがたい。By forming fine irregularities on the fiber surface using these methods, deep coloring can also be improved, and especially when the surface is coated with a compound with a low refractive index, the bathochromic degree can be considerably improved. It is easily destroyed and, for example, when fabrics are rubbed together or tangled during washing, the bathochrome effect tends to deteriorate significantly, and it cannot be said that the bathochrome durability is necessarily at a sufficient level.
本発明は、従来の深色化技術手段での問題、特に深色性
が高いレベルにおける深色効果の耐久性を実用上問題な
いレベルにまで改善した染色されたポリエステル繊維布
帛を提供することを目的とする。The present invention aims to provide a dyed polyester fiber fabric which has improved the durability of the bathochromic effect, which is a problem with conventional bathochromic technical means, particularly at a high bathochromic level, to a level that does not pose any practical problem. purpose.
本発明は、染色されたポリエステル繊維布帛の表面がポ
リエポキシド化合物を介して、シリカ微粒子で被覆され
ていることを特徴とする深色化ポリエステル繊維布帛お
よびその製造方法を提供するものである。The present invention provides a deep-colored polyester fiber fabric, characterized in that the surface of the dyed polyester fiber fabric is coated with silica fine particles via a polyepoxide compound, and a method for producing the same.
本発明においては、染色されたポリエステル繊維を対象
とする。ここで、染色されたポリエステル繊維とは、染
料を用いて100°C以上の高温度で熱処理されたもの
をいい、一般には該染料としては、分散染料を用いるが
、改質ポリエステル繊維の場合はカチオン染料または酸
性染料を用いることもある。また、染色方法としては、
浸染、サーモゾール、捺染のいずれでも適用可能である
。The present invention targets dyed polyester fibers. Here, dyed polyester fiber refers to one that has been heat-treated using a dye at a high temperature of 100°C or higher. Generally, a disperse dye is used as the dye, but in the case of modified polyester fiber, Cationic or acid dyes may also be used. In addition, as a dyeing method,
Dipping dyeing, thermosol printing, and printing are all applicable.
本発明におけるポリエステル繊維とは、エチレングリコ
ール、トリメチレングリコール、1,4−ブタンジオー
ルなどのグリコール成分とテレフタル酸、イソフタル酸
、マロン酸、コハク酸などのジカルボン酸成分との重縮
合体、グリコール成分またはジカルボン酸成分の一部と
して、他の第3成分を共重合させたポリエステル共重合
体、あるいはこれらポリエステル重合体と他の重合体と
のブレンドからなる繊維などである。The polyester fiber in the present invention refers to a polycondensate of a glycol component such as ethylene glycol, trimethylene glycol, or 1,4-butanediol and a dicarboxylic acid component such as terephthalic acid, isophthalic acid, malonic acid, or succinic acid, or a glycol component. Alternatively, it may be a polyester copolymer copolymerized with another third component as part of the dicarboxylic acid component, or a fiber made of a blend of these polyester polymers and other polymers.
なお、かかるポリエステル繊維には、必要に応じて任意
の添加剤、例えば触媒、着色防止剤、耐熱剤、難燃側、
酸化防止剤、無機微粒子などが含まれていてもよい。In addition, such polyester fibers may contain optional additives such as catalysts, color inhibitors, heat resistant agents, flame retardants,
Antioxidants, inorganic fine particles, etc. may also be included.
本発明においては、ポリエステル繊維は、必要に応じて
、綿、羊毛などの天然繊維、レーヨン、アセテートなど
の再生繊維およびポリエステル以外の合成繊維との混紡
、交編、交織などにより使用されてもかまわない。In the present invention, polyester fibers may be used by blending, inter-knitting, inter-weaving, etc. with natural fibers such as cotton and wool, regenerated fibers such as rayon and acetate, and synthetic fibers other than polyester, as necessary. do not have.
また、本発明においては、ポリエステル繊維として、ア
ルカリ減量処理が行われたものであっても使用すること
ができ、これによっても充分な深色効果を発揮すること
も可能である。Further, in the present invention, polyester fibers that have been subjected to alkali weight loss treatment can be used, and it is also possible to exhibit a sufficient deep color effect.
