JP2994898B2 - Liquid soft finish - Google Patents
Liquid soft finishInfo
- Publication number
- JP2994898B2 JP2994898B2 JP4348317A JP34831792A JP2994898B2 JP 2994898 B2 JP2994898 B2 JP 2994898B2 JP 4348317 A JP4348317 A JP 4348317A JP 34831792 A JP34831792 A JP 34831792A JP 2994898 B2 JP2994898 B2 JP 2994898B2
- Authority
- JP
- Japan
- Prior art keywords
- product
- acid
- present
- amine
- carbon atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000007788 liquid Substances 0.000 title claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000004450 alkenylene group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 description 14
- 239000000203 mixture Substances 0.000 description 12
- -1 polyoxyethylene Polymers 0.000 description 10
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000004744 fabric Substances 0.000 description 7
- 239000000835 fiber Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000003750 conditioning 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
- 239000003760 tallow Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000004902 Softening Agent Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- OOFAEFCMEHZNGP-UHFFFAOYSA-N 1-n',1-n'-dimethylpropane-1,1-diamine Chemical compound CCC(N)N(C)C OOFAEFCMEHZNGP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- JOQTZLQJUWLPPZ-UHFFFAOYSA-N 2-[1-(dimethylamino)propylamino]ethanol Chemical compound CCC(N(C)C)NCCO JOQTZLQJUWLPPZ-UHFFFAOYSA-N 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- OVCLVICWHRRTET-UHFFFAOYSA-N CCC(C)(CC)C(N)NCCO Chemical compound CCC(C)(CC)C(N)NCCO OVCLVICWHRRTET-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000010699 lard oil Substances 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
【0001】[0001]
【産業上の利用分野】本発明は、柔軟仕上剤に関し、詳
しくは各種の繊維に対して、優れた柔軟性及び弾力性
(ふっくら感)を付与できる液体柔軟仕上剤に関するも
のである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a soft finish, and more particularly to a liquid soft finish capable of imparting excellent flexibility and elasticity (fluffiness) to various fibers.
【0002】[0002]
【従来の技術及び発明が解決しようとする課題】現在、
家庭用柔軟仕上剤として市販されている商品は殆どがジ
(硬化牛脂アルキル)ジメチルアンモニウムクロライド
に代表されるような1分子中に1〜2個の長鎖アルキル
基を有する第4級アンモニウム塩を主成分とした組成物
である。この理由としては第4級アンモニウム塩は少量
で各種繊維に対して良好な柔軟効果を有するからであ
る。2. Description of the Related Art
Commercially available products as household softeners are mostly quaternary ammonium salts having 1-2 long-chain alkyl groups in one molecule such as di (hardened tallow alkyl) dimethylammonium chloride. It is a composition containing a main component. The reason for this is that the quaternary ammonium salt has a good softening effect on various fibers in a small amount.
【0003】しかしながら、上記の第4級アンモニウム
塩は、木綿類に対しては著しい柔軟効果を有している
が、アクリル系、ポリエステル系、ポリアミド系などの
合成繊維に対しては効果が十分とは言い難く、更に高濃
度で処理すると衣料の弾力性が低下し風合いが損なわれ
てしまうことがある。However, the above quaternary ammonium salts have a remarkable softening effect on cotton, but are not sufficiently effective on synthetic fibers such as acrylic, polyester and polyamide. It is difficult to say that if the treatment is performed at a higher concentration, the elasticity of the garment may be reduced and the texture may be impaired.
【0004】また、長期保存をする場合は、特に低温で
増粘したり、ゲル状になったり、分離したりすることが
ある。このため柔軟成分以外の各種のポリオキシエチレ
ン系の非イオン活性剤や電解質、溶剤を必要とし、これ
らを配合して安定化を行っているものが多いが、未だ効
果は十分でない。[0004] In the case of long-term storage, the viscosity may increase, the composition may become a gel, or may be separated, especially at low temperatures. For this reason, various polyoxyethylene-based nonionic activators, electrolytes, and solvents other than the soft component are required, and many of them require stabilization by blending them, but the effect is still insufficient.
