JPH1181147A - Color-deepening agent for synthetic fiber - Google Patents
Color-deepening agent for synthetic fiberInfo
- Publication number
- JPH1181147A JPH1181147A JP9242367A JP24236797A JPH1181147A JP H1181147 A JPH1181147 A JP H1181147A JP 9242367 A JP9242367 A JP 9242367A JP 24236797 A JP24236797 A JP 24236797A JP H1181147 A JPH1181147 A JP H1181147A
- Authority
- JP
- Japan
- Prior art keywords
- group
- monovalent hydrocarbon
- carbon atoms
- formula
- hydrocarbon group
- 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.)
- Granted
Links
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 20
- 229920002994 synthetic fiber Polymers 0.000 title claims description 26
- 239000012209 synthetic fiber Substances 0.000 title claims description 26
- 239000000839 emulsion Substances 0.000 claims abstract description 24
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 150000001282 organosilanes Chemical class 0.000 claims abstract description 10
- 125000005843 halogen group Chemical group 0.000 claims abstract description 5
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 17
- 239000004094 surface-active agent Substances 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 6
- 125000000962 organic group Chemical group 0.000 claims description 2
- 239000002562 thickening agent Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 19
- 239000000835 fiber Substances 0.000 abstract description 14
- 229920000728 polyester Polymers 0.000 abstract description 7
- 230000001804 emulsifying effect Effects 0.000 abstract description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract description 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 6
- 229930195733 hydrocarbon Natural products 0.000 abstract 6
- 150000002430 hydrocarbons Chemical class 0.000 abstract 6
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 239000000413 hydrolysate Substances 0.000 abstract 1
- -1 aminosiloxane Chemical class 0.000 description 18
- 238000000034 method Methods 0.000 description 17
- 125000003277 amino group Chemical group 0.000 description 8
- 238000005406 washing Methods 0.000 description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 238000004945 emulsification Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000005037 alkyl phenyl group Chemical group 0.000 description 2
- 229920013822 aminosilicone Polymers 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 125000002704 decyl 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])* 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 125000002347 octyl 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])[H] 0.000 description 2
- 238000001020 plasma etching Methods 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 125000005372 silanol group Chemical group 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 206010016322 Feeling abnormal Diseases 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 230000001153 anti-wrinkle effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 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 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000004079 stearyl 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])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])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Paper (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】この発明は合成繊維、特にポ
リエステル系合成繊維に安定性のある濃色効果、柔軟効
果を与える合成繊維濃色化剤に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a synthetic fiber coloring agent for imparting a stable dark color effect and a softening effect to synthetic fibers, especially polyester synthetic fibers.
【０００２】[0002]
【従来の技術】合成繊維、特にポリエステル系合成繊維
の欠点として、羊毛、絹等の天然繊維及びナイロン、ア
クリル系等の他の合成繊維に比較して、これを染色した
場合に色の濃度が低く、鮮明さにおいて劣ること及び天
然繊維に比較して、柔軟性、風合いが劣ることが指摘さ
れている。これらの欠点を解消する方法として、従来よ
り種々の方法が提案されている。例えば、染色の色を濃
くするために、繊維のポリマー中にスルホン酸基を有す
るカチオン性染料を吸着させる方法、微多孔形成剤を添
加したポリエステル繊維をアルカリ処理して微多孔形成
剤を除去する方法（特開昭54-120728 号公報参照）、繊
維表面をプラズマエッチングして微細な凹凸を形成させ
る方法（特公昭59-1709 号、特公昭60-37225号各公報参
照）、繊維表面をプラズマエッチングして凹凸を形成さ
せた後、シリコーンのような低屈折率樹脂で処理する方
法または低屈折率樹脂で処理後にプラズマエッチングす
る方法（特公昭60-37225号、特開昭61-97490号、特開平
1-239179号、特開平2-99668 号、特開平3-180571号各公
報参照）、繊維表面を酵素処理後シリコーン処理する方
法（特開平2-154082号公報参照）、屈折率の異なる非相
溶性樹脂で処理する方法（特開平2-191773号公報参
照）、ポリエステル繊維をエポキシ樹脂で処理後、アミ
ノシリコーンで処理する方法（特開平3-269174号、特開
平4-214482号各公報参照）、アミノシリコーンのような
低屈折率化合物で処理する方法（特開平3-104986号、特
開平3-152276号各公報参照）、エポキシ基含有シルセス
キオキサンとアミノシロキサンで処理する方法（特公平
4-78657 号公報参照）、末端基反応性のアミノシロキサ
ンにアルキルポリシリケート、オルガノポリシロキサン
からなる処理剤で処理する方法（特開平8-325959号公報
参照）などが知られている。2. Description of the Related Art One of the drawbacks of synthetic fibers, especially polyester synthetic fibers, is that the color density of the synthetic fibers, when dyed, is lower than that of natural fibers such as wool and silk and other synthetic fibers such as nylon and acrylic. It is pointed out that it is low, inferior in sharpness, and inferior in flexibility and texture as compared with natural fibers. Various methods have conventionally been proposed as methods for solving these disadvantages. For example, a method of adsorbing a cationic dye having a sulfonic acid group in the polymer of the fiber in order to increase the color of the dyeing, removing the microporous forming agent by alkali-treating the polyester fiber added with the microporous forming agent (See JP-A-54-120728), a method of forming fine irregularities by plasma etching the fiber surface (see JP-B-59-1709 and JP-B-60-37225), After forming unevenness by etching, a method of treating with a low-refractive-index resin such as silicone or a method of plasma-etching after treating with a low-refractive-index resin (JP-B-60-37225, JP-A-61-97490, JP
JP-A 1-239179, JP-A-2-99668, JP-A-3-180571), a method of treating the fiber surface with an enzyme and then silicone treatment (see JP-A-2-54082), non-phases having different refractive indices A method of treating with a soluble resin (see JP-A-2-91773), a method of treating a polyester fiber with an epoxy resin, and then treating with an aminosilicone (see JP-A-3-269174 and JP-A-4-214482) , A method of treating with a low refractive index compound such as aminosilicone (see JP-A-3-104986 and JP-A-3-152276), a method of treating with an epoxy group-containing silsesquioxane and an aminosiloxane (Japanese Patent Publication No.
