JP2009256818A - 繊維製品処理剤組成物 - Google Patents
繊維製品処理剤組成物 Download PDFInfo
- Publication number
- JP2009256818A JP2009256818A JP2008104416A JP2008104416A JP2009256818A JP 2009256818 A JP2009256818 A JP 2009256818A JP 2008104416 A JP2008104416 A JP 2008104416A JP 2008104416 A JP2008104416 A JP 2008104416A JP 2009256818 A JP2009256818 A JP 2009256818A
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- Prior art keywords
- component
- fragrance
- group
- carbon atoms
- preferable
- 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
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- 239000000203 mixture Substances 0.000 title claims abstract description 64
- 239000004753 textile Substances 0.000 title claims abstract description 38
- 239000003205 fragrance Substances 0.000 claims abstract description 69
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 37
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 35
- 238000000034 method Methods 0.000 claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000001179 sorption measurement Methods 0.000 claims abstract description 10
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 3
- 239000000835 fiber Substances 0.000 claims description 26
- 230000001737 promoting effect Effects 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 239000002304 perfume Substances 0.000 abstract description 7
- 239000000047 product Substances 0.000 description 52
- -1 silicate compound Chemical class 0.000 description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- 239000000194 fatty acid Substances 0.000 description 15
- 235000014113 dietary fatty acids Nutrition 0.000 description 14
- 229930195729 fatty acid Natural products 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 13
- 239000004205 dimethyl polysiloxane Substances 0.000 description 13
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 13
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 13
- 230000015572 biosynthetic process Effects 0.000 description 10
- 150000004665 fatty acids Chemical class 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000796 flavoring agent Substances 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- 239000002253 acid Chemical class 0.000 description 8
- 235000019634 flavors Nutrition 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 6
- 150000002430 hydrocarbons Chemical group 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- VPKMGDRERYMTJX-CMDGGOBGSA-N 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-1-penten-3-one Chemical compound CCC(=O)\C=C\C1C(C)=CCCC1(C)C VPKMGDRERYMTJX-CMDGGOBGSA-N 0.000 description 4
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- ZFMSMUAANRJZFM-UHFFFAOYSA-N Estragole Chemical compound COC1=CC=C(CC=C)C=C1 ZFMSMUAANRJZFM-UHFFFAOYSA-N 0.000 description 4
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 description 4