【0005】上記の第4級アンモニウム塩を主基剤とす
る柔軟仕上剤は通常4〜20%の分散液として市販され、
使用されているが、第4級アンモニウム塩は疎水性が強
いため、すすぎ水中に投入する際、攪拌力が弱い場合は
水への分散性が悪く、そのため衣料に対してムラ付きす
るおそれがある。市販の柔軟剤は上記の第4級アンモニ
ウム塩の他に様々な添加剤を配合し、水への分散性を改
良しているが、その効果は未だ不十分である。The above softeners based on quaternary ammonium salts are usually marketed as 4-20% dispersions,
Although it is used, the quaternary ammonium salt has a strong hydrophobicity, so that when it is poured into rinse water, if the stirring power is weak, the dispersibility in water is poor, so that there is a possibility that the quaternary ammonium salt may be uneven. . Commercially available softeners incorporate various additives in addition to the above quaternary ammonium salts to improve dispersibility in water, but their effects are still insufficient.
【0006】一方、従来より各種アミンを柔軟基剤とす
る液体柔軟仕上剤が知られている。例えば特開昭52−59
7965号公報にはメチルジ(硬化牛脂アルキル)アミンの
ような長鎖アルキルアミンを含有する繊維に柔軟性を付
与する組成物が、特開昭58−60070 号公報にはアシル化
アルカノールアミン、水溶性−第4級アンモニウム塩及
び脂肪酸エステルを含有する繊維に平滑性、快適な手触
りを与える繊維材料仕上剤が、特開昭61−167083号公報
には第4級アンモニウム化合物、高級脂肪酸とヒドロキ
シ低級アルキルポリアミンポリグリコールエーテルを含
有する分散性の良い柔軟剤が、特開昭61−275474号公報
にはジ(高級アルキル)環式アミン及びブレンステッド酸
を含有する織物処理用の安定な水性分散液が、特開昭64
−85368号公報にはジ長鎖アルキルアミンと陰イオ
ン性界面活性剤のイオン対複合体、非シリコーンロウ及
び液体担含む柔軟化組成物が、特開平2−6662号公
報にはヒドロキシ低級アルキルアルキレンジアミンと高
級脂肪酸の縮合物等のアミン及び両性布地コンディショ
ニング剤を含有する布地コンディショニング組成物が、
特開平2−14076 号公報にはジ長鎖アルキルアミン−多
官能カルボン酸錯体を含有する柔軟剤、帯電防止性を付
与する布類コンディショニング組成物が記載されてい
る。On the other hand, liquid softeners based on various amines as softer bases have been known. For example, JP-A-52-59
JP-A-7965 discloses a composition for imparting flexibility to a fiber containing a long-chain alkylamine such as methyldi (hardened tallowalkyl) amine. JP-A-58-60070 discloses an acylated alkanolamine, Japanese Patent Application Laid-Open No. 61-166703 discloses a fiber material finishing agent for imparting smoothness and comfortable hand to fibers containing a quaternary ammonium salt and a fatty acid ester. A softener having good dispersibility containing polyamine polyglycol ether is disclosed in JP-A-61-275474, and a stable aqueous dispersion for treating textiles containing a di (higher alkyl) cyclic amine and Bronsted acid is disclosed. , JP 64
JP-A-85368 discloses a softening composition containing an ion-pair complex of a dilong-chain alkylamine and an anionic surfactant, a non-silicone wax and a liquid, and JP-A-2-6662 discloses a hydroxy lower alkylalkylene. A fabric conditioning composition containing an amine such as a condensate of a diamine and a higher fatty acid and an amphoteric fabric conditioning agent,
JP-A-2-14076 describes a softener containing a dilong-chain alkylamine-polyfunctional carboxylic acid complex and a fabric conditioning composition for imparting antistatic properties.
【0007】更に、特開昭52−5394号公報にはモノ又は
ジ長鎖アルキルアルキレンジアミン静電気抑制剤及び第
4級アンモニウム系柔軟剤を含有する布類状態調節組成
物が記載されている。Further, JP-A-52-5394 describes a fabric conditioning composition containing a mono- or di-long-chain alkylalkylenediamine static inhibitor and a quaternary ammonium softener.
【0008】これらアミンを含有する柔軟剤は分散性、
保存安定性について、第4級アンモニウム塩を含有する
柔軟剤に比べ比較的良好であるものの、柔軟性能につい
ては未だ充分でない。[0008] These amine-containing softeners are dispersible,
Although the storage stability is relatively good as compared with the softener containing a quaternary ammonium salt, the softness performance is still insufficient.