There is known a method of treating a terminal group-reactive aminosiloxane with a treating agent comprising an alkylpolysilicate and an organopolysiloxane (see Japanese Patent Application Laid-Open No. 8-325959).
【０００３】[0003]
【発明が解決しようとする課題】しかし繊維のポリマー
中にスルホン酸基などを導入する方法は濃色効果が不十
分である。アルカリ処理、プラズマ処理、酵素処理、エ
ポキシ樹脂処理などを伴う方法は特別な装置を必要とし
たり、工程が簡便ではないなどの問題点がある。屈折率
の異なる樹脂や低屈折率化合物による処理では、濃色効
果が不十分であったり、洗濯耐久性が不足しているなど
の問題点があり、さらにエポキシ基含有シルセスキオキ
サンとアミノシロキサンによる処理では、柔軟性が不十
分であるといった問題点がある。また、末端基反応性の
アミノシロキサン、アルキルポリシリケート、オルガノ
ポリシロキサンからなる処理剤による処理では、濃色効
果、柔軟性、洗濯耐久性は十分であるものの、乳化時に
ゲル状物が発生しやすく、また調製した乳化物の安定性
が悪いなどの作業性の問題がある。However, the method of introducing a sulfonic acid group or the like into the polymer of the fiber has an insufficient darkening effect. Methods involving an alkali treatment, a plasma treatment, an enzyme treatment, an epoxy resin treatment, and the like require a special device and have a problem that the process is not simple. The treatment with a resin having a different refractive index or a compound having a low refractive index has problems such as insufficient dark color effect and insufficient washing durability, and furthermore, epoxy group-containing silsesquioxane and aminosiloxane. Has a problem that the flexibility is insufficient. In addition, the treatment with a treating agent comprising an aminosiloxane, an alkyl polysilicate, and an organopolysiloxane having a terminal group reactivity has a sufficient deep color effect, flexibility, and washing durability, but a gel-like substance is easily generated during emulsification. In addition, there are problems in workability such as poor stability of the prepared emulsion.
【０００４】[0004]
【課題を解決するための手段】発明者等は前記従来の諸
問題点を解決するために鋭意研究の結果、特定のアミノ
変性シロキサンと特定のオルガノシランの部分加水分解
物を界面活性剤で乳化してなる処理剤により合成繊維を
処理すると表面濃色性が優れたものになり、且つ処理剤
の安定性が良好なため、安定した濃色性付与効果が得ら
れ、同時に洗濯耐久性が向上した。即ち本発明は （Ａ）下記一般式（化３）で示される25℃における粘度が 100〜1,000,000 セン チポイズのオルガノポリシロキサン 10〜80重量％Means for Solving the Problems The inventors of the present invention have conducted intensive studies in order to solve the above-mentioned conventional problems. As a result, a partial hydrolyzate of a specific amino-modified siloxane and a specific organosilane was emulsified with a surfactant. When the synthetic fiber is treated with the treating agent obtained, the surface darkness becomes excellent and the stability of the treating agent is good, so that a stable darkening effect is obtained and at the same time the washing durability is improved. did. That is, the present invention relates to (A) an organopolysiloxane having a viscosity of 100 to 1,000,000 centipoise at 25 ° C. represented by the following general formula (Chemical Formula 3): 10 to 80% by weight.
