JP2001192973A - Treating agent composition for polyester fiber - Google Patents
Treating agent composition for polyester fiberInfo
- Publication number
- JP2001192973A JP2001192973A JP2000329343A JP2000329343A JP2001192973A JP 2001192973 A JP2001192973 A JP 2001192973A JP 2000329343 A JP2000329343 A JP 2000329343A JP 2000329343 A JP2000329343 A JP 2000329343A JP 2001192973 A JP2001192973 A JP 2001192973A
- Authority
- JP
- Japan
- Prior art keywords
- polyester fiber
- group
- carbon atoms
- component
- general formula
- 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
- 239000000835 fiber Substances 0.000 title claims abstract description 50
- 229920000728 polyester Polymers 0.000 title claims abstract description 47
- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 17
- 125000003277 amino group Chemical group 0.000 claims abstract description 33
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 23
- 239000000839 emulsion Substances 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 229920000742 Cotton Polymers 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 claims description 4
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 abstract description 3
- 125000005372 silanol group Chemical group 0.000 abstract description 2
- -1 polypropylene Polymers 0.000 description 21
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 16
- 230000015572 biosynthetic process Effects 0.000 description 16
- 238000003786 synthesis reaction Methods 0.000 description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 150000002430 hydrocarbons Chemical group 0.000 description 10
- 230000006835 compression Effects 0.000 description 9
- 238000007906 compression Methods 0.000 description 9
- 238000011084 recovery Methods 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000004205 dimethyl polysiloxane Substances 0.000 description 7
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 7
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 7
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 238000013329 compounding Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 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 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000035807 sensation Effects 0.000 description 3
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 230000000694 effects Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000006482 condensation reaction Methods 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
- 230000006866 deterioration Effects 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000011259 mixed solution 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
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008117 stearic acid Substances 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
- 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
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Landscapes
- Silicon Polymers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明はポリエステル繊維処
理剤組成物に関する。詳しくはポリエステル繊維に平滑
性、反発性、圧縮回復性、耐ヘタリ性などの特性を付与
し得るポリエステル繊維処理剤組成物に関する。[0001] The present invention relates to a polyester fiber treating agent composition. More specifically, the present invention relates to a polyester fiber treating agent composition capable of imparting properties such as smoothness, resilience, compression recovery, and settling resistance to polyester fibers.
【０００２】[0002]
【従来の技術】ポリエステル繊維は、ナイロン，アクリ
ル，ポリ塩化ビニル，ポリプロピレンからなる繊維と比
較して、圧縮弾性率が高く圧縮回復性に優れているた
め、布団綿，枕，クッション，縫いぐるみ等の詰め綿用
ステープルファイバーに好適とされ、広く使用されてい
る。従来、このポリエステル繊維を、アミノ基含有アル
コキシシランやエポキシ基含有アルコキシシランなどの
オルガノアルコキシシランを含む組成物で処理すること
により、柔軟性、平滑性、並びに反発性、圧縮回復性な
どの特性を付与して羽毛や獣毛様の風合を付与する方法
が知られている（特開昭４９−１３３６９８号公報，特
開昭５０−４８２９３号公報，特開昭５８−２１４５８
５号公報，特開昭６２−４１３７９号公報参照）。しか
しこれらの方法においては、各種アルコキシシランから
発生するアルコールが作業環境を汚染したり、火災を引
き起こす恐れがある等の問題点があった。また、ポリエ
ステル繊維をアミノ基含有ポリシロキサンとエポキシ基
含有ポリシロキサンの混合物により処理する方法が提案
されている（特公昭４８−１７５１４号公報，特開平５
−５９６７３号公報参照）。しかしこの方法では、目的
とする効果を得るために高温での加熱処理が必要であ
り、ポリエステル繊維の劣化を引き起こすことがある等
の問題点があった。2. Description of the Related Art Polyester fibers have a higher compression modulus and a higher compression recovery than fibers made of nylon, acrylic, polyvinyl chloride, and polypropylene. It is suitable for staple fiber for stuffing cotton and is widely used. Conventionally, by treating this polyester fiber with a composition containing an organoalkoxysilane such as an amino group-containing alkoxysilane or an epoxy group-containing alkoxysilane, properties such as flexibility, smoothness, resilience, and compression recovery properties are obtained. There is known a method of imparting a feather-like or animal hair-like feel by applying the composition (JP-A-49-133698, JP-A-50-48293, JP-A-58-21458).
No. 5, JP-A-62-41379). However, these methods have a problem that alcohol generated from various alkoxysilanes may pollute the working environment or cause a fire. In addition, a method has been proposed in which polyester fibers are treated with a mixture of an amino group-containing polysiloxane and an epoxy group-containing polysiloxane (Japanese Patent Publication No. 48-17514, Japanese Patent Application Laid-Open No. H05-175514).
-59673). However, this method has a problem that heat treatment at a high temperature is required to obtain a desired effect, which may cause deterioration of the polyester fiber.
【０００３】[0003]
【発明が解決しようとする課題】本発明者らは、上記問
題点を解消するために鋭意検討した結果、本発明に到達
した。すなわち、本発明の目的は、ポリエステル繊維、
特には、ポリエステル繊維製詰め綿に対して、極めて優
れた風合いを付与し得るポリエステル繊維処理剤組成物
を提供することにある。DISCLOSURE OF THE INVENTION The present inventors have made intensive studies to solve the above problems, and as a result, have reached the present invention. That is, the object of the present invention is a polyester fiber,
In particular, it is an object of the present invention to provide a polyester fiber treating agent composition capable of imparting an extremely excellent texture to polyester fiber wadding.
【０００４】[0004]
【課題を解決するための手段】本発明は、（Ａ）一般
式：According to the present invention, there is provided (A) a compound represented by the following general formula:
【化７】 （式中、Ｒは炭素原子数１〜２０の置換もしくは非置換
の一価炭化水素基であり、Ｒ1は炭素原子数１〜１０の
二価炭化水素基であり、Ｒ2およびＲ3は水素原子または
炭素原子数１〜２０の置換もしくは非置換の一価炭化水
素基であり、Ａは炭素原子数１〜２０のアルキル基であ
る。ｍおよびｎは１以上の整数であり、ａは０〜５の整
数である。）で示されるアミノ基含有オルガノポリシロ
キサン、（Ｂ）一般式：Embedded image (Wherein, R is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, R 1 is a divalent hydrocarbon group having 1 to 10 carbon atoms, and R 2 and R 3 are A hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, A is an alkyl group having 1 to 20 carbon atoms, m and n are integers of 1 or more, and a is An amino group-containing organopolysiloxane represented by the formula (B):
【化８】 （式中、Ｒは炭素原子数１〜２０の置換もしくは非置換
の一価炭化水素基であり、Ｒ1は炭素原子数１〜１０の
二価炭化水素基であり、Ｒ2およびＲ3は水素原子または
炭素原子数１〜２０の置換もしくは非置換の一価炭化水
素基である。ｘおよびｙは１以上の整数であり、ａは０
〜５の整数である。）で示されるアミノ基含有オルガノ
ポリシロキサン、（Ａ）成分と（Ｂ）成分の比率は重量
比で（１：０.１）〜（１：１０）（Ｃ）非イオン界面
活性剤および（Ｄ）水からなる水性エマルジョンである
ことを特徴とするポリエステル繊維処理剤組成物に関す
る。Embedded image (Wherein, R is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, R 1 is a divalent hydrocarbon group having 1 to 10 carbon atoms, and R 2 and R 3 are A hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, x and y are integers of 1 or more, and a is 0
Is an integer of up to 5. ), The ratio of the component (A) to the component (B) is (1: 0.1) to (1:10) by weight, (C) a nonionic surfactant and (D) A) A polyester fiber treating agent composition, which is an aqueous emulsion comprising water.