【0009】また、最近、全世界的に環境への影響を危
惧する声が高まって来ており、生分解性等に優れている
基剤が望まれ始めている。しかしながら、上に示したこ
れらのアミンを含有する柔軟剤はこの点においても効果
は未だ充分でない。[0009] Recently, there has been an increasing worldwide concern about the impact on the environment, and bases having excellent biodegradability and the like have been desired. However, the above-mentioned softeners containing amines are still not sufficiently effective in this regard.
【0010】[0010]
【課題を解決するための手段】本発明者らは、アミンを
含有する柔軟剤について鋭意研究した結果、特殊な(ジ
長鎖型)アミン化合物の中和物又は4級化物が柔軟性に
優れ、しかも驚くべきことに、衣類に弾力性(ふっくら
感)を付与できることを見出し、本発明を完成するに至
った。Means for Solving the Problems The present inventors have conducted intensive studies on a softener containing an amine. As a result, a neutralized product or quaternized product of a special (dilong chain type) amine compound has excellent flexibility. Moreover, surprisingly, they have found that elasticity (plumpness) can be imparted to clothing, and the present invention has been completed.
【0011】すなわち本発明は、下記の一般式(A) で表
される化合物の中和物又は4級化物を必須成分として含
有することを特徴とする液体柔軟仕上剤を提供するもの
である。That is, the present invention provides a liquid softening agent characterized by containing a neutralized or quaternized product of the compound represented by the following general formula (A) as an essential component.
【0012】[0012]
【化2】 Embedded image
【0013】〔式中、 R1,R2:同一又は異なっていてもよい炭素数1〜4のア
ルキル基もしくはヒドロキシアルキル基 R3:炭素数2〜6のアルキレン基又はアルケニレン基 R4,R5:同一又は異なっていてもよい炭素数7〜35の直
鎖又は分岐鎖のアルキル基又はアルケニル基 m :2〜9の数 を示す。〕。[Wherein R 1 and R 2 may be the same or different and may be an alkyl group or hydroxyalkyl group having 1 to 4 carbon atoms R 3 : an alkylene group or alkenylene group having 2 to 6 carbon atoms R 4 and R 5 : a linear or branched alkyl or alkenyl group having 7 to 35 carbon atoms which may be the same or different; m: a number of 2 to 9; ].
【0014】本発明に係る上記一般式(A) で表されるア
ミンの代表例としては、N',N' −ジメチル−N −ヒドロ
キシエチル−プロパンジアミンのアシル化物、N',N' −
ジエチル−N −ヒドロキシエチル−プロパンジアミンの
アシル化物等が挙げられる。かかるアシル化物の合成方
法についてはここでは詳細に述べないが、N,N −ジメチ
ルプロパンジアミンにエチレンオキサイドを付加させ、
ヒドロキシエチル化する。そのアミノアルコールを脂肪
酸又はそのエステルでアシル化することにより目的物が
容易に得られる。この反応に用いられる脂肪酸又はその
エステル化合物はヤシ油、パーム油、牛脂、豚脂、ナタ
ネ油、魚油等の天然油脂由来のものが一般的であるが、
これらの天然油脂由来ものを原料として化学的に合成し
た化合物でも良い。Representative examples of the amine represented by the general formula (A) according to the present invention include N ', N'-dimethyl-N-hydroxyethyl-propanediamine acylated product and N', N'-
An acylated product of diethyl-N-hydroxyethyl-propanediamine and the like can be mentioned. Although a method for synthesizing such an acylated product is not described in detail here, ethylene oxide is added to N, N-dimethylpropanediamine,
Hydroxyethylate. The desired product can be easily obtained by acylating the amino alcohol with a fatty acid or an ester thereof. Fatty acids or ester compounds thereof used in this reaction are generally derived from natural oils and fats such as coconut oil, palm oil, beef tallow, lard oil, rapeseed oil and fish oil,
Compounds chemically synthesized from these natural fats and oils may be used.