本発明において使用するポリエポキシド化合物としては
、1分子中に少なくとも2個以上のエポキシ基を、該化
合物100g当たり0.2g当量以上含有する化合物が
好ましく使用され、エチレングリコール、グリセロール
、ソルビトール、ペンタエリスリトール、ポリエチレン
グリコールなどの多価アルコール類とエピクロルヒドリ
ンのごときハロゲン含有エポキシド類との反応生成物、
レゾルシン・ビス(4−ヒドロキシフェニル)ジメチル
メタン、フェノール・ホルムアルデヒド樹脂、レゾルシ
ン・ホルムアルデヒド樹脂などの多価フェノール類と前
記ハロゲン含有エポキシド類との反応生成物、過酢酸ま
たは過酸化水素などで不飽和化合物を酸化して得られる
ポリエポキシド化合物、すなわち3,4−エポキシシク
ロヘキセンボキシド、3,4−エポキシシクロヘキシル
メチル−3,4−エポキシシクロヘキセンカルボキシレ
ート、ビス(3,4−エポキシ−6−メチルシクロヘキ
シルメチル)アジペートなどを挙げることができる。こ
れらのうち、特に多価アルコールとエピクロルヒドリン
との反応生成物、すなわち多価アルコールのポリグリシ
ジルエーテル化合物が優れた性能を発現するので好まし
い。As the polyepoxide compound used in the present invention, a compound containing at least two or more epoxy groups in one molecule in an amount of 0.2 g equivalent or more per 100 g of the compound is preferably used, such as ethylene glycol, glycerol, sorbitol, pentaerythritol, reaction products of polyhydric alcohols such as polyethylene glycol and halogen-containing epoxides such as epichlorohydrin;
Reaction products of polyhydric phenols such as resorcinol/bis(4-hydroxyphenyl)dimethylmethane, phenol/formaldehyde resin, and resorcinol/formaldehyde resin with the above halogen-containing epoxides, unsaturated compounds with peracetic acid or hydrogen peroxide, etc. polyepoxide compounds obtained by oxidizing, i.e., 3,4-epoxycyclohexeneboxide, 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexenecarboxylate, bis(3,4-epoxy-6-methylcyclohexylmethyl) Examples include adipate. Among these, reaction products of polyhydric alcohols and epichlorohydrin, ie, polyglycidyl ether compounds of polyhydric alcohols, are particularly preferred because they exhibit excellent performance.
かかるポリエポキシド化合物は、通常、乳化液として使
用に供するものがよい。Such a polyepoxide compound is usually preferably used as an emulsion.
乳化液または溶液とするには、例えばかかるポリエポキ
シド化合物をそのままあるいは必要に応じて少量の溶媒
に溶解したものを、公知の乳化剤、例えばアルキルベン
ゼンスルホン酸ソーダ、ジオクチルスルホサクシネート
ナトリウム塩、ノニルフェノールエチレンオキサイド付
加物などを用いて乳化または溶解する。To make an emulsion or solution, for example, such a polyepoxide compound as it is or dissolved in a small amount of a solvent as necessary may be added with a known emulsifier such as sodium alkylbenzene sulfonate, dioctyl sulfosuccinate sodium salt, or nonylphenol ethylene oxide. Emulsify or dissolve using something.
本発明において、ポリエポキシド化合物の使用量は特に
制限されないが、ポリエステル繊維に耐久性のある深色
性を付与するには、ポリエステル繊維に対して0.1〜
10重量%の範囲で用いるものが例示される。In the present invention, the amount of the polyepoxide compound used is not particularly limited, but in order to impart durable bathochromic properties to the polyester fiber, it is necessary to
Examples include those used in a range of 10% by weight.