【化３】 ［式中、R1は炭素数１〜20の非置換又は置換１価炭化水
素基、R2は水素原子または炭素数１〜20の非置換又は置
換１価炭化水素基、R3は式-R4-(NHCH2CH2)dNR5R6（式中
R4は炭素数１〜６の２価炭化水素基、R5、R6は水素原子
または炭素数１〜20の非置換又は置換１価炭化水素基、
ｄは０〜４の整数）で示される１価の有機基、 1.8≦ａ
≦2.2 、0.0001≦ｂ≦0.1 、0.0001≦ｃ≦0.1 であ
る。］ （Ｂ）下記一般式（化４）で表されるオルガノシランの部分加水分解物 0.01〜10重量％Embedded image [Wherein, R 1 is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, R 2 is a hydrogen atom or an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and R 3 is a group represented by the formula- R 4 - (NHCH 2 CH 2 ) d NR 5 R 6 ( wherein
R 4 is a divalent hydrocarbon group having 1 to 6 carbon atoms, R 5 and R 6 are a hydrogen atom or an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms,
d is an integer of 0 to 4) a monovalent organic group represented by the formula: 1.8 ≦ a
≦ 2.2, 0.0001 ≦ b ≦ 0.1, 0.0001 ≦ c ≦ 0.1. (B) Partial hydrolyzate of organosilane represented by the following general formula (Formula 4): 0.01 to 10% by weight
【化４】 ［ここでR7は炭素数１〜10の非置換又は置換１価炭化水
素基、Ｘはハロゲン原子あるいは OR8、ここでR8は炭素
数１〜６の１価炭化水素基、L は１〜３の整数］ （Ｃ）界面活性剤 0.1〜20重量％ （Ｄ）水 残部 からなるシリコーンエマルジョンを主成分とする合成繊
維濃色化剤である。Embedded image [Where R 7 is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 10 carbon atoms, X is a halogen atom or OR 8 , where R 8 is a monovalent hydrocarbon group having 1 to 6 carbon atoms, and L is 1 (C: an integer of 3) (C) Surfactant 0.1 to 20% by weight (D) A synthetic fiber deepening agent mainly composed of a silicone emulsion consisting of water and the balance.
【０００５】[0005]
【発明の実施の形態】以下本発明について詳細に説明す
る。本発明で使用する（Ａ）成分のアミノ基含有オルガ
ノポリシロキサンは前記一般式（化１）で示される。式
中のR1はメチル基、エチル基、プロピル基、ブチル基、
ペンチル基、ヘキシル基、ヘプチル基、オクチル基、ノ
ニル基、デシル基、ドデシル基、テトラデシル基、オク
タデシル基等のアルキル基、ビニル基、アリル基等のア
ルケニル基、シクロペンチル基、シクロヘキシル基等の
シクロアルキル基、フェニル基、トリル基、ナフチル基
等のアリール基、又はこれらの基の炭素原子に結合した
水素原子の一部又は全部をハロゲン原子、シアノ基等で
置換したクロロメチル基、トリフルオロプロピル基、シ
アノエチル基などから選択される同一又は異種の炭素数
が１〜20の非置換又は置換１価炭化水素基である。しか
し、R1は処理対象の合成繊維の風合いの面からその90モ
ル％以上がメチルであることが望ましい。DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail. The amino group-containing organopolysiloxane of the component (A) used in the present invention is represented by the above general formula (Chemical Formula 1). R 1 in the formula is a methyl group, an ethyl group, a propyl group, a butyl group,
Cycloalkyl such as pentyl group, hexyl group, heptyl group, octyl group, alkyl group such as nonyl group, decyl group, dodecyl group, tetradecyl group and octadecyl group, alkenyl group such as vinyl group and allyl group, cyclopentyl group and cyclohexyl group Group, phenyl group, tolyl group, aryl group such as naphthyl group, or chloromethyl group, trifluoropropyl group in which part or all of hydrogen atoms bonded to carbon atoms of these groups are substituted with halogen atom, cyano group, etc. And a non-substituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms selected from the group consisting of, and a cyanoethyl group. However, R 1 is desirably more that 90 mol% in terms of texture of synthetic fibers to be processed is methyl.
【０００６】（化１）の式中R2は水素原子または前記の
R1と同じ炭素数１〜20の非置換または置換１価炭化水素
基である。R2は反応性の面から水素原子又はメチル基、
エチル基、プロピル基等が好ましく、より好ましくは水
素原子である。R3は式-R4-(NHCH2CH2)dNR5R6で示され、
R4はメチレン基、ジメチレン基、トリメチレン基、テト
ラメチレン基、ペンタメチレン基、ヘキサメチレン基な
どの炭素数１〜６の２価炭化水素基であり、トリメチレ
ン基が最も好ましい。R5、R6は水素原子又は前出のR1と
同じ炭素数１〜20の置換または非置換１価炭化水素基か
ら選択されるが、なかでも水素原子が最も好ましい。ｄ
は０〜４の整数であり、０あるいは１が好ましい。In the formula (1), R 2 is a hydrogen atom or
R 1 is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms. R 2 is a hydrogen atom or a methyl group in terms of reactivity,
An ethyl group, a propyl group and the like are preferable, and a hydrogen atom is more preferable. R 3 is the formula -R 4 - is indicated by (NHCH 2 CH 2) d NR 5 R 6,
R 4 is a divalent hydrocarbon group having 1 to 6 carbon atoms such as a methylene group, a dimethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, and a hexamethylene group, and a trimethylene group is most preferred. R 5 and R 6 are selected from a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms as in R 1 described above, and among them, a hydrogen atom is most preferred. d
Is an integer of 0 to 4, preferably 0 or 1.