【0015】一般式(A) で表されるアミンから本発明の
中和物を得るための酸としては塩酸、硫酸、硝酸、リン
酸等の無機酸や、酢酸、乳酸、グリコール酸、クエン
酸、マレイン酸、フマール酸、トルエンスルホン酸等の
有機酸等が挙げられる。また、一般式(A) で表されるア
ミンから4級化物を得るための4級化剤としてはメチル
クロライド、エチルクロライド等のハロゲン化アルキル
の他にジメチル硫酸、ジエチル硫酸等のアルキル硫酸化
合物などが挙げられる。The acid for obtaining the neutralized product of the present invention from the amine represented by the general formula (A) includes inorganic acids such as hydrochloric acid, sulfuric acid, nitric acid and phosphoric acid, acetic acid, lactic acid, glycolic acid and citric acid. And organic acids such as maleic acid, fumaric acid, and toluenesulfonic acid. Examples of the quaternizing agent for obtaining a quaternized compound from the amine represented by the general formula (A) include alkyl halide compounds such as methyl chloride and ethyl chloride, and alkyl sulfate compounds such as dimethyl sulfate and diethyl sulfate. Is mentioned.
【0016】本発明のアミンの酸中和物又は4級化物を
調製するには、例えばアミン化合物の溶融物又は濃厚液
を攪拌又は剪断混合下に、中和剤を含む水溶液中にゆっ
くり添加することにより得られるが、この方法に限定さ
れるものではなく、中和物又は4級化物を予め製造する
或いは中和物又は4級化物を後添加する等の方法によっ
て得ることもできる。In order to prepare the acid-neutralized product or quaternized product of the amine of the present invention, for example, a melt or a concentrated solution of the amine compound is slowly added to an aqueous solution containing a neutralizing agent under stirring or shear mixing. However, the present invention is not limited to this method, and it can also be obtained by a method in which a neutralized product or a quaternized product is produced in advance, or a neutralized product or a quaternized product is added later.
【0017】本発明において、一般式(A) で表されるア
ミンの酸中和物又は4級化物は、組成物中に4〜40重量
%、好ましくは6〜30重量%、特に好ましくは10〜30重
量%配合される。一般式(A) で表されるアミンの酸中和
物又は4級化物の配合量が4重量%未満であると、製品
としての保存安定性を損なうおそれがあり、また40重量
%を超えると、高粘度となり水への分散が困難となるの
で好ましくない。In the present invention, the acid neutralized product or quaternized product of the amine represented by the general formula (A) is contained in the composition in an amount of 4 to 40% by weight, preferably 6 to 30% by weight, particularly preferably 10 to 30% by weight. -30% by weight. When the amount of the acid-neutralized product or quaternized product of the amine represented by the general formula (A) is less than 4% by weight, storage stability as a product may be impaired. It is not preferable because the viscosity becomes high and dispersion in water becomes difficult.
【0018】本発明の液体柔軟仕上剤は、従来広く用い
られている硬化牛脂アルキルジメチルアンモニウムクロ
ライドに比較すると柔軟効果はほぼ同等であるが、驚く
べきことに弾力性のある柔らかさが得られることが分か
った。The softening effect of the liquid softener of the present invention is almost the same as the softening effect of hardened tallow alkyldimethylammonium chloride which has been widely used in the past, but surprisingly, elastic softness can be obtained. I understood.
【0019】本発明に係る一般式(A) で表される化合物
は、エステル基を分子内に持っていることから、生分解
性に優れており自然環境に対しても考慮された、新しい
基剤であることも特徴の一つである。The compound represented by the general formula (A) according to the present invention has an ester group in the molecule, and therefore has excellent biodegradability and is a new group which is considered for the natural environment. One of the features is that it is an agent.
【0020】本発明の液体柔軟仕上剤には、更にジメチ
ルポリシロキサン、部分的にアミノ基又はポリオキシア
ルキレン基で変性されたジメチルポリシロキサン等のシ
リコーン化合物、特に好ましくは部分的にポリオキシア
ルキレン基で変性されたジメチルポリシロキサンを配合
することにより吸水性を損なうことなく、柔軟処理され
た衣料の肌触りを改良できる。これらのシリコーン化合
物は、柔軟仕上剤全体に対し 0.3〜5重量%配合される
のが好ましい。The liquid softener of the present invention may further comprise a silicone compound such as dimethylpolysiloxane, dimethylpolysiloxane partially modified with an amino group or a polyoxyalkylene group, particularly preferably a polyoxyalkylene group. By blending the dimethylpolysiloxane modified with the above, it is possible to improve the feel of soft-treated clothing without impairing water absorption. These silicone compounds are preferably incorporated in an amount of 0.3 to 5% by weight based on the whole softening agent.