ポリエポキシド化合物の使用量が0.1重量%未満の場
合には、耐久性のある深色効果が得られず、一方10重
量%を超えると必ずしも深色性およびその耐久性がよく
なるわけでもなく、また風合その他の欠点が生じてくる
ので好ましくない。If the amount of the polyepoxide compound used is less than 0.1% by weight, a durable bathochromic effect cannot be obtained, while if it exceeds 10% by weight, the bathochromic property and its durability will not necessarily be improved. Moreover, it is not preferable because it causes texture and other defects.
また、ポリエポキシド化合物の処理温度は、70〜13
0°Cの範囲が好ましく、80〜100℃の範囲がさら
に好ましい。ポリエポキシド化合物による処理温度が7
0°C未満では、深色性の耐久性が不充分であり、一方
130℃を超えると必ずしもこれらの性能の耐久性がさ
らに向上するわけでもなく、かえって低下することもあ
るので前記範囲で処理するのが好ましい。In addition, the processing temperature of the polyepoxide compound is 70 to 13
A range of 0°C is preferred, and a range of 80 to 100°C is more preferred. The treatment temperature with polyepoxide compound is 7
If the temperature is below 0°C, the durability of bathochromic properties will be insufficient, while if the temperature exceeds 130°C, the durability of these properties will not necessarily improve further and may even deteriorate, so processing should be carried out within the above range. It is preferable to do so.
また、ポリエポキシド化合物の処理時間は、1分以上が
好ましく、5〜60分であることがさらに好ましい。Moreover, the processing time for the polyepoxide compound is preferably 1 minute or more, and more preferably 5 to 60 minutes.
かかる条件が満たされるならば、処理方法は、高温連続
処理でもよく、常温から繊維を投入し、次いで昇温して
所定の温度で処理をするいわゆるバッチ方式の処理であ
ってもかまわない。As long as such conditions are met, the treatment method may be a high-temperature continuous treatment or a so-called batch method in which the fibers are introduced from room temperature, then heated and treated at a predetermined temperature.
本発明において使用するアミノ基を有するシリカ微粒子
とは、例えば平均粒子径1〜5μmの微粉末シリカにア
ミノシランを水またはメタノールのような低級アルコー
ルに溶解した液を反応させて得られる化合物である。The silica fine particles having an amino group used in the present invention are, for example, a compound obtained by reacting fine powder silica having an average particle diameter of 1 to 5 μm with a solution in which aminosilane is dissolved in water or a lower alcohol such as methanol.
アミノ基を有するシリカ微粒子は、例えばエアロジル#
200(日本アエロジル社製)にガンマ(2−アミノエ
チル)−アミノプロピルトリメトキシシランまたはアミ
ノプロピルエトキシシランを水またはメタノールのよう
な低級アルコールに溶解した液をスプレーなどで接触さ
せることにより容易に得られる。ここで、エアロジル#
200とアミノシランの比率(重量比)は、一般には1
00:0.01〜100:100が好ましく、1oo:
o、i〜100:3がさらに好ましい。Silica fine particles having an amino group are, for example, Aerosil #
200 (manufactured by Nippon Aerosil Co., Ltd.) with a solution of gamma (2-aminoethyl)-aminopropyltrimethoxysilane or aminopropylethoxysilane dissolved in water or a lower alcohol such as methanol by spraying or the like. It will be done. Here, Aerosil #
The ratio (weight ratio) of 200 and aminosilane is generally 1.
00:0.01 to 100:100 is preferable, and 1oo:
o, i to 100:3 is more preferred.
