JP3021997B2 - Soft finish - Google Patents

Soft finish

Info

Publication number
JP3021997B2
JP3021997B2 JP4270139A JP27013992A JP3021997B2 JP 3021997 B2 JP3021997 B2 JP 3021997B2 JP 4270139 A JP4270139 A JP 4270139A JP 27013992 A JP27013992 A JP 27013992A JP 3021997 B2 JP3021997 B2 JP 3021997B2
Authority
JP
Japan
Prior art keywords
trans
cis
group
present
acid
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
Application number
JP4270139A
Other languages
Japanese (ja)
Other versions
JPH06123071A (en
Inventor
正明 山村
和隆 白土
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP4270139A priority Critical patent/JP3021997B2/en
Publication of JPH06123071A publication Critical patent/JPH06123071A/en
Application granted granted Critical
Publication of JP3021997B2 publication Critical patent/JP3021997B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【産業上の利用分野】本発明は、処理した衣料に対し優
れた吸水性を付与することのできる柔軟仕上剤に関す
る。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a softening agent capable of imparting excellent water absorption to treated clothing.

【0002】[0002]

【従来の技術及びその課題】現在、家庭用柔軟仕上剤と
して市販されているものは、その殆どがジ(硬化牛脂ア
ルキル)ジメチル第4級アンモニウム塩を主成分とする
ものである。また、最近、種々の連結基を有するアミン
又はその塩又は4級化物が開示されている(例えば、特
開平4−108173号、特開平4−108174号等)。
2. Description of the Related Art At present, most of commercially available softeners for home use are mainly composed of di (hardened tallowalkyl) dimethyl quaternary ammonium salt. Recently, amines having various linking groups or salts or quaternaries thereof have been disclosed (for example, JP-A-4-108173, JP-A-4-108174).

【0003】これらの第4級アンモニウム塩等は、各種
繊維に対して少量で良好な柔軟効果及び帯電防止効果を
付与することができる。これによる柔軟効果は、繊維表
面に吸着した基剤分子中の親油性部位による潤滑効果に
よって繊維表面の摩擦係数が低下することにより発現す
るものであるから、優れた柔軟効果を奏するためには、
親油的な性質が不可欠であると考えられる。ところが、
この親油的性質は、処理した衣料を撥水化し、吸水性を
低下させるという欠点があり、特に柔軟仕上剤濃度が高
い場合には顕著な吸水性の低下がみられる。
[0003] These quaternary ammonium salts and the like can impart good softening and antistatic effects to various fibers in a small amount. Since the softening effect due to this is manifested by a reduction in the friction coefficient of the fiber surface due to the lubricating effect of the lipophilic portion in the base molecule adsorbed on the fiber surface, in order to achieve an excellent softening effect,
A lipophilic nature is considered essential. However,
This lipophilic property has the disadvantage of making the treated garment water repellent and lowering its water absorption, especially when the softener concentration is high, a marked reduction in water absorption is observed.

【0004】斯かる観点から吸水性を向上させるため、
柔軟基剤の検討がなされている。ジオレイルジメチル第
4級アンモニウム塩は吸水性の優れた柔軟基剤の一つと
して知られている(JAOCS, 60 巻No.6, 1166〜1169頁参
照)。しかしながら、該基剤を用いた柔軟仕上剤は、ジ
(硬化牛脂アルキル)ジメチル第4級アンモニウム塩に
比べ吸水性は優れているものの、柔軟性が劣っている。
そこで柔軟性を上げるべく、他の柔軟基剤、例えばジ
(硬化牛脂アルキル)ジメチル第4級アンモニウム塩と
併用すると吸水性が悪化してしまう。
In order to improve water absorption from such a viewpoint,
Flexible bases are being studied. Dioleyldimethyl quaternary ammonium salt is known as one of flexible bases having excellent water absorption (see JAOCS, Vol. 60, No. 6, pages 1166 to 1169). However, the soft finish using the base is superior in water absorbency to di (hardened tallow alkyl) dimethyl quaternary ammonium salt, but is inferior in flexibility.
Therefore, when used in combination with another soft base such as di (hardened tallow alkyl) dimethyl quaternary ammonium salt in order to increase the softness, the water absorption is deteriorated.