【０００５】[0005]
【発明の実施の形態】本発明組成物に使用される（Ａ）
成分のアミノ基含有オルガノポリシロキサンは、ポリエ
ステル繊維に耐久性や反発性を付与するために必須とさ
れる成分である。即ち、本成分のオルガノポリシロキサ
ンが両末端のアルコキシ基の縮合反応によって高分子量
化し、その結果、ポリエステル繊維に絡み付いて耐久性
や反発性を向上させる。この（Ａ）成分は、一般式：BEST MODE FOR CARRYING OUT THE INVENTION (A) used in the composition of the present invention
The amino group-containing organopolysiloxane as a component is an essential component for imparting durability and resilience to polyester fibers. That is, the organopolysiloxane of this component is converted into a high molecular weight by a condensation reaction of alkoxy groups at both ends, and as a result, is entangled with the polyester fiber to improve durability and resilience. This component (A) has the general formula:
【化９】 で示される。上式中、Ｒは炭素原子数１〜２０の置換も
しくは非置換の一価炭化水素基であり、具体例として
は、メチル基，エチル基，プロピル基，ブチル基，オク
チル基，デシル基，ドデシル基，テトラデシル基等の飽
和脂肪族炭化水素基；ビニル基，アリル基等の不飽和脂
肪族炭化水素基；シクロペンチル基，シクロヘキシル基
等の飽和脂環式炭化水素基；フェニル基，トリル基，ナ
フチル基等の芳香族炭化水素基；およびこれらの基の水
素原子が部分的にハロゲン原子またはエポキシ基等を含
有する有機基で置換された基を挙げることができる。こ
のＲは同一であっても異なっていても良いが、メチル基
が最も一般的である。Ｒ1は炭素原子数１〜１０の二価
炭化水素基であり、具体例としては、エチレン基，プロ
ピレン基，ブチレン基等のアルキレン基；フェニレン基
等のアリーレン基が挙げられるが、これらの中でもエチ
レン基またはプロピレン基が最も一般的である。Ｒ2お
よびＲ3は水素原子または炭素原子数１〜２０の置換も
しくは非置換の一価炭化水素基であり、一価炭化水素基
の具体例としては前記Ｒと同様の基を挙げることができ
る。このＲ2およびＲ3は同一であっても異なっていても
良い。Ａは炭素原子数１〜２０のアルキル基であり、メ
チル基，エチル基，プロピル基，ブチル基，オクチル
基，デシル基，ドデシル基，テトラデシル基が例示され
る。ｍおよびｎは１以上の整数であり、その上限は特に
制限されないが、柔軟性、平滑性、圧縮回復性を付与す
るためには、上記オルガノポリシロキサンの２５℃にお
ける動粘度が５０ｍｍ2／ｓ以上になる値であることが
好ましく、動粘度が３００〜３０,０００ｍｍ2／ｓの範
囲となる値がより好ましい。ａは０〜５の整数である
が、０または１が一般的である。また、上記一般式にお
いて、シロキサン単位の結合状態はブロック結合、ラン
ダム結合のどちらでもよい。このような（Ａ）成分のア
ミノ基含有オルガノポリシロキサンの代表的な製造方法
としては、一般式：Embedded image Indicated by In the above formula, R is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and specific examples thereof include methyl, ethyl, propyl, butyl, octyl, decyl, dodecyl. Saturated aliphatic hydrocarbon groups such as vinyl group and allyl group; saturated alicyclic hydrocarbon groups such as cyclopentyl group and cyclohexyl group; phenyl group, tolyl group, naphthyl An aromatic hydrocarbon group such as a group; and a group in which a hydrogen atom of these groups is partially substituted with a halogen atom or an organic group containing an epoxy group or the like. The R's may be the same or different, but are most commonly methyl groups. R 1 is a divalent hydrocarbon group having 1 to 10 carbon atoms, and specific examples include an alkylene group such as an ethylene group, a propylene group, and a butylene group; and an arylene group such as a phenylene group. Ethylene or propylene groups are most common. R 2 and R 3 are a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, and specific examples of the monovalent hydrocarbon group include the same groups as those described above for R. . R 2 and R 3 may be the same or different. A is an alkyl group having 1 to 20 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, an octyl group, a decyl group, a dodecyl group and a tetradecyl group. m and n are integers of 1 or more, and the upper limit is not particularly limited. However, in order to impart flexibility, smoothness, and compression recovery, the kinematic viscosity of the organopolysiloxane at 25 ° C. is 50 mm 2 / s. It is preferable that the kinematic viscosity be in the range of 300 to 30,000 mm 2 / s. a is an integer of 0 to 5, but 0 or 1 is generally used. In the above general formula, the bonding state of the siloxane unit may be either block bonding or random bonding. A typical production method of such an amino group-containing organopolysiloxane of the component (A) is represented by a general formula:
【化１０】 （式中、Ｒは前記どおりであり、ｐは１以上の整数であ
る。）で示されるジオルガノシランもしくはジオルガノ
ポリシロキサンと、一般式：Embedded image (Wherein R is as described above, and p is an integer of 1 or more), and a diorganosilane or diorganopolysiloxane represented by the general formula:
【化１１】 （式中、Ｒ，Ｒ1，Ｒ2，Ｒ3，Ａおよびａは前記どおり
である。）で示されるオルガノアルコキシシランとを反
応させる方法が挙げられる。ここで使用されるジオルガ
ノポリシロキサンの具体例としては、２５℃における動
粘度が１０〜３０,０００ｍｍ2／ｓであり、両末端が水
酸基により封鎖されたジメチルポリシロキサンが挙げら
れる。オルガノアルコキシシランの具体例としては、Ｎ
−β−（アミノエチル）−γ−アミノプロピルメチルジ
メトキシシランが挙げられる。反応方法の具体例として
は、上記ジオルガノポリシロキサンとオルガノアルコキ
シシランを加熱下で反応させる方法や、または、これら
を塩基性触媒を用いて加熱下で反応させた後、酸を用い
て塩基性触媒を中和する方法が挙げられる。塩基性触媒
の具体例としては、水酸化カリウム，水酸化ナトリウ
ム，水酸化リチウムが挙げられる。Embedded image (Wherein, R, R 1 , R 2 , R 3 , A and a are the same as those described above). Specific examples of the diorganopolysiloxane used here include dimethylpolysiloxane having a kinematic viscosity at 25 ° C. of 10 to 30,000 mm 2 / s and both ends blocked by hydroxyl groups. Specific examples of the organoalkoxysilane include N
-Β- (aminoethyl) -γ-aminopropylmethyldimethoxysilane. Specific examples of the reaction method include a method in which the above diorganopolysiloxane and the organoalkoxysilane are reacted under heating, or a method in which these are reacted under heating using a basic catalyst, and then a basic reaction is performed using an acid. There is a method of neutralizing the catalyst. Specific examples of the basic catalyst include potassium hydroxide, sodium hydroxide, and lithium hydroxide.