【０００７】また、（化１）の式中ａが 1.8より小さく
ても、 2.2より大きくても平滑性付与効果が乏しくなる
ため、 1.8≦ａ≦2.2 が好ましく、より好ましくは 1.9
≦ａ≦2.1 である。また、ｂは0.0001より小さいと処理
した合成繊維のボリュウム感が劣るし、0.1 より大きい
と処理した合成繊維の平滑性に乏しくなるため、0.0001
≦ｂ≦0.1 であり、好ましくは 0.001≦ｂ≦0.01であ
る。また、ｃは0.0001より小さくても、0.1 より大きく
ても処理した合成繊維の平滑性に乏しくなるため、0.00
01≦ｃ≦0.1 であり、好ましくは 0.001≦ｃ≦0.01であ
る。また、（Ａ）の25℃における粘度が 100センチポイ
ズより小さいと処理した合成繊維の平滑性に乏しくな
り、1,000,000 センチポイズより大きいと本発明の合成
繊維濃色化剤の主成分であるシリコーンエマルジョンの
製造過程において乳化転相する際に取り扱い困難になる
ため、 100〜1,000,000 センチポイズであり、好ましく
は、 500〜100,000 センチポイズである。If a in formula (1) is smaller than 1.8 or larger than 2.2, the effect of imparting smoothness is poor, so that 1.8 ≦ a ≦ 2.2 is preferable, and more preferably 1.9.
≦ a ≦ 2.1. On the other hand, if b is less than 0.0001, the treated synthetic fiber will have a poor volume feeling, and if b is greater than 0.1, the treated synthetic fiber will have poor smoothness.
≦ b ≦ 0.1, preferably 0.001 ≦ b ≦ 0.01. Further, even if c is smaller than 0.0001 or larger than 0.1, the treated synthetic fiber becomes poor in smoothness.
01 ≦ c ≦ 0.1, preferably 0.001 ≦ c ≦ 0.01. On the other hand, when the viscosity at 25 ° C. of (A) is less than 100 centipoise, the smoothness of the treated synthetic fiber becomes poor, and when it is more than 1,000,000 centipoise, the production of the silicone emulsion which is the main component of the synthetic fiber deepening agent of the present invention. Since it becomes difficult to handle during emulsification phase change in the process, it is 100 to 1,000,000 centipoise, preferably 500 to 100,000 centipoise.
【０００８】本発明における（Ａ）成分の具体例として
は、下記（化５）の各化合物が挙げられるがこれらに限
定されない。また、アミノ基含有オルガノポリシロキサ
ン（Ａ）のアミノ基の一部をグリシジルエーテルのよう
なエポキシ化合物で封鎖したり、有機酸無水物で封鎖し
たり、（メタ）アクリル酸エステルで封鎖したものを使
用することも可能である。さらに複数種の（Ａ）のアミ
ノ基含有オルガノポリシロキサンを組み合わせて使用す
ることも可能である。[0008] Specific examples of the component (A) in the present invention include, but are not limited to, the following compounds (Chemical Formula 5). In addition, a part of the amino group of the amino group-containing organopolysiloxane (A) is blocked with an epoxy compound such as glycidyl ether, blocked with an organic acid anhydride, or blocked with a (meth) acrylic ester. It is also possible to use. Further, it is also possible to use a combination of plural kinds of (A) amino group-containing organopolysiloxanes.
【化５】 なお（化５）の式中ｍ，ｎ，ｐは各々10〜2,000 の整数
である。Embedded image In the formula (5), m, n, and p are each an integer of 10 to 2,000.
【０００９】本発明における（Ａ）成分の配合量は10重
量％未満であると柔軟性付与効果が不十分であるし、80
重量％を超えると得られるシリコーンエマルジョンの粘
度が高く、乳化転相する際に取り扱いの困難なものとな
ることから、10〜80重量％が必要で、好ましくは20〜60
重量％である。If the amount of component (A) in the present invention is less than 10% by weight, the effect of imparting flexibility is insufficient, and
If the content exceeds 10% by weight, the viscosity of the obtained silicone emulsion is high, and it becomes difficult to handle the emulsion during inversion. Therefore, 10 to 80% by weight is necessary, and preferably 20 to 60% by weight.
% By weight.
【００１０】本発明における（Ｂ）成分のオルガノシラ
ンの部分加水分解物は前記一般式（化２）で示されるオ
ルガノシランの部分加水分解物である。式中R7はメチル
基、エチル基、プロピル基、ブチル基、ペンチル基、ヘ
キシル基、ヘプチル基、オクチル基、ノニル基、デシル
基のような炭素数１〜10の非置換又は置換１価炭化水素
基である。Ｘはハロゲン原子あるいは OR8で示され、R8
はメチル基、エチル基、プロピル基、ブチル基、ペンチ
ル基、ヘキシル基などの炭素数１〜６の１価炭化水素基
であるが、反応性の面からメチル基、エチル基、プロピ
ル基等が好ましい。またL は１〜３の整数であり、特に
１が好ましい。The partially hydrolyzed organosilane of the component (B) in the present invention is a partially hydrolyzed organosilane represented by the aforementioned general formula (Formula 2). In the formula, R 7 is an unsubstituted or substituted monovalent carbon having 1 to 10 carbon atoms such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, and decyl. It is a hydrogen group. X is represented by a halogen atom or OR 8, R 8
Is a monovalent hydrocarbon group having 1 to 6 carbon atoms such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. preferable. L 1 is an integer of 1 to 3, and 1 is particularly preferable.