【0005】[0005]

【課題を解決するための手段】本発明者らは斯かる実情
において、従来のジオレイル型第4級アンモニウム塩以
上の吸水性と柔軟性を有する柔軟基剤を見出すべく鋭意
研究の結果、特定の立体異性構造を有する不飽和炭化水
素基を有するアミン又はその中和塩又は4級塩が、十分
な柔軟性能が得られ、しかも吸水性能が著しく向上する
ことを見出し、本発明を完成した。
Under such circumstances, the present inventors have conducted intensive studies to find a soft base having more water absorption and flexibility than conventional dioleyl type quaternary ammonium salts. It has been found that amines having an unsaturated hydrocarbon group having a stereoisomeric structure or neutralized salts or quaternary salts thereof can provide sufficient flexibility and remarkably improve water absorption performance, and have completed the present invention.

【0006】即ち、本発明は、下記の一般式(1)〜
(7)で表されるアミン化合物又はその中和塩又はその
4級塩の1種又は2種以上を必須成分として含有する柔
軟仕上剤を提供するものである。
That is, the present invention provides the following general formula (1)
An object of the present invention is to provide a softening agent containing one or more of the amine compound represented by (7) or a neutralized salt thereof or a quaternary salt thereof as an essential component.

【0007】[0007]

【化2】 Embedded image

【0008】〔式中、 R1, R2;夫々不飽和結合基を1ケ有する炭素数11〜21の
炭化水素基を表わし、且つ、それらの立体異性構造がシ
ス体とトランス体の両者を有し、R1とR2のシス体の総和
とトランス体の総和の比率がシス体の総和/トランス体
の総和=25/75〜90/10である。 R3;炭素数1〜2のアルキル基 R4;水素、炭素数1〜4のアルキル基、ヒドロキシエチ
ル又はヒドロキシプロピル基 X, Y ;-OCO- 基又は -NHCO- 基 p,m,n ;2〜5 を表す。〕。
[Wherein, R 1 and R 2 each represent a hydrocarbon group having 11 to 21 carbon atoms having one unsaturated bond group, and their stereoisomeric structures are both cis- and trans-forms. The ratio of the sum of the cis-forms to the sum of the trans-forms of R 1 and R 2 is 25/75 to 90/10. R 3 ; an alkyl group having 1 to 2 carbon atoms R 4 ; hydrogen, an alkyl group having 1 to 4 carbon atoms, hydroxyethyl or hydroxypropyl group X, Y; —OCO— group or —NHCO— group p, m, n; Represents 2 to 5. ].

【0009】式(1)〜(7)の化合物のR1 , R2部分の
前駆体である代表的な脂肪酸としては、シス−6−オク
タデセン酸、シス−9−オクタデセン酸(オレイン
酸)、シス−13−ドコセン酸等のシス構造を有するもの
や、トランス−6−オクタデセン酸、トランス−9−オ
クタデセン酸、トランス−13−ドコセン酸等のトランス
構造を有するものなどがある。
Representative fatty acids which are precursors of the R 1 and R 2 moieties of the compounds of formulas (1) to (7) include cis-6-octadecenoic acid, cis-9-octadecenoic acid (oleic acid), Examples include those having a cis structure such as cis-13-docosenoic acid, and those having a trans structure such as trans-6-octadecenoic acid, trans-9-octadecenoic acid, and trans-13-docosenoic acid.