【０００６】このような（Ａ）成分のアミノ基含有オル
ガノポリシロキサンとしては、下記式で示される化合物
が例示される。The amino group-containing organopolysiloxane of the component (A) is exemplified by a compound represented by the following formula.
【化１２】 Embedded image
【０００７】本発明組成物に使用される（Ｂ）成分のア
ミノ基含有オルガノポリシロキサンは、ポリエステル繊
維に対して優れた平滑性と柔軟性を付与するために必須
とされる成分であり、本成分のオルガノポリシロキサン
中の水酸基の一部が（Ａ）成分中のアルコキシ基と反応
することにより、反発特性をより一層向上させる。この
（Ｂ）成分は、一般式：The amino group-containing organopolysiloxane (B) used in the composition of the present invention is a component essential for imparting excellent smoothness and flexibility to polyester fibers. A part of the hydroxyl groups in the organopolysiloxane of the component reacts with the alkoxy group in the component (A), thereby further improving the resilience characteristics. This component (B) has the general formula:
【化１３】 で示される。上式中、Ｒ，Ｒ1，Ｒ2，Ｒ3およびａは前
記と同じである。ｘおよびｙは１以上の整数であり、そ
の上限は特に制限されないが、柔軟性、平滑性、圧縮回
復性を付与するためには、上記オルガノポリシロキサン
の２５℃における動粘度が５０ｍｍ2／ｓ以上になる値
であることが好ましく、動粘度が３００〜３０,０００
ｍｍ2／ｓの範囲となる値がより好ましい。また、上記
一般式において、シロキサン単位の結合状態はブロック
結合、ランダム結合のどちらでもよい。このような
（Ｂ）成分のアミノ基含有オルガノポリシロキサンの代
表的な製造方法としては、一般式：Embedded image Indicated by In the above formula, R, R 1 , R 2 , R 3 and a are the same as described above. x and y are integers of 1 or more, and the upper limit is not particularly limited. However, in order to impart flexibility, smoothness, and compression recovery, the kinematic viscosity of the organopolysiloxane at 25 ° C. is 50 mm 2 / s. Preferably, the kinematic viscosity is 300 to 30,000.
A value in the range of mm 2 / s is more preferable. In the above general formula, the bonding state of the siloxane unit may be either block bonding or random bonding. A typical production method of such an amino group-containing organopolysiloxane of the component (B) is represented by a general formula:
【化１４】 （式中、Ｒおよびｐは前記どおりであり、ｑは３以上の
整数である。）で示されるジオルガノシロキサンもしく
はジオルガノシランと、一般式：Embedded image (Wherein R and p are as defined above, and q is an integer of 3 or more), and a general formula:
【化１５】 （式中、Ｒ，Ｒ1，Ｒ2，Ｒ3，Ａおよびａは前記どおり
である。）で示されるオルガノアルコキシシランの加水
分解縮合物とを塩基性触媒存在下で反応させる方法が挙
げられる。ここで使用されるジオルガノシロキサンの具
体例としては、ヘキサメチルトリシクロシロキサン，オ
クタメチルテトラシクロシロキサン，両末端が水酸基に
より封鎖されたジメチルポリシロキサンが挙げらる。ア
ルコキシシランの加水分解縮合物の具体例としては、Ｎ
−β−（アミノエチル）−γ−アミノプロピルメチルジ
メトキシシランを過剰の水で加水分解したシラノール基
を含有する加水分解縮合物が挙げられる。塩基性触媒の
具体例としては、水酸化カリウム，水酸化ナトリウム，
水酸化リチウムが挙げられる。この反応は、通常、加熱
下で行われ、終了後は酸を用いて塩基性触媒を中和する
ことが好ましい。Embedded image (Wherein, R, R 1 , R 2 , R 3 , A and a are the same as those described above) in the presence of a basic catalyst. . Specific examples of the diorganosiloxane used here include hexamethyltricyclosiloxane, octamethyltetracyclosiloxane, and dimethylpolysiloxane in which both ends are blocked by a hydroxyl group. Specific examples of the hydrolysis condensate of alkoxysilane include N
And hydrolyzed condensates containing silanol groups obtained by hydrolyzing -β- (aminoethyl) -γ-aminopropylmethyldimethoxysilane with excess water. Specific examples of the basic catalyst include potassium hydroxide, sodium hydroxide,
Lithium hydroxide. This reaction is generally performed under heating, and after completion, it is preferable to neutralize the basic catalyst using an acid.
【０００８】このような（Ｂ）成分のアミノ基含有オル
ガノポリシロキサンとしては、下記式で示される化合物
が例示される。The amino group-containing organopolysiloxane of the component (B) is exemplified by a compound represented by the following formula.
【化１６】 Embedded image
【０００９】本発明では、上記した（Ａ）成分と（Ｂ）
成分のアミノ基含有オルガノポリシロキサンを併用する
ことによって所期の効果が達成される。（Ａ）成分と
（Ｂ）成分の配合比率は、重量比で（１：０.１）〜
（１：１０）となる範囲である。In the present invention, the above-mentioned component (A) and (B)
The desired effect is achieved by using the amino group-containing organopolysiloxane as a component in combination. The mixing ratio of the component (A) and the component (B) is from (1: 0.1) to
(1:10).
【００１０】本発明組成物に使用される（Ｃ）成分の非
イオン界面活性剤は、上記（Ａ）成分および（Ｂ）成分
を水中に分散させて水性エマルジョンにするための成分
である。具体例としては、ラウリル基，セチル基，ステ
アリル基，トリメチルノニル基等のアルキル基を有する
ポリオキシエチレンアルキルエーテル類やポリオキシエ
チレンポリオキシプロピレンアルキルエーテル類；ノニ
ルフェニル基，オクチルフェニル基等のアルキルフェニ
ル基を有するポリオキシエチレンアルキルフェニルエー
テル類；ステアリン酸，オレイン酸などの脂肪酸に酸化
エチレンを付加重合させたポリエチレングリコール脂肪
酸エステル類；ポリオキシエチレングリセリン脂肪酸エ
ステル類、ポリグリセリン脂肪酸エステル類を挙げるこ
とができる。この（Ｃ）成分は、一種類のみの使用であ
っても良いし、２種類以上を組み合わせて使用しても良
い。またその配合量は、（Ａ）成分と（Ｂ）成分の合計
１００重量部に対して３〜３０重量部が好ましい。The nonionic surfactant (C) used in the composition of the present invention is a component for dispersing the above components (A) and (B) in water to form an aqueous emulsion. Specific examples include polyoxyethylene alkyl ethers and polyoxyethylene polyoxypropylene alkyl ethers having an alkyl group such as a lauryl group, a cetyl group, a stearyl group, and a trimethylnonyl group; and alkyl groups such as a nonylphenyl group and an octylphenyl group. Polyoxyethylene alkyl phenyl ethers having a phenyl group; polyethylene glycol fatty acid esters obtained by addition-polymerizing ethylene oxide to fatty acids such as stearic acid and oleic acid; polyoxyethylene glycerin fatty acid esters and polyglycerin fatty acid esters Can be. As the component (C), only one type may be used, or two or more types may be used in combination. Further, the compounding amount is preferably 3 to 30 parts by weight based on 100 parts by weight of the total of the components (A) and (B).