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000008237 rinsing water Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 3
- HMNKTRSOROOSPP-UHFFFAOYSA-N 3-Ethylphenol Chemical compound CCC1=CC=CC(O)=C1 HMNKTRSOROOSPP-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 3
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000018044 dehydration Effects 0.000 description 3
- 238000006297 dehydration reaction Methods 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000012634 fragment Substances 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 230000001953 sensory effect Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 2
- ULDHMXUKGWMISQ-SECBINFHSA-N (-)-carvone Chemical compound CC(=C)[C@@H]1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-SECBINFHSA-N 0.000 description 2
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- SCCDQYPEOIRVGX-UHFFFAOYSA-N Acetyleugenol Chemical compound COC1=CC(CC=C)=CC=C1OC(C)=O SCCDQYPEOIRVGX-UHFFFAOYSA-N 0.000 description 2
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical class [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 2
- 239000005770 Eugenol Substances 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- ZYEMGPIYFIJGTP-UHFFFAOYSA-N O-methyleugenol Chemical compound COC1=CC=C(CC=C)C=C1OC ZYEMGPIYFIJGTP-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- HMKKIXGYKWDQSV-KAMYIIQDSA-N alpha-Amylcinnamaldehyde Chemical compound CCCCC\C(C=O)=C\C1=CC=CC=C1 HMKKIXGYKWDQSV-KAMYIIQDSA-N 0.000 description 2
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 2
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- 239000001110 calcium chloride Substances 0.000 description 2
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- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 description 2
- 125000001589 carboacyl group Chemical group 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
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- 239000003085 diluting agent Substances 0.000 description 2
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
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Abstract
【解決手段】 (a)一般式(1)で表される化合物及び(b1)logPowが3.0以上、5.0以下の香料を、(a)成分/(b1)成分=98/2〜20/80の質量比で含有する繊維製品処理剤組成物、並びにこの繊維製品処理剤組成物を、水を媒体として繊維製品に接触させる、(b1)成分の繊維製品への吸着を促進させる方法。
【化1】
〔式中、Xは−OH、−R1(R1は置換基としてフェニル基、水酸基又はアルコキシ基を有していても良い総炭素数1〜22の脂肪族炭化水素基)又は−OR2(R2は炭素数6〜22の炭化水素基)、YはX又は−OSi(X)3、nは平均値を示す0〜15の数であり、複数個のX及びYはそれぞれ同一でも異なっていても良いが、一分子中に−OR2を少なくとも1つ有する。〕
【選択図】 なし
Description
(a):一般式(1)で表される化合物
(b1):logPowが3.0以上、5.0以下の香料。
本発明の(a)成分は、上記一般式(1)で表される化合物である。
一般式(1)において、nが1〜15の場合には、nは平均値を示し、全てのX及びYに対して、1/10以上、好ましくは1/8以上が−OR2であり、残りが−R1である化合物が好適であり、全てのX及びYが−OR2である化合物が特に好ましい。nとしては、1〜10が好ましく、1〜5がより好ましい。
一般式(1)で表される化合物は、特許文献1や特許文献4などに記載されている方法で入手することができる。
本発明の(b1)成分はlogPowが3.0以上、5.0以下の香料である。(b1)成分は一般的には香り立ちに優れ、素材数が多くあることから、さまざまな香りを繊維製品に付与できるが、繊維製品処理時に繊維製品に吸着し難く、これら香料成分の吸着性を向上させることが重要である。本発明は(b1)成分の吸着性を向上させる技術として特に優れるものである。