【0010】本発明の柔軟仕上剤の性能に於いて、柔軟
性と吸水性の両者を満足するためには、上記(1)〜
(7)式におけるR1,R2の立体異性構造が特に重要であ
る。即ち、R1、R2はそれぞれシス体とトランス体の両者
を含むのが必須要件であり、R1とR2のシス体の総和とト
ランス体の総和の比率(同一分子中のシス体の総和とト
ランス体の総和の比率)は、シス体の総和/トランス体
の総和=25/75〜90/10であることを要する。好ましく
は50/50〜85/15である。シス体の総和とトランス体の
総和の比率が25/75よりも小さいと、吸水性が著しく低
下し、又90/10より大きいと吸水性、柔軟性が共に低下
するので好ましくない。
In order to satisfy both flexibility and water absorption in the performance of the softening agent of the present invention, the above-mentioned (1) to
The stereoisomeric structure of R 1 and R 2 in the formula (7) is particularly important. That is essential to include both each R 1, R 2 is cis-isomer and trans-isomer, R 1 and the sum of the sum and the trans form of the cis form of R 2 ratio (the cis form of the same molecule The ratio of the sum of the total to the total of trans-forms) needs to be 25/75 to 90/10. Preferably it is 50/50 to 85/15. If the ratio of the total of the cis-form to the total of the trans-form is less than 25/75, the water absorption is remarkably reduced, and if it is more than 90/10, both the water absorption and the flexibility are undesirably reduced.

【0011】本発明の特徴とする上記シス体とトランス
体の割合を好ましい比率で調整するためには、種々の方
法がある。例えば、シス体及びトランス体のアミン又は
中和塩又は4級塩をそれぞれ製造した後に、両者を好ま
しい比率に混合して調製する方法;シス体及びトランス
体の脂肪酸又はそのエステルを一定比率に混合して、こ
の混合物から製造する方法;シス構造を有する脂肪酸又
はそのエステルの一部を金属触媒等を用いてトランス体
に異性化させ、両者を一定比率にした後に、この混合物
から製造する方法;前駆体をなす脂肪酸又はそのエステ
ルから(1)〜(7)式の構造を有する化合物を製造す
る過程で、シス体とトランス体の異性化を行わせしめ、
一定の比率に調整する方法などがある。なお、化合物中
のシス体の総和とトランス体の総和の比率は、NMR を用
いたオレフィンプロトンの積分比より容易に求められ
る。
There are various methods for adjusting the ratio of the cis-form to the trans-form, which is a feature of the present invention, at a preferable ratio. For example, a method of preparing an amine or a neutralized salt or a quaternary salt of a cis-form and a trans-form, and then mixing them in a preferable ratio; Then, a method of producing from this mixture; a method of isomerizing a part of a fatty acid having a cis structure or an ester thereof into a trans form using a metal catalyst or the like, and then adjusting both to a fixed ratio; In the process of producing a compound having a structure of formulas (1) to (7) from a fatty acid or an ester thereof as a precursor, isomerization of a cis form and a trans form is performed,
There is a method of adjusting to a certain ratio. The ratio of the sum of the cis-forms to the sum of the trans-forms in the compound can be easily obtained from the integral ratio of olefin protons using NMR.

【0012】また、本発明に係る(1)〜(7)式の化
合物におけるR1,R2は、通常不飽和結合基を1個のみ有
するものの他に、不飽和結合基を2個以上有するものも
共存する。但し、総和の中で、不飽和結合基を2ケ以上
含有するものの含量は5%以下が望ましい。
R 1 and R 2 in the compounds of the formulas (1) to (7) according to the present invention usually have only one unsaturated bond group and two or more unsaturated bond groups. Things coexist. However, the content of those containing two or more unsaturated bonding groups in the total is preferably 5% or less.

【0013】なお、本発明に係る上記の一般式(1)〜
(7)で表される化合物には、その製造過程で副生する
化合物や未反応原料が含まれていてもよい。従って、一
部、不純物として、R1、R2が異なる炭素数のものや飽和
炭化水素基も存在する場合もあるが、この場合は主成分
である不飽和炭化水素基の炭化水素が前記の範囲にあれ
ばよい。
The above general formulas (1) to (4) according to the present invention are used.
The compound represented by (7) may contain a compound by-produced in the production process or an unreacted raw material. Therefore, in some cases, as impurities, R 1 and R 2 may also have a different number of carbon atoms or a saturated hydrocarbon group.In this case, however, the unsaturated hydrocarbon group, which is the main component, has the aforementioned hydrocarbon. It only has to be in the range.