【００１１】本発明組成物に使用される（Ｄ）成分の水
は、上記（Ａ）成分、（Ｂ）成分および（Ｃ）成分の分
散媒である。その配合量は、本発明組成物が水性エマル
ジョンとなり得る量であればよいが、（Ａ）成分、
（Ｂ）成分および（Ｃ）成分の合計１００重量部に対し
て５０〜２,０００重量部の範囲であることが好まし
い。The water of the component (D) used in the composition of the present invention is a dispersion medium of the components (A), (B) and (C). The compounding amount may be any amount as long as the composition of the present invention can form an aqueous emulsion.
The amount is preferably in the range of 50 to 2,000 parts by weight based on 100 parts by weight of the total of the components (B) and (C).
【００１２】本発明組成物を製造するには、（Ａ）成分
および（Ｂ）成分を別々に（Ｃ）成分の非イオン界面活
性剤を用いて乳化した後、この２種類のエマルジョンを
混合してもよく、また、（Ａ）成分と（Ｂ）成分を混合
後、（Ｃ）成分の非イオン界面活性剤で乳化してもよ
い。製造装置としては、ホモミキサー，ホモジナイザ
ー，プロペラ型攪拌機，ラインミキサー，コロイドミル
などの乳化機が使用できる。In order to produce the composition of the present invention, the components (A) and (B) are separately emulsified using the nonionic surfactant (C), and the two emulsions are mixed. Alternatively, after mixing the components (A) and (B), the mixture may be emulsified with the nonionic surfactant (C). Emulsifiers such as a homomixer, a homogenizer, a propeller-type stirrer, a line mixer, and a colloid mill can be used as the production apparatus.
【００１３】本発明組成物は上記（Ａ）成分〜（Ｄ）成
分からなる水性エマルジョンであるが、必要に応じて、
カチオン性界面活性剤，帯電防止剤，非シリコーン系の
有機系柔軟剤，ジアルキルポリシロキサン類，他のオル
ガノアルコキシシラン類またはその部分加水分解物，防
腐剤，防黴剤等を併用することが可能である。但し、こ
こでいうジアルキルポリシロキサンとは、２５℃におけ
る動粘度が５０〜５,０００,０００ｍｍ2／ｓの範囲の
ものであり、動粘度が５,０００,０００ｍｍ2／ｓを越
えるような高重合度のオルガノポリシロキサンは含まれ
ない。また、（Ａ）成分や（Ｂ）成分中のアミノ基に起
因する黄変が問題となる場合は、有機酸またはその酸無
水物やエポキシ化合物等のアミノ基と反応可能な化合物
を用いて黄変を低減させることが可能である。The composition of the present invention is an aqueous emulsion comprising the above components (A) to (D).
Can be used in combination with cationic surfactants, antistatic agents, non-silicone organic softeners, dialkylpolysiloxanes, other organoalkoxysilanes or their partial hydrolysates, preservatives, fungicides It is. However, where the dialkyl polysiloxane say, are those kinematic viscosity at 25 ° C. is in the range of 50~5,000,000mm 2 / s, high as a kinematic viscosity exceeding 5,000,000mm 2 / s No organopolysiloxane of polymerization degree is included. When yellowing caused by an amino group in the component (A) or the component (B) is a problem, yellowing is performed using a compound capable of reacting with an amino group such as an organic acid or an acid anhydride thereof or an epoxy compound. It is possible to reduce the change.
【００１４】本発明組成物を用いてポリエステル繊維を
処理するには、本発明組成物を適切な濃度まで水で希釈
した後、浸せき法，スプレー法，ロール法などによりポ
リエステル繊維のステープルファイバー，トウ，糸，織
物，編物あるいは不織布に付着させ、次いで、１２０〜
１８０℃の温度で乾燥および熱処理を行えばよい。ポリ
エステル繊維に対する本発明組成物の付着量は、本発明
組成物の固形分として０．１〜３．０重量％となるよう
な量が好適である。To treat the polyester fibers with the composition of the present invention, the composition of the present invention is diluted with water to an appropriate concentration, and then staple fibers, tow or the like of the polyester fibers are dipped, sprayed or rolled. , Yarn, woven, knitted or non-woven fabric, then
Drying and heat treatment may be performed at a temperature of 180 ° C. The amount of the composition of the present invention adhered to the polyester fiber is preferably such that the solid content of the composition of the present invention is 0.1 to 3.0% by weight.
【００１５】[0015]
【実施例】以下、本発明を実施例によって詳しく説明す
る。実施例中、部とあるのは重量部を意味し、動粘度は
２５℃における値である。The present invention will be described below in detail with reference to examples. In the examples, “parts” means “parts by weight”, and the kinematic viscosity is a value at 25 ° C.
【００１６】[0016]
【合成例１】○アミノ基含有ポリオルガノシロキサンＡ
−１の合成 動粘度１００ｍｍ2／ｓの両末端水酸基封鎖ジメチルポ
リシロキサン９５０ｇと、Ｎ−β−（アミノエチル）−
γ−アミノプロピルメチルジメトキシシラン５０ｇを１
リットルの反応容器に仕込み、これらを撹拌しながら８
０℃に昇温した後、５０重量％の水酸化カリウム水溶液
を０.３ｇ加えた。その後、窒素を２００ｍｌ／分の流
量で液中に浸した細管より流しつづけながら、水および
メタノールを除去するために、反応混合物を８０℃、６
０ｍｍＨｇの減圧下に６時間保持した。次いで、酢酸を
０.２ｇ加えて中和して、平均式：[Synthesis Example 1] o Amino group-containing polyorganosiloxane A
Synthesis of -1 950 g of hydroxyl-blocked dimethylpolysiloxane at both ends having a kinematic viscosity of 100 mm 2 / s and N-β- (aminoethyl)-
50 g of γ-aminopropylmethyldimethoxysilane
Liter of a reaction vessel and stirring them for 8 hours.
After the temperature was raised to 0 ° C., 0.3 g of a 50% by weight aqueous solution of potassium hydroxide was added. Thereafter, the reaction mixture was heated at 80 ° C., 6 ° C. to remove water and methanol while continuing to flow nitrogen from the capillary immersed in the liquid at a flow rate of 200 ml / min.
It was kept under reduced pressure of 0 mmHg for 6 hours. Then, 0.2 g of acetic acid was added to neutralize, and the average formula was obtained.