【００１１】このオルガノシランの部分加水分解物の配
合量は0.01〜10重量％である。0.01重量％未満の場合に
は架橋効果が少なく、耐洗濯性（耐久性）が不足する。
また10重量％を超える場合には架橋反応が進みすぎて柔
軟性が低下する。このため配合量は0.01〜10重量％が必
要であり、好ましくは 0.1〜５重量％である。The amount of the partially hydrolyzed organosilane is 0.01 to 10% by weight. If it is less than 0.01% by weight, the crosslinking effect is small, and the washing resistance (durability) is insufficient.
On the other hand, if it exceeds 10% by weight, the crosslinking reaction proceeds too much and the flexibility decreases. For this reason, the compounding amount needs to be 0.01 to 10% by weight, preferably 0.1 to 5% by weight.
【００１２】本発明における（Ｂ）成分の具体例として
は、トリアルコキシシランを部分加水分解させたものが
あるが、これはトリアルコキシシラン１モルにギ酸、酢
酸のような有機カルボン酸を溶解した水２モル以上を反
応させて、例えば式CH3Si(OR)3＋H2O →CH3Si(OR)a(OH)
b ( ここにａは0,1,2 、bは0,1,2 または3 でａ＋ｂ＝
3 である数）で示される反応でシラノール基を含む化合
物にするが、これは安定でシラノール基を含むから親水
性であり、後記するノニオンまたはアニオン界面活性剤
水溶液中に滴下されたときにより均一に分散される。A specific example of the component (B) in the present invention is obtained by partially hydrolyzing trialkoxysilane. This is obtained by dissolving an organic carboxylic acid such as formic acid or acetic acid in 1 mol of trialkoxysilane. By reacting 2 mol or more of water, for example, the formula CH 3 Si (OR) 3 + H 2 O → CH 3 Si (OR) a (OH)
b (where a is 0,1,2, b is 0,1,2 or 3 and a + b =
3) is a compound containing a silanol group, which is stable and hydrophilic because it contains a silanol group, and is more uniform when dropped into a nonionic or anionic surfactant aqueous solution described later. Are distributed.
【００１３】本発明における（Ｃ）成分の界面活性剤と
しては、ポリオキシエチレンアルキルフェニルエーテ
ル、ポリオキシエチレンアルキルエーテル、ソルビタン
脂肪酸エステル等のノニオン性界面活性剤、アルキル硫
酸塩、アルキルベンゼンスルホン酸塩、アルキルリン酸
塩等のアニオン性界面活性剤、第４級アンモニウム塩、
アルキルアミン塩等のカチオン性界面活性剤、アルキル
ベタイン、アルキルイミダゾリン等の両性界面活性剤な
どが挙げられる。なかでも処理布の濃色効果を高めるた
めにはＨＬＢが12〜16のポリオキシエチレンアルキルエ
ーテルまたはポリオキシエチレンアルキルフェニルエー
テルなどが好ましい。ＨＬＢが12未満のものは乳化力が
不足しており、安定なエマルジョンをつくれない。また
ＨＬＢが16を超えるものはアミノ基含有オルガノポリシ
ロキサンとの相溶性が悪く、濃色効果が低下する。この
ためＨＬＢが12〜16の範囲であることが必要で、より好
ましくは13〜15である。これら界面活性剤の配合量は
0.1〜20重量％が必要である。 0.1重量％未満の場合は
エマルジョンの安定性が不十分であり、20重量％を超え
ても特性が変わらず却って不経済であるから、 0.1〜20
重量％の範囲が必要であり、より好ましくは１〜10重量
％である。The surfactant of the component (C) in the present invention includes nonionic surfactants such as polyoxyethylene alkyl phenyl ether, polyoxyethylene alkyl ether and sorbitan fatty acid ester, alkyl sulfate, alkyl benzene sulfonate, and the like. Anionic surfactants such as alkyl phosphates, quaternary ammonium salts,
Examples include cationic surfactants such as alkylamine salts, and amphoteric surfactants such as alkylbetaine and alkylimidazoline. Among them, polyoxyethylene alkyl ether or polyoxyethylene alkyl phenyl ether having an HLB of 12 to 16 is preferable in order to enhance the deep color effect of the treated cloth. If the HLB is less than 12, the emulsifying power is insufficient, and a stable emulsion cannot be produced. If the HLB is more than 16, the compatibility with the amino group-containing organopolysiloxane is poor, and the dark color effect is reduced. For this reason, the HLB needs to be in the range of 12 to 16, more preferably 13 to 15. The amount of these surfactants
0.1-20% by weight is required. If the amount is less than 0.1% by weight, the stability of the emulsion is insufficient, and if it exceeds 20% by weight, the characteristics are not changed and the emulsion is uneconomical.