【0021】また、本発明の液体柔軟仕上剤には、粘度
の調整のために塩化ナトリウム、塩化カルシウム、塩化
マグネシウム等の無機電解質を柔軟仕上剤全体に対し0.
05〜0.4 重量%添加するのが望ましい。In addition, the liquid soft finish of the present invention may contain an inorganic electrolyte such as sodium chloride, calcium chloride, magnesium chloride or the like in order to adjust the viscosity of the liquid soft finish.
It is desirable to add from 05 to 0.4% by weight.
【0022】本発明の液体柔軟仕上剤は長期保存に対し
て安定性は高いが、更に苛酷な保存条件下での安定化の
ためにポリオキシエチレン(5〜50モル)アルキル又は
アルケニル(C12〜C24)エーテルやポリオキシプロピレン
(5〜50モル)アルキル又はアルケニル(C12〜C24)エー
テル等の界面活性剤、エタノール、プロピレングリコー
ル、エチレングリコールやグリセリンのような溶剤又は
尿素などを配合することができる。また、柔軟基剤とし
て既知のエステル、非イオン或いはカチオン化合物、長
鎖アルコール、長鎖アミン、長鎖脂肪酸等を併用しても
良い。[0022] Liquid softener of the present invention has high stability to long-term storage, polyoxyethylene (5-50 moles) for stabilization in more severe storage conditions alkyl or alkenyl (C 12 -C 24) ethers or polyoxypropylene (5-50 moles) alkyl or alkenyl (C 12 -C 24) surfactants such as ether, ethanol, propylene glycol, and solvent or urea, such as ethylene glycol and glycerin formulation can do. Further, known esters, nonionic or cationic compounds, long-chain alcohols, long-chain amines, long-chain fatty acids and the like may be used in combination as a soft base.
【0023】更に、製品の外観のために顔料又は染料
を、仕上がりの白さのために蛍光増白剤を、そして使用
時及び仕上がり後の趣向を良くするために香料を配合す
ることもできる。In addition, pigments or dyes can be incorporated for the appearance of the product, optical brighteners for the whiteness of the finished product, and fragrances for improving the taste during use and after the finished product.
【0024】[0024]
【発明の効果】本発明の柔軟仕上剤は各種繊維に対し
て、十分な柔軟性、帯電防止性を与え、且つ優れた弾力
性を付与し得ると共に生分解性に優れている。As described above, the softening agent of the present invention can impart sufficient flexibility and antistatic properties to various fibers, can provide excellent elasticity, and is excellent in biodegradability.
【0025】[0025]
【実施例】次に本発明を実施例をもって詳述するが、本
発明はこれらの実施例に限定されるものではない。実施
例及び比較例で用いた化合物を次に示す。Next, the present invention will be described in detail with reference to examples, but the present invention is not limited to these examples. The compounds used in the examples and comparative examples are shown below.
【0026】[0026]
【表1】 [Table 1]
【0027】実施例1〜9及び比較例1 1)柔軟性及び弾力性の評価 (1) 処理方法 市販の木綿タオル2kg、アクリルジャージ1kgを3.5 °
DH硬水にて市販洗剤アタック(花王株式会社製、登録商
標)にて5回繰り返し洗濯(30リットル洗濯機)をし、
各繊維についていた繊維処理剤を除去した後、表1のア
ミンAの中和物又は4級化物を水に分散させてなる表2
に示す柔軟仕上剤組成物を 1.5gを投入し、25℃、1分
間攪拌下で処理した。Examples 1 to 9 and Comparative Example 1 1) Evaluation of flexibility and elasticity (1) Treatment method 2 kg of a commercially available cotton towel and 1 kg of an acrylic jersey were treated at 3.5 °.
Repeatedly wash (30 liter washing machine) 5 times with a commercially available detergent attack (manufactured by Kao Corporation, registered trademark) in DH hard water,
After removing the fiber treating agent from each fiber, the neutralized or quaternized product of amine A in Table 1 was dispersed in water.