【化１７】 で示される動粘度３９５０ｍｍ2／ｓのアミノ基含有ポ
リオルガノシロキサンＡ−１を合成した。Embedded image The amino group-containing polyorganosiloxane A-1 having a kinematic viscosity of 3950 mm 2 / s indicated by was synthesized.
【００１７】[0017]
【合成例２】○アミノ基含有ポリオルガノシロキサンＡ
−２の合成 動粘度２２００ｍｍ2／ｓの両末端水酸基封鎖ジメチル
ポリシロキサン９８４ｇとＮ−β−（アミノエチル）−
γ−アミノプロピルメチルジメトキシシラン１６ｇを１
リットルの反応容器に仕込み、これらを窒素雰囲気下に
撹拌しながら１００℃に昇温して３時間反応させて、平
均式：[Synthesis Example 2] o Amino group-containing polyorganosiloxane A
Synthesis of -2 984 g of dimethylpolysiloxane capped with hydroxyl groups at both ends having a kinematic viscosity of 2200 mm 2 / s and N-β- (aminoethyl)-
16 g of γ-aminopropylmethyldimethoxysilane is added to 1
The reaction mixture was heated to 100 ° C. while stirring under a nitrogen atmosphere and reacted for 3 hours.
【化１８】 で示される動粘度２４００ｍｍ2／ｓのアミノ基含有ポ
リオルガノシロキサンＡ−２を合成した。Embedded image The amino group-containing polyorganosiloxane A-2 having a kinematic viscosity of 2400 mm 2 / s indicated by was synthesized.
【００１８】[0018]
【合成例３】○アミノ基含有ポリオルガノシロキサンＢ
−１の合成 動粘度１００ｍｍ2／ｓの両末端水酸基封鎖ジメチルポ
リシロキサン９９０ｇと、Ｎ−β−（アミノエチル）−
γ−アミノプロピルメチルジメトキシシランを過剰の水
で加水分解した加水分解縮合物１０ｇを１リットルの反
応容器に仕込み、これらを撹拌しながら８０℃に昇温し
た後、５０重量％の水酸化カリウム水溶液を０.３ｇ加
えた。その後、窒素を２００ｍｌ／分の流量で液中に浸
した細管より流しつづけながら、反応混合物を８０℃に
て６時間保持した。次いで、酢酸を０.２ｇ加えて中和
して、平均式：[Synthesis Example 3] o Amino group-containing polyorganosiloxane B
Synthesis of -1 990 g of dimethylpolysiloxane having kinematic viscosity of 100 mm 2 / s at both ends hydroxyl-blocked, and N-β- (aminoethyl)-
10 g of a hydrolyzed condensate obtained by hydrolyzing γ-aminopropylmethyldimethoxysilane with excess water was charged into a 1-liter reaction vessel, and the mixture was heated to 80 ° C. with stirring, and then a 50% by weight aqueous solution of potassium hydroxide was added. Was added. Thereafter, the reaction mixture was kept at 80 ° C. for 6 hours while continuously flowing nitrogen from the capillary immersed in the liquid at a flow rate of 200 ml / min. Then, 0.2 g of acetic acid was added to neutralize, and the average formula was obtained.
【化１９】 で示される動粘度１４００ｍｍ2／ｓのアミノ基含有ポ
リオルガノシロキサンＢ−１を合成した。Embedded image The amino group-containing polyorganosiloxane B-1 having a kinematic viscosity of 1400 mm 2 / s indicated by was synthesized.
【００１９】[0019]
【合成例４】○アミノ基含有ポリオルガノシロキサンＢ
−２の合成 オクタメチルテトラシクロシロキサン９８０ｇ、Ｎ−β
−（アミノエチル）−γ−アミノプロピルメチルジメト
キシシランを過剰の水で加水分解した加水分解縮合物２
０ｇおよび５０重量％の水酸化カリウム水溶液０.３ｇ
を１リットルの反応容器に仕込み、これらを撹拌しなが
ら１４０℃に昇温した後、１４０℃にて２時間保持し
た。次いで、酢酸を０.２ｇ加えて中和して、平均式：[Synthesis Example 4] Polyaminosiloxane containing amino group B
Synthesis of -2 Octamethyltetracyclosiloxane 980 g, N-β
-(Aminoethyl) -γ-aminopropylmethyldimethoxysilane hydrolyzed condensate 2 hydrolyzed with excess water
0 g and 0.3 g of a 50% by weight aqueous potassium hydroxide solution
Was charged into a 1-liter reaction vessel, and the mixture was heated to 140 ° C. while stirring and then kept at 140 ° C. for 2 hours. Then, 0.2 g of acetic acid was added to neutralize, and the average formula was obtained.
【化２０】 で示される動粘度１４００ｍｍ2／ｓのアミノ基含有ポ
リオルガノシロキサンＢ−２を合成した。Embedded image The amino group-containing polyorganosiloxane B-2 having a kinematic viscosity of 1400 mm 2 / s indicated by was synthesized.
【００２０】[0020]
【合成例５】○アミノ基含有ポリオルガノシロキサンＣ
の合成 オクタメチルテトラシクロシロキサン９４０ｇ、Ｎ−β
−（アミノエチル）−γ−アミノプロピルメチルジメト
キシシランを過剰の水で加水分解した加水分解縮合物２
０ｇ、動粘度１０ｍｍ2／ｓのトリメチルシロキシ基封
鎖ポリジメチルシロキサン４０ｇおよび５０重量％の水
酸化カリウム水溶液０.３ｇを１リットルの反応容器に
仕込み、これらを撹拌しながら１４０℃に昇温した後、
１４０℃にて２時間保持した。次いで、酢酸を０.２ｇ
加えて中和して、平均式：[Synthesis Example 5] Amino group-containing polyorganosiloxane C
Synthesis of octamethyltetracyclosiloxane 940 g, N-β
-(Aminoethyl) -γ-aminopropylmethyldimethoxysilane hydrolyzed condensate 2 hydrolyzed with excess water
0 g, 40 g of a trimethylsiloxy group-blocked polydimethylsiloxane having a kinematic viscosity of 10 mm 2 / s and 0.3 g of a 50% by weight aqueous solution of potassium hydroxide were charged into a 1-liter reaction vessel, and the mixture was heated to 140 ° C. while stirring these. ,
It was kept at 140 ° C. for 2 hours. Then, 0.2 g of acetic acid
In addition, neutralize the average formula:
【化２１】 で示される動粘度８００ｍｍ2／ｓのアミノ基含有ポリ
オルガノシロキサンＣを合成した。Embedded image Was synthesized to obtain an amino group-containing polyorganosiloxane C having a kinematic viscosity of 800 mm 2 / s.