本発明の繊維製品処理剤組成物は、(b1)成分の繊維製品への吸着性を向上させ、香り立ちに優れ、バリエーションの広い香りを持続させる観点から、(a)成分と(b1)成分とを、(a)成分/(b1)成分=98/2〜20/80の質量比で含有する。(a)成分/(b1)成分の質量比は、90/10〜30/70が好ましく、85/15〜40/60がより好ましい。
(c12)アルカノイル基又はアルケノイル基の炭素数11〜21、好ましくは13〜19、より好ましくは15から17であるアルカノイル(アルケノイル)オキシエチル基、もしくはアルカノイル(アルケノイル)アミノプロピル基を1又は2個と残りが炭素数1〜3のアルキル基又はヒドロキシアルキル基である3級アミン又はその酸塩(酸塩としては塩酸塩、硫酸塩、リン酸塩、炭素数1〜12の脂肪酸塩)
(c13)トリエタノールアミンと、炭素数12〜22、好ましくは14〜20、特に好ましくは16〜18の脂肪酸、又は脂肪酸低級アルキルエステル、脂肪酸クロリドから選ばれる脂肪酸誘導体、好ましくは脂肪酸とのエステル化反応生成物をアルキル化剤、好ましくはメチルクロリド、ジメチル硫酸又はジエチル硫酸により4級化した4級アンモニウム塩(塩としてはクロル塩、炭素数1〜12の脂肪酸塩、炭素数1〜3のアルキル硫酸エステル塩)。
〔式中、R2aは、炭素数8〜18、好ましくは炭素数10〜16のアルキル基又はアルケニル基であり、R2bは、炭素数2又は3のアルキレン基、好ましくはエチレン基であり、R2cは、炭素数1〜3のアルキル基又は水素原子であり、pは2〜100、好ましくは5〜80、より好ましくは5〜60、更に好ましくは10〜60の数であり、Aは−O−、−COO−,−CON−又は−N−であり、Aが−O−又は−COO−の場合qは1であり、Aが−CON−又は−N−の場合qは1又は2である。〕
一般式(2)の化合物の具体例としては、以下の式(2−1)〜(2−3)で表される化合物を挙げることができる。
〔式中、R2aは前記の意味を示す。rは8〜100、好ましくは10〜60の数である。〕
R2a−O−(C2H4O)s−(C3H6O)t−H (2−2)
〔式中、R2aは前記の意味を示す。s及びtはそれぞれ独立に2〜40、好ましくは5〜40の数であり、(C2H4O)と(C3H6O)はランダム又はブロック付加体であってもよい。〕
本発明の繊維製品処理剤組成物を柔軟剤組成物に応用する場合には柔軟効果を向上させる目的から脂肪酸〔以下(e1)成分という〕を含有することが好適であり、具体的にはラウリン酸、ミリスチン酸、パルミチン酸、パルミトレイン酸、ステアリン酸、オレイン酸、リノール酸、エルカ酸、ベヘニン酸等の炭素数12〜22の飽和又は不飽和脂肪酸が好ましく、特にパルミチン酸、ステアリン酸、オレイン酸、リノール酸が好適である。
本発明における(b1)成分の繊維製品への吸着を促進させる方法は、本発明の繊維製品処理剤組成物を、水を媒体として繊維製品に接触させる方法である。
(a−1):下記合成例1で得られたオクチルケイ酸トリス(2−フェニルエチル)エステル
(a−2):下記合成例2で得られたテトラキス(cis−3−ヘキセニルオキシ)シラン
(a−3):下記合成例3で得られたポリ(4−メトキシフェニルメトキシ)シロキサン
(b)成分
(b1−1):エストラゴール(logPow=3.1)
(b1−2):イソブチルサリシレート(logPow=3.8)
(b1−3):ベンジルサリシレート(logPow=4.2)
(b2−1):パールライド(logPow=5.7)
(b2−2):テンタローム(logPow=5.7)
(b3−1):クマリン(logPow=1.4)
(b3−2):オイゲノール(logPow=2.4)
(c)成分
(c1−1): N−(3−アミノプロピル)−N−(2−ヒドロキシエチル)−N−メチルアミンと硬化牛脂脂肪酸を1/1.9のモル比で公知の方法に従って脱水縮合させ、反応物中の脂肪酸含量が5質量%になった時点で反応を終了させて得られた反応生成物であり、下記式(3)で表されるアミンを95質量%含有するもの。
その他の成分
(d−1):炭素数12の飽和アルコールにエチレンオキシドを平均20モル付加させたもの
(f−1):塩化カルシウム
(g−1):硬化牛脂脂肪酸1.7モルとグリセリン1モルの脱水縮合物(脱水縮合物中の未反応脂肪酸含有量は3質量%)
(h−1):エタノール
合成例1:オクチルケイ酸トリス(2−フェニルエチル)エステル[トリス(2−フェニルエチルオキシ)オクチルシラン]の合成
300mLの四つ口フラスコにオクチルトリエトキシシラン83.01g(0.30mol)、フェニルエチルアルコール127.76g(0.83mol)、2.8%ナトリウムメトキシドメタノール溶液0.857mLを入れ、窒素気流下エタノールを留出させながら110〜115℃で2.5時間攪拌した。2.5時間後、槽内の圧力を徐々に8kPaまで下げ、エタノールを留出させながら110〜119℃でさらに3時間攪拌した。3時間後、冷却、減圧を解除した後、濾過を行い、オクチルケイ酸トリス(2−フェニルエチル)エステルを含む173.61gの淡黄色油状物を得た。
200mLの四つ口フラスコにテトラエトキシシラン35.45g(0.17mol)、cis−3−ヘキセノール64.74g(0.65mol)、2.8%ナトリウムメトキシドメタノール溶液1.34mLを入れ、窒素気流下エタノールを留出させながら118〜120℃で約2時間攪拌した。2時間後、槽内の圧力を徐々に8kPaまで下げ、エタノールを留出させながら112〜119℃でさらに3時間攪拌した。3時間後、冷却、減圧を解除した後、濾過を行い、テトラキス(cis−3−ヘキセニルオキシ)シランを含む66.17gの薄茶色油状物を得た。
100mLの四つ口フラスコにテトラエトキシシラン72.96gと水酸化カリウム0.24g、イオン交換水0.4mLを入れ、窒素気流下120〜125℃、33kPa〜101kPa(常圧)で約37時間反応を行った。この間イオン交換水を0.4mL追加した。反応後、33kPaで更に2時間反応させた後、冷却、濾過を行い、67.29gのエトキシシランの縮合物を淡黄色液体として得た。
最終の繊維製品処理剤組成物が300gになるように、表1に示す配合成分を表1に示す割合で用い、下記方法により表1に示す組成の繊維製品処理剤組成物1〜4を調製した。