A range of weight percent is required, more preferably 1 to 10 weight percent.
【００１４】本発明における乳化は、ホモミキサー、高
圧ホモジナイザー、ウルトラミキサー、プラネタリーミ
キサー、コンビミキサー、アジホモミキサー等の公知の
乳化機を用いて行うことができる。本発明の処理剤を用
いて合成繊維を処理するには、これを適当な溶剤で希釈
し、所望の濃度に調整するか、または、界面活性剤を用
いて水中に乳化分散しエマルジョンの形態にした後、水
で希釈して所望の濃度に調整し、浸漬、スプレー等の手
段を用いて繊維に付着させ、乾燥および熱処理を行えば
よい。本発明の合成繊維濃色化剤に用いられるシリコー
ンエマルジョンの付着量については、通常、繊維に対し
て（Ａ）、（Ｂ）両成分の合計量ベースで 0.1〜５重量
％程度で十分な効果が得られる。。また本発明の合成繊
維濃色化剤は上述した（Ａ）成分のアミノ基含有オルガ
ノポリシロキサンと（Ｂ）成分のオルガノシランの部分
加水分解物および（Ｃ）成分の界面活性剤を必須成分と
して含有するが、その効果を阻害しない範囲において、
（Ａ）成分と（Ｂ）成分の架橋反応を促進させるための
触媒、あるいは繊維用薬剤、例えば防しわ剤、難燃剤、
帯電防止剤等を添加することも可能である。The emulsification in the present invention can be carried out using a known emulsifying machine such as a homomixer, a high-pressure homogenizer, an ultra mixer, a planetary mixer, a combi-mixer, and an azihomo-mixer. To treat a synthetic fiber with the treatment agent of the present invention, the fiber is diluted with an appropriate solvent and adjusted to a desired concentration, or is emulsified and dispersed in water using a surfactant to form an emulsion. After that, it may be diluted with water to adjust to a desired concentration, adhered to the fiber using means such as immersion or spraying, and then dried and heat-treated. The amount of the silicone emulsion used for the synthetic fiber darkening agent of the present invention is usually about 0.1 to 5% by weight based on the total amount of both components (A) and (B) with respect to the fiber. Is obtained. . In addition, the synthetic fiber darkening agent of the present invention comprises, as essential components, the amino group-containing organopolysiloxane (A) and the partial hydrolyzate of organosilane (B) and the surfactant (C). To the extent that it does not inhibit its effect,
A catalyst for promoting a cross-linking reaction between the component (A) and the component (B), or a fiber agent such as an anti-wrinkle agent, a flame retardant,
It is also possible to add an antistatic agent and the like.
【００１５】[0015]
【実施例】以下に実施例を挙げて本発明を更に具体的に
説明するが、本発明はこれらによって限定されるもので
はない。尚実施例に記載の粘度は25℃における値であ
る。EXAMPLES The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the invention thereto. The viscosities described in the examples are values at 25 ° C.
【００１６】［エマルジョンの調製］下記式（化６）で
示されるアミノ基含有オルガノポリシロキサン（ａ）〜
（ｄ）及びオルガノシラン部分加水分解物（ｅ）、界面
活性剤（ｆ）〜（ｈ）を使用してエマルジョンを調製し
た。[Preparation of emulsion] Amino group-containing organopolysiloxane (a) represented by the following formula (Formula 6)
An emulsion was prepared using (d), the partially hydrolyzed organosilane (e), and surfactants (f) to (h).
【化６】 メチルトリメトキシシラン部分加水分解物（ｅ） 界面活性剤（ｆ）ポリオキシエチレントリデシルエーテ
ル（ＨＬＢ14.5） 界面活性剤（ｇ）ポリオキシエチレンアルキルフェニル
エーテル（ＨＬＢ14.1） 界面活性剤（ｈ）ポリオキシエチレントリデシルエーテ
ル（ＨＬＢ18.3）Embedded image Methyltrimethoxysilane partial hydrolyzate (e) Surfactant (f) Polyoxyethylene tridecyl ether (HLB14.5) Surfactant (g) Polyoxyethylene alkylphenyl ether (HLB14.1) Surfactant (h ) Polyoxyethylene tridecyl ether (HLB 18.3)
【００１７】（エマルジョンの調製例１）アミノ基含有
オルガノポリシロキサン（ａ）300g、メチルトリメトキ
シシラン部分加水分解物（ｅ）１ｇ及び界面活性剤
（ｇ）25ｇを配合し、ホモミキサーで均一に混合後、水
25ｇを投入し転相を行ない、転相完了後更に10分間万能
混合機で撹拌し、水649gを投入し白濁状の「エマルジョ
ン１」を得た。(Preparation Example 1 of Emulsion) 300 g of an amino group-containing organopolysiloxane (a), 1 g of a partially hydrolyzed product of methyltrimethoxysilane (e) and 25 g of a surfactant (g) are blended and homogenized with a homomixer. After mixing, water
25 g was added to perform phase inversion, and after the phase inversion was completed, the mixture was stirred for 10 minutes with a universal mixer, and 649 g of water was added to obtain a cloudy "emulsion 1".