【００２１】[0021]
【実施例１〜４】合成例１で得たアミノ基含有ポリオル
ガノシロキサンＡ−１を３００ｇと非イオン界面活性剤
としてポリオキシエチレン（６モル）ラウリルエーテル
４０ｇをホモミキサーにより６６０ｇの水中に乳化分散
させて、エマルジョンＡ−１を調製した。同様にして、
合成例２〜５で得たアミノ基含有ポリオルガノシロキサ
ンＡ−２，Ｂ−１，Ｂ−２およびＣについても乳化分散
して、エマルジョンＡ−２，Ｂ−１，Ｂ−２およびＣを
得た。このようにして調製した各エマルジョンを表１に
示した配合比率で混合してポリエステル繊維処理剤組成
物を調製した。得られた組成物を、繊度６デニール，繊
維長６５ｍｍのポリエステル製の布団綿用ステープルフ
ァイバーに、アミノ基含有ポリオルガノシロキサンの付
着量が０．５重量％になるようにスプレーで吹き付けた
後、室温で乾燥した。次いで、１５０℃で５分間の加熱
処理を施した。このように処理したポリエステル製布団
綿を解繊して［ＴＥＸＴＥＳＴ社製ＬＡＢＯＲＭＩＸＥ
Ｒ］、重ね布団綿を作成した。次いで、ＪＩＳ−Ｌ−２
００１に規定する測定方法に準じて、かさ高性（ｍｌ／
ｇ）、圧縮率（％）、回復率（％）を測定した。また、
布団綿の風合いについては、手による触感により、以下
のように評価した。これらの評価結果を表１に示した。 ◎：極めて柔軟性と平滑性に富んだ羽毛様の風合いであ
った。 ○：柔軟性と平滑性を有する風合いであった。 △：やや素硬で、柔軟性と平滑性にやや劣る風合いであ
った。 ×：素硬で、柔軟性と平滑性に劣る風合いであった。Examples 1 to 4 300 g of the amino-containing polyorganosiloxane A-1 obtained in Synthesis Example 1 and 40 g of polyoxyethylene (6 mol) lauryl ether as a nonionic surfactant were emulsified in 660 g of water using a homomixer. By dispersing, an emulsion A-1 was prepared. Similarly,
The amino group-containing polyorganosiloxanes A-2, B-1, B-2 and C obtained in Synthesis Examples 2 to 5 are also emulsified and dispersed to obtain emulsions A-2, B-1, B-2 and C. Was. Each of the emulsions thus prepared was mixed at the compounding ratio shown in Table 1 to prepare a polyester fiber treating agent composition. After spraying the obtained composition onto a polyester futon staple fiber having a denier of 6 denier and a fiber length of 65 mm, the amount of the amino group-containing polyorganosiloxane is 0.5% by weight. Dry at room temperature. Next, a heat treatment was performed at 150 ° C. for 5 minutes. The futon made of polyester thus treated is defibrated and [LABORMIXE manufactured by TEXTEST CORPORATION].
R]. Then, JIS-L-2
According to the measurement method specified in 001, the bulkiness (ml /
g), compression ratio (%) and recovery ratio (%) were measured. Also,
The texture of the futon cotton was evaluated by the tactile sensation by hand as follows. Table 1 shows the evaluation results. A: Feather-like texture with extremely high flexibility and smoothness. ：: A texture having flexibility and smoothness. Δ: Slightly hard and slightly inferior in flexibility and smoothness. ×: Texture was inferior in softness and poor in flexibility and smoothness.
【００２２】[0022]
【比較例１〜５】実施例１で調製したエマルジョンＡ−
１，Ｂ−１，Ｂ−２およびＣをそれぞれ単独で使用し
て、実施例１と同様にしてポリエステル製の布団綿用ス
テープルファイバーを処理し、重ね布団綿を作成した。
得られた布団綿のかさ高性（ｍｌ／ｇ）、圧縮率
（％）、回復率（％）および風合いを実施例１と同様に
して測定し、これらの評価結果を表１に示した。また、
未処理の布団綿の評価結果を比較例５として併記した。Comparative Examples 1 to 5 Emulsion A prepared in Example 1
A polyester futon staple fiber was treated in the same manner as in Example 1 except that 1, B-1, B-2 and C were used alone to prepare a futon.
The bulkiness (ml / g), compressibility (%), recovery rate (%) and hand of the obtained futon were measured in the same manner as in Example 1, and the evaluation results are shown in Table 1. Also,
The evaluation results of the untreated futon cotton are also shown as Comparative Example 5.
【００２３】[0023]
【表１】 [Table 1]
【００２４】[0024]
【実施例５〜７】実施例１で調製したエマルジョンＡ−
１、Ａ−２およびＢ−１を表２に示した配合比率で混合
して、ポリエステル繊維処理剤組成物を調製した。得ら
れた組成物を用いて、実施例１と同様にしてポリエステ
ル製の布団綿用ステープルファイバーを処理し、重ね布
団綿を作成した。得られた布団綿のかさ高性（ｍｌ／
ｇ）、圧縮率（％）、回復率（％）および風合いを実施
例１と同様にして測定し、これらの評価結果を表２に示
した。Examples 5 to 7 Emulsion A prepared in Example 1
1, A-2 and B-1 were mixed at the compounding ratio shown in Table 2 to prepare a polyester fiber treating agent composition. Using the obtained composition, a staple fiber for a duvet made of polyester was treated in the same manner as in Example 1 to prepare a laminated duvet. The bulkiness of the obtained futon cotton (ml /
g), compression ratio (%), recovery ratio (%), and hand were measured in the same manner as in Example 1. The evaluation results are shown in Table 2.
【００２５】[0025]
【比較例６〜９】実施例１で調製したエマルジョンＡ−
１、Ａ−２、Ｂ−１およびＣを表２に示した配合比率で
混合して、ポリエステル繊維処理剤組成物を調製した。
得られた組成物を用いて、実施例１と同様にしてポリエ
ステル製の布団綿用ステープルファイバーを処理し、重
ね布団綿を作成した。得られた布団綿のかさ高性（ｍｌ
／ｇ）、圧縮率（％）、回復率（％）および風合いを実
施例１と同様にして測定し、これらの評価結果を表２に
示した。Comparative Examples 6 to 9 Emulsion A prepared in Example 1
1, A-2, B-1 and C were mixed at the compounding ratio shown in Table 2 to prepare a polyester fiber treating agent composition.
Using the obtained composition, a staple fiber for a duvet made of polyester was treated in the same manner as in Example 1 to prepare a laminated duvet. The bulkiness of the obtained futon cotton (ml
/ G), compression ratio (%), recovery ratio (%), and hand were measured in the same manner as in Example 1. The evaluation results are shown in Table 2.
【００２６】[0026]
【表２】 [Table 2]
【００２７】[0027]
【実施例８】合成例１で得たアミノ基含有ポリオルガノ
シロキサンＡ−１を１５０ｇ、合成例３で得たアミノ基
含有ポリオルガノシロキサンＢ−１を１５０ｇ、非イオ
ン界面活性剤としてポリオキシエチレン（６モル）ラウ
リルエーテル４０ｇを、ホモミキサーにより６６０ｇの
水中に乳化分散させて、ポリエステル繊維処理剤組成物
を調製した。得られた組成物を用いて、実施例１と同様
にしてポリエステル製の布団綿用ステープルファイバー
を処理し、重ね布団綿を作成した。得られた布団綿の平
滑性および反発性を手による触感により評価したとこ
ろ、極めて平滑性と反発性に富んだ羽毛様の風合いであ
った。Example 8 150 g of the amino group-containing polyorganosiloxane A-1 obtained in Synthesis Example 1, 150 g of the amino group-containing polyorganosiloxane B-1 obtained in Synthesis Example 3, and polyoxyethylene as a nonionic surfactant 40 g of (6 mol) lauryl ether was emulsified and dispersed in 660 g of water using a homomixer to prepare a polyester fiber treating agent composition. Using the obtained composition, a staple fiber for a duvet made of polyester was treated in the same manner as in Example 1 to prepare a laminated duvet. When the smoothness and resilience of the obtained futon cotton were evaluated by the tactile sensation by hand, it was found to be a feather-like texture with extremely high smoothness and resilience.