これらのアミノ基を有するシリカ微粒子は、例えばトル
エン、キシレン、n−ヘキサン、ヘプタン、アセトン、
メチルエチルケトン、メチルイソブチルケトン、酢酸エ
チル、酢酸ブチル、ミネラルターペン、イソプロピルア
ルコールなどの有機溶剤に溶解して処理液を調製し、ス
プレー、マングル、浸漬などの方法によってポリエステ
ル繊維布帛に付着させてもよいし、そのまま自己乳化す
るか、または適当な乳化剤、例えば高級アルコールの硫
酸エステル塩、アルキルベンゼンスルホン酸塩、高級ア
ルコールポリオキシアルキレン付加物、高級脂肪酸ポリ
オキシアルキレン付加物、高級脂肪酸ソルビタンエステ
ルなどにより乳化して、スプレー、マングル、浸漬など
の方法によりポリエステル繊維布帛に付着させてもよい
。These amino group-containing silica particles are, for example, toluene, xylene, n-hexane, heptane, acetone,
A treatment solution may be prepared by dissolving it in an organic solvent such as methyl ethyl ketone, methyl isobutyl ketone, ethyl acetate, butyl acetate, mineral turpentine, or isopropyl alcohol, and may be applied to the polyester fiber fabric by spraying, mangling, dipping, or other methods. , directly emulsified by self-emulsification, or emulsified with a suitable emulsifier such as higher alcohol sulfate ester salt, alkylbenzene sulfonate, higher alcohol polyoxyalkylene adduct, higher fatty acid polyoxyalkylene adduct, higher fatty acid sorbitan ester, etc. It may be attached to the polyester fiber fabric by methods such as spraying, mangling, and dipping.
本発明において、アミノ基を有するシリカ微粒子の使用
量は、ポリエステル繊維布帛に対して、好ましくは0.
1〜10重量%、さらに好ましくは0.5〜3重量%で
ある。使用量が多いほど深色効果は高くなるが、反面、
耐久性が損なわれたり、摩擦堅牢度が大きく低下したり
、さらには風合が粗硬になるなどの問題が生じるように
なる。In the present invention, the amount of the silica fine particles having an amino group used is preferably 0.0000000000000000 with respect to the polyester fiber fabric.
It is 1 to 10% by weight, more preferably 0.5 to 3% by weight. The greater the amount used, the greater the deep color effect, but on the other hand,
Problems arise such as the durability is impaired, the fastness to friction is greatly reduced, and the texture becomes rough and hard.
一方、0.1重量%未満では、深色効果に乏しいので好
ましくない。On the other hand, if it is less than 0.1% by weight, it is not preferable because the deep color effect is poor.
本発明は、ポリエステル繊維布帛をあらかじめポリエポ
キシド化合物を含む処理液で前処理することに特徴があ
る。この前処理により、ポリエポキシド化合物がどのよ
うにポリエステル繊維布帛に付着しているのか明確では
ないが、洗濯、ドライクリーニングおよび摩擦処理を行
っても初期の深色効果を損なうことがなく耐久性に優れ
ることから推定して、ポリエポキシド化合物がポリエス
チル繊維表面に強固に付着しているか、あるいは一部ポ
リエステル繊維の内部にまで入り込んでいるために、後
に付与されるポリエポキシド化合物のエポキシ基と反応
しうるアミノ基を有するシリカ微粒子がポリエステル繊
維表面に耐久性よく被覆されるものと考えられる。The present invention is characterized in that a polyester fiber fabric is pretreated with a treatment liquid containing a polyepoxide compound. Due to this pretreatment, it is not clear how the polyepoxide compound adheres to the polyester fiber fabric, but it is highly durable without damaging the initial deep color effect even after washing, dry cleaning, and abrasion treatments. It is presumed from this that the polyepoxide compound is firmly attached to the surface of the polyester fiber or has partially penetrated into the interior of the polyester fiber, resulting in amino groups that can react with the epoxy groups of the polyepoxide compound added later. It is considered that the silica fine particles having the above-mentioned properties coat the surface of the polyester fiber with good durability.
この点が、従来のエポキシ基を有する化合物とアミノ基
を有する化合物とを用いるうえで異なる点であって、従
来はこれらの化合物をあらかじめ反応させて処理剤とし
て用いるか、またはこれらの化合物の混合液中で処理す
るものであったから、必ずしもポリエステル繊維に対し
て良好な被覆状態にならなかったために深色効果の耐久
性が満足いくものではなかった。This is the difference between conventional compounds having an epoxy group and compounds having an amino group. Conventionally, these compounds have been reacted in advance and used as a treatment agent, or these compounds have been mixed and used as a treatment agent. Since the treatment was carried out in a liquid, the polyester fibers were not necessarily coated in a good manner, and the durability of the deep color effect was not satisfactory.