一枚の長さが2.5cmのタービン型羽根が3枚ついた攪拌羽根をビーカー底面より1cm上部に設置した、500mLのガラスビーカーに必要量の95質量%イオン交換水を入れ、ウォーターバスで62℃まで昇温した。500rpmで攪拌しながら、融解した(d)成分を添加した。次に(c)成分と、(g)成分及び(h)成分を予め予備混合し、70℃で溶融させた予備混合物を添加した。次に所定のpHにするのに必要な量の35%塩酸水溶液及び/又は48%水酸化ナトリウム水溶液を添加し、5分間攪拌した後、5℃のウォーターバスで30℃まで冷却し、(f)成分を添加し更に5分間混合した。更に、(a)成分および(b)成分を攪拌しながら添加し、最後に再度pHを確認し、必要に応じて35%塩酸水溶液及び/又は48%水酸化ナトリウム水溶液を用いてpHを調整した。表1の組成においては、(c1−1)は、ほぼすべて塩酸塩の状態で組成物に存在する。なお、表1中、(c1−1)の数値はそれ自体(有効分)の配合量である。
(1) 前処理
あらかじめ、市販の弱アルカリ性洗剤(花王(株)製 アタック)を用いて、木綿タオル24枚を日立全自動洗濯機NW-6CYで5回洗浄を繰り返し、室内乾燥することによって、過分の薬剤を除去した(洗剤濃度0.0667質量%、水道水47L使用、水温20℃、洗浄10分、ため濯ぎ2回)。
(2) 繊維製品への組成物の処理
National 電気バケツN-BK2-Aに、5Lの水道水を注水し、繊維製品処理剤組成物を10g/衣料1.0kgとなるように溶解(処理浴の調製)させ、上述の方法で前処理を行った2枚の木綿タオルを5分間浸漬し、処理した。
カラム:Lichrospher 100 RP−18(e) 5μm 125mm×4φ
カラム温度:40℃
溶離剤:アセトニトリル/水=7/3(質量比)の混合溶液
流速:1.0mL/min
検出器:UV(220nm)
表3に示す組成の香料1〜3を用いて、表4〜6に示す組成の繊維製品処理剤組成物を調製した。得られた繊維製品処理剤組成物を用い、実施例1と同様の方法で前処理をした木綿タオルについて同様に柔軟処理を行った。処理後の木綿タオルを、25℃、40%RHにて24時間乾燥させ、残香性の比較官能評価を行った。官能評価結果は、(a)成分を配合していない組成物(ブランク1)と比較して香り強度が強いと答えたパネラーの人数(/10人)で示した。なお、表4では、(a)成分の代わりに、(a−1)成分を合成する際に使用した香料であるフェニルエチルアルコールを加えた組成物(ブランク2)に対しても、同様の香り強度の評価を行った結果を示した。
Claims (2)
- 請求項1記載の繊維製品処理剤組成物を、水を媒体として繊維製品に接触させる、(b1)成分の繊維製品への吸着を促進させる方法。
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MX2010011127A MX2010011127A (es) | 2008-04-14 | 2009-04-13 | Composicion de agente de tratamiento de textiles. |
PCT/JP2009/057803 WO2009128549A1 (ja) | 2008-04-14 | 2009-04-13 | 繊維製品処理剤組成物 |
US12/933,798 US20110016636A1 (en) | 2008-04-14 | 2009-04-13 | Textile treatment composition |
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JP2011122070A (ja) * | 2009-12-11 | 2011-06-23 | Kao Corp | 液体漂白剤組成物 |
JP2011190381A (ja) * | 2010-03-16 | 2011-09-29 | Kao Corp | 液体洗浄剤組成物 |
JP2011236517A (ja) * | 2010-05-10 | 2011-11-24 | Kao Corp | 衣料の処理方法 |
JP2012041650A (ja) * | 2010-08-19 | 2012-03-01 | Kao Corp | 繊維製品処理剤組成物 |
JP2013043045A (ja) * | 2011-08-26 | 2013-03-04 | Kao Corp | 噴霧用液体芳香剤組成物 |
JP2013043879A (ja) * | 2011-08-26 | 2013-03-04 | Kao Corp | 噴霧用液体芳香剤組成物 |
JP2014122288A (ja) * | 2012-12-21 | 2014-07-03 | Kao Corp | ケイ酸エステル組成物 |
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JP5297978B2 (ja) * | 2008-10-30 | 2013-09-25 | 花王株式会社 | 繊維製品処理剤組成物 |
JP5455606B2 (ja) * | 2009-12-21 | 2014-03-26 | 花王株式会社 | 繊維製品処理剤組成物 |
US20130139327A1 (en) * | 2010-08-03 | 2013-06-06 | Henkel Ag & Co. Kgaa | Textile treatment composition for removal of deodorant stains |
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JP2011190381A (ja) * | 2010-03-16 | 2011-09-29 | Kao Corp | 液体洗浄剤組成物 |
JP2011236517A (ja) * | 2010-05-10 | 2011-11-24 | Kao Corp | 衣料の処理方法 |
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JP2020023773A (ja) * | 2018-08-07 | 2020-02-13 | 花王株式会社 | 液体柔軟剤組成物 |
JP7326047B2 (ja) | 2018-08-07 | 2023-08-15 | 花王株式会社 | 液体柔軟剤組成物 |
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US20110016636A1 (en) | 2011-01-27 |
EP2267217A4 (en) | 2013-01-23 |
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EP2267217A1 (en) | 2010-12-29 |
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