【００２８】[0028]
【実施例９】合成例１で得たアミノ基含有ポリオルガノ
シロキサンＡ−１を１５０ｇ、合成例４で得たアミノ基
含有ポリオルガノシロキサンＢ−２を１５０ｇ、非イオ
ン界面活性剤としてポリオキシエチレン（６モル）ラウ
リルエーテル４０ｇを、ホモミキサーにより６６０ｇの
水中に乳化分散させて、ポリエステル繊維処理剤組成物
を調製した。得られた組成物を用いて、実施例１と同様
にしてポリエステル製の布団綿用ステープルファイバー
を処理し、重ね布団綿を作成した。得られた布団綿の平
滑性および反発性を手による触感により評価したとこ
ろ、極めて平滑性と反発性に富んだ羽毛様の風合いであ
った。Example 9 150 g of the amino group-containing polyorganosiloxane A-1 obtained in Synthesis Example 1, 150 g of the amino group-containing polyorganosiloxane B-2 obtained in Synthesis Example 4, and polyoxyethylene as a nonionic surfactant 40 g of (6 mol) lauryl ether was emulsified and dispersed in 660 g of water using a homomixer to prepare a polyester fiber treating agent composition. Using the obtained composition, a staple fiber for a duvet made of polyester was treated in the same manner as in Example 1 to prepare a laminated duvet. When the smoothness and resilience of the obtained futon cotton were evaluated by the tactile sensation by hand, it was found to be a feather-like texture with extremely high smoothness and resilience.
【００２９】[0029]
【比較例１０】動粘度が７，０００，０００ｍｍ2／ｓ
の両末端トリメチルシリル基封鎖ジメチルポリシロキサ
ン１５０ｇとイソパラフィン２５０ｇの混合溶解物に、
ポリオキシエチレン（６モル）ラウリルエーテル４０ｇ
を加えて、これらをプラネタリーミキサーを用いて水５
６０ｇに乳化分散させて、エマルジョンＤを調製した。
このエマルジョンＤと実施例９で得た組成物とを１：１
の割合で混合して、ポリエステル繊維処理剤組成物を調
製した。得られた組成物を用いて、実施例１と同様にし
てポリエステル製の布団綿用ステープルファイバーを処
理し、重ね布団綿を作成した。得られた布団綿の平滑性
および反発性を手による感触により評価したところ、実
施例９で得られた布団綿と比較して平滑性、反発性が低
く、十分な風合いを有するものではなかった。Comparative Example 10 Kinematic viscosity is 7,000,000 mm 2 / s
To a mixed solution of 150 g of dimethylpolysiloxane capped with trimethylsilyl groups at both ends and 250 g of isoparaffin,
40 g of polyoxyethylene (6 mol) lauryl ether
And add them to water using a planetary mixer.
Emulsion D was prepared by emulsifying and dispersing the emulsion in 60 g.
This emulsion D and the composition obtained in Example 9 were mixed at a ratio of 1: 1.
To prepare a polyester fiber treating agent composition. Using the obtained composition, a staple fiber for a duvet made of polyester was treated in the same manner as in Example 1 to prepare a laminated duvet. When the smoothness and resilience of the obtained futon cotton were evaluated by hand, the smoothness and resilience were lower than those of the futon cotton obtained in Example 9, and the futon cotton did not have a sufficient texture. .
【００３０】[0030]
【発明の効果】本願請求項１のポリエステル繊維処理剤
組成物は、上記した（Ａ）成分と（Ｂ）成分の２種類の
アミノ基含有オルガノポリシロキサンを併用しているが
故に、ポリエステル繊維に良好な柔軟性、平滑性、反発
性を付与することができるという特徴を有する。このた
め本発明組成物で処理されたポリエステル繊維製詰め綿
から作られた布団綿は、羽毛様の優れた風合いを有する
という利点を有する。特に、本願請求項３のポリエステ
ル繊維処理剤組成物は、上記した製造方法による（Ａ）
成分と（Ｂ）成分の2種類のアミノ基含有オルガノポリ
シロキサンを併用しているので、より優れた柔軟性、平
滑性、反発性をポリエステル繊維に付与することができ
る。そしてこのような本発明組成物で処理されたポリエ
ステル繊維製詰め綿から作られた布団綿は、羽毛様のさ
らに優れた風合いを有するという利点を有する。The polyester fiber treating agent composition according to claim 1 of the present application uses the above two types of amino group-containing organopolysiloxanes of the component (A) and the component (B) in combination, so that the polyester fiber is treated with the polyester fiber. It has the feature that good flexibility, smoothness and resilience can be imparted. For this reason, the duvet made from the polyester fiber wadding treated with the composition of the present invention has the advantage of having a superior feather-like texture. In particular, the polyester fiber treating agent composition of claim 3 of the present application is obtained by the above-mentioned production method (A).
Since two kinds of amino group-containing organopolysiloxanes of the component and the component (B) are used in combination, more excellent flexibility, smoothness, and resilience can be imparted to the polyester fiber. And the futon made from the polyester fiber wadding treated with the composition of the present invention has the advantage of having a more excellent feather-like texture.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 瀧本 正 千葉県市原市千種海岸２番２ 東レ・ダウ コーニング・シリコーン株式会社研究開発 本部内 ──────────────────────────────────────────────────の Continuing on the front page (72) Inventor Tadashi Takimoto 2-2 Chigusa Beach, Ichihara-shi, Chiba Dow Corning Silicone Co., Ltd.
Claims (3)
の一価炭化水素基であり、Ｒ1は炭素原子数１〜１０の
二価炭化水素基であり、Ｒ2およびＲ3は水素原子または
炭素原子数１〜２０の置換もしくは非置換の一価炭化水
素基であり、Ａは炭素原子数１〜２０のアルキル基であ
る。ｍおよびｎは１以上の整数であり、ａは０〜５の整
数である。）で示されるアミノ基含有オルガノポリシロ
キサン、（Ｂ）一般式： 【化２】 （式中、Ｒは炭素原子数１〜２０の置換もしくは非置換
の一価炭化水素基であり、Ｒ1は炭素原子数１〜１０の
二価炭化水素基であり、Ｒ2およびＲ3は水素原子または
炭素原子数１〜２０の置換もしくは非置換の一価炭化水
素基である。ｘおよびｙは１以上の整数であり、ａは０
〜５の整数である。）で示されるアミノ基含有オルガノ
ポリシロキサン、（Ａ）成分と（Ｂ）成分の比率は重量
比で（１：０.１）〜（１：１０）（Ｃ）非イオン界面
活性剤および（Ｄ）水からなる水性エマルジョンである
ことを特徴とするポリエステル繊維処理剤組成物。(A) A general formula: (Wherein, R is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, R 1 is a divalent hydrocarbon group having 1 to 10 carbon atoms, and R 2 and R 3 are A hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, A is an alkyl group having 1 to 20 carbon atoms, m and n are integers of 1 or more, and a is An amino group-containing organopolysiloxane represented by the general formula: (Wherein, R is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, R 1 is a divalent hydrocarbon group having 1 to 10 carbon atoms, and R 2 and R 3 are A hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, x and y are integers of 1 or more, and a is 0
Is an integer of up to 5. ), The ratio of the component (A) to the component (B) is (1: 0.1) to (1:10) by weight, (C) a nonionic surfactant and (D) A) a polyester fiber treating agent composition, which is an aqueous emulsion comprising water.