以下、本発明を実施例によりさらに詳細に説明する。な
お、%は、特に断らないかぎり重量基準である。Hereinafter, the present invention will be explained in more detail with reference to Examples. Note that % is based on weight unless otherwise specified.
また、実施例における性能の測定、洗濯、ドライクリー
ニングおよび摩擦処理は下記の条件で行った。In addition, performance measurements, washing, dry cleaning, and friction treatments in Examples were performed under the following conditions.
■遣1辻し列1足
深色効果を示す尺度としては、深色度(K/S)を用い
た。この値は、試料の500 nmにおける反射率をR
とすると次に示すクーベル力ムンク(Kubelka−
Munk)の式から求められるものである。■As a measure of the bathochromic effect, bathochromicity (K/S) was used. This value defines the reflectance of the sample at 500 nm as R
Then, the Kubel force Munk (Kubelka-Munk) shown below is
Munk).
K/S= (1−R) 2/2R この値が大きいほど、深色効果が大きいことを示す。K/S=(1-R) 2/2R The larger this value is, the greater the deep color effect is.
測定は、マクベス カラーアイ(MacbethCOL
OR−EYE モデルM−2020PL)を使用して
行った。Measurement is done using Macbeth Color Eye (MacbethCOL).
OR-EYE Model M-2020PL) was used.
警迭擢支理
家庭用電気洗濯機(ナショナル、NA−68OL)を用
い、新酵素ザブ(花王製)2g/j2溶液を30!入れ
、試料とともに綿の金巾を浴比が1:30になるように
加え40°Cで10分間渦巻き水流にて洗濯した。その
後脱水し、40℃の温水302で5分間湯洗、脱水し、
オーバーフロー水洗を10分間行い、脱水し、風乾した
。この処理を5回繰り返し洗濯5回処理とし、深色性を
評価した。Using a household electric washing machine (National, NA-68OL), add 2g/j2 solution of New Enzyme Zabu (manufactured by Kao) to 30. A cotton cloth was added along with the sample so that the bath ratio was 1:30, and the sample was washed in a swirling stream at 40°C for 10 minutes. After that, it was dehydrated, washed with hot water 302 at 40°C for 5 minutes, and dehydrated.
Overflow washing was performed for 10 minutes, dehydration, and air drying. This treatment was repeated 5 times and washed 5 times to evaluate the deep color property.
3′−イタ1−ニング几
JIS−L−0844に定める方法によって行い、これ
を5回繰り返して、ドライクリーニング5回処理とし、
深色性を評価した。3'-Italy cleaning method is carried out according to the method specified in JIS-L-0844, and this process is repeated 5 times to obtain 5 dry cleaning treatments.
Bathochromic properties were evaluated.
[相]星蓋支理
JIS−L−0849の摩擦堅牢度試験に準じ、試料を
試験台にとりつけ、蒸留水で約100%湿潤状態とした
被摩擦試料と同一試料を摩擦布として摩擦子の接触面に
取付け、200gの荷重で20回往復摩擦し、摩擦布の
摩擦部分の深色性を評価した。[Phase] In accordance with the rub fastness test of star cover JIS-L-0849, the sample was mounted on a test stand, and the same sample as the sample to be rubbed was kept approximately 100% wet with distilled water as a friction cloth. It was attached to the contact surface and rubbed back and forth 20 times with a load of 200 g to evaluate the deep color of the friction portion of the friction cloth.
実施例1
紡糸速度3,200m/分の紡糸によって得られた伸度
115%のポリエステルフィラメント糸(115デニー
ル/24フイラメント)と紡糸速度1,380m/分の
紡糸によって得られた伸度345%のポリエステルフィ
ラメント糸(225デニール/72フイラメント)とを
引き揃えて、交絡処理および延伸仮撚加工を行った。Example 1 Polyester filament yarn (115 denier/24 filaments) with an elongation of 115% obtained by spinning at a spinning speed of 3,200 m/min and a polyester filament yarn with an elongation of 345% obtained by spinning at a spinning speed of 1,380 m/min. Polyester filament yarns (225 denier/72 filaments) were aligned and subjected to intertwining treatment and stretching and false twisting.