【００１８】（エマルジョンの調製例２〜８）各成分を
（表１）に示した量配合し、調製例１と同様の方法で白
濁状の「エマルジョン２〜８」を得た。各原料の数字の
単位はｇである。(Emulsion Preparation Examples 2 to 8) The respective components were blended in the amounts shown in (Table 1), and cloudy "Emulsions 2 to 8" were obtained in the same manner as in Preparation Example 1. The unit of the number of each raw material is g.
【００１９】（実施例１〜４、比較例１〜４）前記で得
られたエマルジョン１〜８の６％水希釈液に、黒色ポリ
エステルジョーゼット布を浸漬後、マングルロールで絞
り率 100％、即ち布に対する乳化物水希釈液の付着率が
100 ％となるように調整し、 120℃で２分間乾燥後、更
に 170℃で１分のキュアーを行なった。この布の濃色
性、柔軟性を後記の方法に従って評価した後、洗濯機で
５回洗濯[JIS-L準拠] し、洗濯後の濃色性を測定した。
次いで洗濯前後の濃色性Ｌ値の差からその耐久性（安定
性）を評価した。また、エマルジョンの６％水希釈液 2
00ｇを 500mlビーカーに入れ、ホモミキサー5,000rpm、
30分撹拌後の水希釈液の安定性（機械安定性）を評価し
た。これらの結果をまとめて（表２）に示した。（表
１）、（表２）の結果から、本発明の合成繊維濃色化剤
に用いられるシリコーンエマルジョンで処理された合成
繊維は安定した濃色効果と柔軟性を付与されることが確
認された。(Examples 1 to 4 and Comparative Examples 1 to 4) A black polyester georgette cloth was immersed in a 6% water dilution of the emulsions 1 to 8 obtained above, and then squeezed with a mangle roll to 100%. That is, the adhesion rate of the emulsion water diluent to the cloth is
It was adjusted to 100%, dried at 120 ° C. for 2 minutes, and further cured at 170 ° C. for 1 minute. After the darkness and flexibility of the cloth were evaluated according to the methods described below, the cloth was washed 5 times with a washing machine (in accordance with JIS-L), and the darkness after washing was measured.
Next, the durability (stability) was evaluated from the difference in the L value before and after washing. Also, a 6% water dilution of the emulsion 2
Put 00g into a 500ml beaker, 5,000rpm homomixer,
The stability (mechanical stability) of the water dilution after stirring for 30 minutes was evaluated. The results are summarized in Table 2 below. From the results of (Table 1) and (Table 2), it was confirmed that the synthetic fibers treated with the silicone emulsion used in the synthetic fiber deepening agent of the present invention have a stable deep color effect and flexibility. Was.
【００２０】（手触による柔軟性評価基準） ○：柔らかい感じ △：やや硬くきしむ感じ ×：がさついた感じ （濃色性の評価方法） 色差計：ＺＥ−2000（日本電色工業製）を使用してＬ値
を測定した。 Ｌ値 ：12〜13（濃色効果良好） Ｌ値 ：13〜14（若干の濃色効果あり） Ｌ値 ：14 （濃色効果なし） （機械安定性の評価基準） ○：非常に安定 △：クリーミング、スカム有り ×：ゲル状物有り(Criteria for evaluation of flexibility by touch) 柔 ら か い: Soft feeling 硬: Slightly squeaking feeling ×: Rugged feeling (Darkness evaluation method) Color difference meter: ZE-2000 (manufactured by Nippon Denshoku Industries) Then, the L value was measured. L value: 12 to 13 (good dark color effect) L value: 13 to 14 (with some dark color effect) L value: 14 (no dark color effect) (Evaluation criteria for mechanical stability) ○: Very stable △ : Creaming and scum are present ×: Gel is present
【００２１】[0021]
【表１】 [Table 1]
【表２】 [Table 2]
【００２２】[0022]
【発明の効果】本発明の合成繊維濃色化剤はそれに用い
られるシリコーンエマルジョンの安定性が良好であり、
且つ、この合成繊維濃色化剤で処理された合成繊維は安
定した濃色効果と柔軟性が与えられる。The synthetic fiber deepening agent of the present invention has good stability of the silicone emulsion used therein,
In addition, the synthetic fibers treated with the synthetic fiber darkening agent have a stable darkening effect and flexibility.