物である請求項１記載のポリエステル繊維処理剤組成
物。2. The polyester fiber treating composition according to claim 1, which is a polyester fiber treating composition for cotton wool.
る。）で示されるジオルガノシランもしくはジオルガノ
ポリシロキサンと、一般式： 【化４】 （式中、Ｒ，Ｒ1，Ｒ2，Ｒ3，Ａおよびａは前記どおり
である。）で示されるオルガノアルコキシシランとを反
応させてなるものであり、（Ｂ）成分が、一般式： 【化５】 （式中、Ｒおよびｐは前記どおりであり、ｑは３以上の
整数である。）で示されるジオルガノシロキサンもしく
はジオルガノシランと、一般式： 【化６】 （式中、Ｒ，Ｒ1，Ｒ2，Ｒ3，Ａおよびａは前記どおり
である。）で示されるオルガノアルコキシシランの加水
分解縮合物とを塩基性触媒存在下で反応させてなるもの
である、請求項１記載のポリエステル繊維処理剤組成
物。(3) The component (A) has a general formula: (Wherein R is as described above, and p is an integer of 1 or more), and a diorganosilane or diorganopolysiloxane represented by the general formula: (Wherein, R, R 1 , R 2 , R 3 , A and a are the same as those described above), and the component (B) is represented by the general formula: Embedded image (Wherein R and p are as described above, and q is an integer of 3 or more), and a diorganosiloxane or diorganosilane represented by the following general formula: (Wherein R, R 1 , R 2 , R 3 , A and a are the same as those described above) with an organoalkoxysilane hydrolysis condensate in the presence of a basic catalyst. The polyester fiber treating agent composition according to claim 1, which is present.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000329343A JP4587551B2 (en) | 1999-10-29 | 2000-10-27 | Polyester fiber treatment agent composition |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP30903399 | 1999-10-29 | ||
| JP11-309033 | 1999-10-29 | ||
| JP2000329343A JP4587551B2 (en) | 1999-10-29 | 2000-10-27 | Polyester fiber treatment agent composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2001192973A true JP2001192973A (en) | 2001-07-17 |
| JP4587551B2 JP4587551B2 (en) | 2010-11-24 |
Family
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005171255A (en) * | 2003-12-11 | 2005-06-30 | Wacker Chemie Gmbh | Production process of highly viscous organopolysiloxane |
| JP2005272842A (en) * | 2004-03-23 | 2005-10-06 | Wacker Chemie Gmbh | Manufacturing method for amino-functional organopolysiloxane |
| US7404827B2 (en) | 2003-08-08 | 2008-07-29 | Kao Corporation | Fabric treating agent composition |
| JP2008274281A (en) * | 2007-05-02 | 2008-11-13 | Wacker Chemie Ag | Process for continuously producing organopolysiloxane having aminoalkyl group |
| JP2008274280A (en) * | 2007-05-02 | 2008-11-13 | Wacker Chemie Ag | Process for producing aminoalkylpolysiloxane |
| JP2013523977A (en) * | 2010-04-06 | 2013-06-17 | ダウ コーニング コーポレーション | Reactive amine functionalized silicone-polyether block copolymer |
| WO2024034400A1 (en) * | 2022-08-10 | 2024-02-15 | 信越化学工業株式会社 | Amino-modified silicone emulsion composition, method for manufacturing same, fiber treatment agent, and hair cosmetic |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62276090A (en) * | 1986-05-22 | 1987-11-30 | 信越化学工業株式会社 | Treatment agent for synthetic fiber |
| JPH02154076A (en) * | 1988-12-06 | 1990-06-13 | Shin Etsu Chem Co Ltd | Textile treating agent |
| JPH0559673A (en) * | 1991-08-30 | 1993-03-09 | Toray Dow Corning Silicone Co Ltd | Polyester fiber treating agent composition |
| JPH05195441A (en) * | 1992-01-20 | 1993-08-03 | Shin Etsu Chem Co Ltd | Textile-treating agent |
| JPH1161653A (en) * | 1997-06-09 | 1999-03-05 | Shin Etsu Chem Co Ltd | Treating agent for synthetic fiber |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62276090A (en) * | 1986-05-22 | 1987-11-30 | 信越化学工業株式会社 | Treatment agent for synthetic fiber |
| JPH02154076A (en) * | 1988-12-06 | 1990-06-13 | Shin Etsu Chem Co Ltd | Textile treating agent |
| JPH0559673A (en) * | 1991-08-30 | 1993-03-09 | Toray Dow Corning Silicone Co Ltd | Polyester fiber treating agent composition |
| JPH05195441A (en) * | 1992-01-20 | 1993-08-03 | Shin Etsu Chem Co Ltd | Textile-treating agent |
| JPH1161653A (en) * | 1997-06-09 | 1999-03-05 | Shin Etsu Chem Co Ltd | Treating agent for synthetic fiber |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7404827B2 (en) | 2003-08-08 | 2008-07-29 | Kao Corporation | Fabric treating agent composition |
| JP2005171255A (en) * | 2003-12-11 | 2005-06-30 | Wacker Chemie Gmbh | Production process of highly viscous organopolysiloxane |
| JP4638722B2 (en) * | 2003-12-11 | 2011-02-23 | ワッカー ケミー アクチエンゲゼルシャフト | Method for producing highly viscous organopolysiloxane |
| JP2005272842A (en) * | 2004-03-23 | 2005-10-06 | Wacker Chemie Gmbh | Manufacturing method for amino-functional organopolysiloxane |
| JP2008274281A (en) * | 2007-05-02 | 2008-11-13 | Wacker Chemie Ag | Process for continuously producing organopolysiloxane having aminoalkyl group |
| JP2008274280A (en) * | 2007-05-02 | 2008-11-13 | Wacker Chemie Ag | Process for producing aminoalkylpolysiloxane |
| JP2013523977A (en) * | 2010-04-06 | 2013-06-17 | ダウ コーニング コーポレーション | Reactive amine functionalized silicone-polyether block copolymer |
| WO2024034400A1 (en) * | 2022-08-10 | 2024-02-15 | 信越化学工業株式会社 | Amino-modified silicone emulsion composition, method for manufacturing same, fiber treatment agent, and hair cosmetic |
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|---|---|
| JP4587551B2 (en) | 2010-11-24 |
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