すなわち、インターレースノズルにより、オーバーフィ
ード率2.5%、圧空圧3 、 5 kg / cIl
lで60個/mの交絡度を付与し、引き続いて延伸倍率
1.56倍、ヒーター温度180°C3摩擦仮撚装置の
表面速度630m/分、第2プリヘリローラ速度350
m/分、K値(解撚張力/加熱張力)1.05の条件下
で延伸仮撚加工した。That is, with the interlaced nozzle, the overfeed rate is 2.5%, the pneumatic pressure is 3.5 kg/cIl
1 to give a degree of entanglement of 60 pieces/m, and then the stretching ratio was 1.56 times, the heater temperature was 180°C, the surface speed of the friction false twisting device was 630 m/min, and the second pre-heli roller speed was 350 m/min.
Stretching and false twisting were performed under conditions of m/min and K value (untwisting tension/heating tension) of 1.05.
得られた加工糸は、巻き付き部分を平均8ケ/1、oa
m、フィラメント間には空隙がありかつ全体として緩や
かな収束巻付部分を平均2ケ所/10閣有していた。The obtained processed yarn has a wrapped portion of 8 pieces/1 on average, oa
m, there were voids between the filaments, and there were an average of 2/10 gently converging winding parts as a whole.
このようにして得られた仮撚二層構造系を用い、下記内
容で梨地ジョーゼット織物を製織した。Using the thus obtained false-twisted two-layer structure system, a satin georgette fabric was woven as follows.
得られた織物を、通常のシボ立て、ヒートセットおよび
アルカリ減量(減量率20%)を実施したのち、下記条
件で染色、還元洗浄を行った。The obtained fabric was subjected to conventional grain raising, heat setting, and alkali weight loss (loss rate: 20%), and then dyed and reduction washed under the following conditions.
処理後の織物について深色性、その耐久性を評価し、そ
の結果を第1表に示す。The treated fabrics were evaluated for bathochromic properties and durability, and the results are shown in Table 1.
ソルビ −ルボ嘗グ1シジルエー−ル 5 ow[H 以後、水洗、乾燥した。 Sorbi - Rubogu 1 Sigil Ale 5 ow [H Thereafter, it was washed with water and dried.
次いで、下記処方(A)に調整した処理液に浸漬しく浴
比1:20)、常温から2°C/分の速度で昇温し、温
度100°Cで30分処理し、水洗乾燥した。Next, it was immersed in a treatment solution adjusted to the following formulation (A) (bath ratio 1:20), heated from room temperature at a rate of 2°C/min, treated at a temperature of 100°C for 30 minutes, washed with water and dried.
引き続き、該織物を下記処方(B)により調整したパデ
ィング浴に含浸後、絞り率100%で絞液し、温度12
0°Cで1分間乾燥した後、温度160″Cで1分間熱
処理した。Subsequently, the fabric was impregnated in a padding bath prepared according to the following formulation (B), and then squeezed at a squeezing rate of 100%, and heated to a temperature of 12
After drying at 0°C for 1 minute, heat treatment was performed at a temperature of 160″C for 1 minute.
0−CH2Cl−CH2
ゝ0′
(商品名、ブナコールEX−611、長瀬化成■製)
なお、このソルビトールポリグリシジルエーテル(ブナ
コールEX−611)は、あらかじめ乳化剤(商品名、
ネオコールSW、第一工業製薬■製)で乳化(使用比率
ブナコールEX−611/ネオコール5W=5/4)し
たものを用いた。0-CH2Cl-CH2 ゝ0' (Product name, Bunacol EX-611, manufactured by Nagase Kasei ■) Note that this sorbitol polyglycidyl ether (Bunacol EX-611) has been mixed with an emulsifier (trade name,
Neocol SW (manufactured by Daiichi Kogyo Seiyaku ■) was emulsified (use ratio Bunacol EX-611/Neocol 5W = 5/4).