Claims (2)
素基、R2は水素原子または炭素数１〜20の非置換又は置
換１価炭化水素基、R3は式-R4-(NHCH2CH2)dNR5R6（式中
R4は炭素数１〜６の２価炭化水素基、R5、R6は水素原子
または炭素数１〜20の非置換又は置換１価炭化水素基、
ｄは０〜４の整数）で示される１価の有機基、 1.8≦ａ
≦2.2 、0.0001≦ｂ≦0.1 、0.0001≦ｃ≦0.1 であ
る。］ （Ｂ）下記一般式（化２）で示されるオルガノシランの部分加水分解物 0.01〜10重量％ 【化２】 ［ここでR7は炭素数１〜10の非置換又は置換１価炭化水
素基、Ｘはハロゲン原子あるいは OR8、ここでR8は炭素
数１〜６の１価炭化水素基、L は１〜３の整数］ （Ｃ）界面活性剤 0.1〜20重量％ （Ｄ）水 残部 からなるシリコーンエマルジョンを主成分とする合成繊
維濃色化剤。(A) An organopolysiloxane having a viscosity at 25 ° C. of 100 to 1,000,000 centipoise represented by the following general formula (Chemical Formula 1): 10 to 80% by weight. [Wherein, R 1 is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, R 2 is a hydrogen atom or an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and R 3 is a group represented by the formula- R 4 - (NHCH 2 CH 2 ) d NR 5 R 6 ( wherein
R 4 is a divalent hydrocarbon group having 1 to 6 carbon atoms, R 5 and R 6 are a hydrogen atom or an unsubstituted or substituted monovalent hydrocarbon group having 1 to 20 carbon atoms,
d is an integer of 0 to 4) a monovalent organic group represented by the formula: 1.8 ≦ a
≦ 2.2, 0.0001 ≦ b ≦ 0.1, 0.0001 ≦ c ≦ 0.1. (B) 0.01 to 10% by weight of a partial hydrolyzate of an organosilane represented by the following general formula (Chemical formula 2) [Where R 7 is an unsubstituted or substituted monovalent hydrocarbon group having 1 to 10 carbon atoms, X is a halogen atom or OR 8 , where R 8 is a monovalent hydrocarbon group having 1 to 6 carbon atoms, and L is 1 (Integer of ~ 3) (C) Surfactant 0.1 to 20% by weight (D) A synthetic fiber thickening agent mainly composed of a silicone emulsion consisting of the balance of water.
オン性界面活性剤である請求項１記載の合成繊維濃色化
剤。2. The synthetic fiber deepening agent according to claim 1, wherein the surfactant (C) is a nonionic surfactant having an HLB of 12 to 16.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24236797A JP3552229B2 (en) | 1997-09-08 | 1997-09-08 | Synthetic fiber darkener |
| TW87104978A TW407172B (en) | 1997-09-08 | 1998-04-02 | Color enhancer for synthetic fiber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24236797A JP3552229B2 (en) | 1997-09-08 | 1997-09-08 | Synthetic fiber darkener |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH1181147A true JPH1181147A (en) | 1999-03-26 |
| JP3552229B2 JP3552229B2 (en) | 2004-08-11 |
Family
ID=17088135
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24236797A Expired - Fee Related JP3552229B2 (en) | 1997-09-08 | 1997-09-08 | Synthetic fiber darkener |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP3552229B2 (en) |
| TW (1) | TW407172B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1291461A4 (en) * | 2000-05-25 | 2004-06-16 | Kao Corp | Color-recovering agent |
| JP2005187957A (en) * | 2003-12-24 | 2005-07-14 | Dainippon Ink & Chem Inc | Darkening agent, darkening method using the same, and article treated with the darkening agent |
| CN108004802A (en) * | 2017-12-10 | 2018-05-08 | 江苏大同宝富纺织科技有限公司 | A kind of spring, the sub- dyed fabric colored appearance that spins increased deep method |
| CN110878478A (en) * | 2018-09-05 | 2020-03-13 | 广州市卓杰生物科技有限公司 | Dyeing cotton fabric darkening and brightening finishing agent and preparation method thereof |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9234553B2 (en) | 2011-12-29 | 2016-01-12 | Shimano Inc. | Bicycle brake disc |
-
1997
- 1997-09-08 JP JP24236797A patent/JP3552229B2/en not_active Expired - Fee Related
-
1998
- 1998-04-02 TW TW87104978A patent/TW407172B/en not_active IP Right Cessation
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1291461A4 (en) * | 2000-05-25 | 2004-06-16 | Kao Corp | Color-recovering agent |
| US7003834B2 (en) | 2000-05-25 | 2006-02-28 | Kao Corporation | Color-recovering agent |
| JP2005187957A (en) * | 2003-12-24 | 2005-07-14 | Dainippon Ink & Chem Inc | Darkening agent, darkening method using the same, and article treated with the darkening agent |
| JP4696448B2 (en) * | 2003-12-24 | 2011-06-08 | Ｄｉｃ株式会社 | Darkening agent, darkening method using the same, and article treated with the darkening agent |
| CN108004802A (en) * | 2017-12-10 | 2018-05-08 | 江苏大同宝富纺织科技有限公司 | A kind of spring, the sub- dyed fabric colored appearance that spins increased deep method |
| CN110878478A (en) * | 2018-09-05 | 2020-03-13 | 广州市卓杰生物科技有限公司 | Dyeing cotton fabric darkening and brightening finishing agent and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3552229B2 (en) | 2004-08-11 |
| TW407172B (en) | 2000-10-01 |
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