1.5 g of the soft finish composition shown in (1) was charged and treated under stirring at 25 ° C. for 1 minute.
【0028】(2) 評価方法 上記方法で処理した布を室内で風乾後、25℃、65%RHの
恒温恒湿室にて24時間放置した。これらの布について柔
軟性、弾力性の評価を行った。柔軟性、弾力性の評価
は、ジ水素添加牛脂アルキルジメチルアンモニウムクロ
ライド15重量%からなる柔軟仕上剤10ccで処理した布を
対照にして一対比較を行った。評価は次のように表す。(2) Evaluation method The cloth treated by the above method was air-dried in a room and then left in a constant temperature and humidity room of 25 ° C. and 65% RH for 24 hours. These fabrics were evaluated for flexibility and elasticity. The evaluation of flexibility and elasticity was performed by comparing one pair of fabrics treated with 10 cc of a soft finishing agent comprising 15% by weight of dihydrogenated tallow alkyldimethylammonium chloride as a control. The evaluation is expressed as follows.
【0029】+2;対照より柔らかい又は弾力性が高い +1;対照よりやや柔らかい又は弾力性がやや高い 0;対照と同じ −1;対照の方がやや柔らかい又は対照より弾力性がや
や低い −2;対照の方が柔らかい又は対照より弾力性が低い 表2に示すように、本発明の化合物を使用することによ
り、柔軟性と弾力性の両方を満足する効果が得られる。+2; softer or more elastic than control +1; slightly softer or slightly more elastic than control 0; same as control -1; control slightly softer or slightly less elastic than control -2; The control is softer or less elastic than the control. As shown in Table 2, the use of the compound of the present invention provides an effect that satisfies both flexibility and elasticity.
【0030】[0030]
【表2】 [Table 2]
【0031】実施例10〜12及び比較例2 表3に示す配合の組成物について弾力性を評価するた
め、木綿タオルの積み上げ高さを測定した。Examples 10 to 12 and Comparative Example 2 In order to evaluate the elasticity of the compositions having the compositions shown in Table 3, the pile height of cotton towels was measured.
【0032】<弾力性の評価>実施例1〜9及び比較例
1の処理方法と同様に処理した木綿タオルを8つ折りに
して3枚重ねて積み上げ、5g/cm2 の圧力で5 間加
圧した後、圧力を取り除き、タオルの高さを測定した。
タオルの高さが高い程、弾力性は良好である。<Evaluation of Elasticity> Cotton towels treated in the same manner as in Examples 1 to 9 and Comparative Example 1 were folded in eight, stacked three times, and pressed for 5 minutes at a pressure of 5 g / cm 2. After that, the pressure was removed and the height of the towel was measured.
The higher the height of the towel, the better the elasticity.
【0033】[0033]
【表3】 [Table 3]
Claims (1)
和物又は4級化物を必須成分として含有することを特徴
とする液体柔軟仕上剤。 【化1】 〔式中、 R1,R2:同一又は異なっていてもよい炭素数1〜4のア
ルキル基もしくはヒドロキシアルキル基 R3:炭素数2〜6のアルキレン基又はアルケニレン基 R4,R5:同一又は異なっていてもよい炭素数7〜35の直
鎖又は分岐鎖のアルキル基又はアルケニル基 m :2〜9の数 を示す。〕1. A liquid softener comprising, as an essential component, a neutralized product or a quaternized product of a compound represented by the following general formula (A). Embedded image [Wherein, R 1 and R 2 : alkyl groups or hydroxyalkyl groups having 1 to 4 carbon atoms which may be the same or different R 3 : alkylene group or alkenylene group having 2 to 6 carbon atoms R 4 and R 5 : the same Or a linear or branched alkyl or alkenyl group having 7 to 35 carbon atoms, which may be different m: 2 to 9; ]
Priority Applications (1)
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JP4348317A JP2994898B2 (en) | 1992-12-28 | 1992-12-28 | Liquid soft finish |
Publications (2)
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JPH06200478A JPH06200478A (en) | 1994-07-19 |
JP2994898B2 true JP2994898B2 (en) | 1999-12-27 |
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