アミノ るシ1カ
ニアロジル#200(日本アエロジル社製、粒子の大き
さ200rrf/g)にガンマ(2−アミノエチル)−
アミノプロピルトリメトキシシランを比率100:1で
水に溶解しスプレーで接触し、固形分20%に分散した
ものを用いた。Gamma (2-aminoethyl)-
Aminopropyltrimethoxysilane was dissolved in water at a ratio of 100:1, contacted with a spray, and dispersed to a solid content of 20%.
比較例1
実施例1と同じ織物を用い、黒に染色したのち、処方(
A)および処方(B)による加工を行わない場合を比較
例1とし、実施例1と同様に評価を行い、その結果を第
1表に示す。Comparative Example 1 Using the same fabric as in Example 1, it was dyed black and then the formulation (
Comparative Example 1 is a case in which processing according to A) and Recipe (B) is not performed, and evaluation is performed in the same manner as in Example 1, and the results are shown in Table 1.
比較例2
実施例1と同じ織物を用い、処方(A)による処理を行
わないほかは実施例1と同じ加工を行ったものを比較例
2とした。Comparative Example 2 Comparative Example 2 was prepared by using the same fabric as in Example 1 and performing the same processing as in Example 1, except that the treatment with prescription (A) was not performed.
第1表
〔発明の効果〕
本発明によれば、ポリエステル繊維布帛の深色性および
その耐久性を実用上問題ないレベルまで改善することが
できる。Table 1 [Effects of the Invention] According to the present invention, the bathochromic properties and durability of polyester fiber fabrics can be improved to a level that poses no practical problems.
Claims (2)
ポキシド化合物を介して、アミノ基を有するシリカ微粒
子で被覆されていることを特徴とする深色化ポリエステ
ル繊維布帛。(1) A deep-colored polyester fiber fabric characterized in that the surface of the dyed polyester fiber fabric is coated with silica fine particles having amino groups via a polyepoxide compound.
ド化合物を含む処理液で加熱処理したのち、該ポリエス
テル繊維布帛をアミノ基を有するシリカ微粒子で処理す
ることを特徴とする深色化ポリエステル繊維布帛の製造
方法。(2) A method for producing a deep-colored polyester fiber fabric, which comprises heat-treating a dyed polyester fiber fabric with a treatment liquid containing a polyepoxide compound, and then treating the polyester fiber fabric with silica fine particles having amino groups. .
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2064135A JPH03269171A (en) | 1990-03-16 | 1990-03-16 | Deep-colored polyester fiber cloth and production thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2064135A JPH03269171A (en) | 1990-03-16 | 1990-03-16 | Deep-colored polyester fiber cloth and production thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03269171A true JPH03269171A (en) | 1991-11-29 |
Family
ID=13249333
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2064135A Pending JPH03269171A (en) | 1990-03-16 | 1990-03-16 | Deep-colored polyester fiber cloth and production thereof |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03269171A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006502954A (en) * | 2002-10-14 | 2006-01-26 | アクゾ ノーベル エヌ.ブイ. | Colloidal silica dispersion |
CN105239366A (en) * | 2015-09-28 | 2016-01-13 | 浙江理工大学 | Fabric darkening agent and preparation method thereof, and applications of fabric darkening agent in polyester fabric darkening |
-
1990
- 1990-03-16 JP JP2064135A patent/JPH03269171A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006502954A (en) * | 2002-10-14 | 2006-01-26 | アクゾ ノーベル エヌ.ブイ. | Colloidal silica dispersion |
JP4849800B2 (en) * | 2002-10-14 | 2012-01-11 | アクゾ ノーベル ナムローゼ フェンノートシャップ | Colloidal silica dispersion |
CN105239366A (en) * | 2015-09-28 | 2016-01-13 | 浙江理工大学 | Fabric darkening agent and preparation method thereof, and applications of fabric darkening agent in polyester fabric darkening |
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