【0014】また、前記一般式(1)〜(7)で表され
るのアミン化合物の中和塩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、マレイン酸等の炭素数6以下の
有機酸が挙げられるが、塩酸が最も安価で高性能であ
る。また、前記一般式(1)〜(7)で表されるのアミ
ン化合物の4級塩を得るための4級化剤としては、ジメ
チル硫酸等のジアルキル硫酸等が挙げられる。
The acids for obtaining the neutralized salts of the amine compounds represented by the general formulas (1) to (7) include inorganic acids such as hydrochloric acid, sulfuric acid, nitric acid and phosphoric acid, acetic acid, and the like. Organic acids having 6 or less carbon atoms, such as lactic acid, glycolic acid, citric acid, and maleic acid, may be mentioned, but hydrochloric acid is the cheapest and has high performance. Examples of the quaternizing agent for obtaining the quaternary salts of the amine compounds represented by the general formulas (1) to (7) include dialkyl sulfates such as dimethyl sulfate.

【0015】本発明の柔軟仕上剤において、本発明の特
徴とする上記不飽和アミン又は中和塩又は4級塩は、総
量で3〜30重量%配合されるのが好ましい。なお、本発
明の柔軟仕上剤の残部は、任意成分と水である。
In the soft finish of the present invention, the unsaturated amine or neutralized salt or quaternary salt, which is a feature of the present invention, is preferably incorporated in a total amount of 3 to 30% by weight. The balance of the softening agent of the present invention is an optional component and water.

【0016】本発明の柔軟仕上剤の柔軟性と吸水性の両
者を満足するために、上記の如く一般式(1)〜(7)
で表されるアミン化合物が有する炭化水素基としてシス
体とトランス体の両者が必須で、しかも両者が一定比率
で含まれることが必要である理由は明確でないが、シス
体とトランス体の混合により、本発明の必須成分が衣料
に吸着する際、配向を乱すことにより撥水性を減少さ
せ、吸水性が増大するものと思われる。
In order to satisfy both the flexibility and the water absorption of the softening agent of the present invention, the general formulas (1) to (7) are used as described above.
It is not clear why both the cis-form and the trans-form are essential as the hydrocarbon group of the amine compound represented by the formula, and it is necessary to include both at a fixed ratio. It is thought that when the essential components of the present invention are adsorbed on clothing, the water repellency is reduced by disturbing the orientation, and the water absorption is increased.

【0017】本発明の実施に当っては、柔軟性と吸水性
をさらに向上させる目的で、ジメチルポリシロキサン又
はその変性物を本発明の化合物に対し0.2 〜5重量%の
範囲で添加することができる。従来シリコンは柔軟仕上
剤に添加して、その柔軟性、アイロン特性を向上する基
剤として知られている(例えば、特開昭52−53094 号公
報参照)。シリコンはこれらの特性に見られるように、
それ自体は撥水性を有するものであり、吸水性能にはむ
しろ悪影響を及ぼす基剤である。しかるに本発明におい
て、上記特定の不飽和アミン又は中和塩又は4級塩と併
用した場合は、その吸水性能を逆に向上せしめるという
事実は、従来の常識に反し全く驚くべきことである。
In the practice of the present invention, dimethylpolysiloxane or a modified product thereof is added in an amount of 0.2 to 5% by weight to the compound of the present invention for the purpose of further improving flexibility and water absorption. it can. Conventionally, silicon has been known as a base which is added to a soft finish to improve its softness and ironing properties (see, for example, JP-A-52-53094). Silicon, as seen in these properties,
It itself has water repellency and is a base material that has a rather bad effect on water absorption performance. In the present invention, however, the fact that when it is used in combination with the above-mentioned specific unsaturated amine or neutralized salt or quaternary salt, the water-absorbing performance is improved, contrary to the conventional wisdom, and it is completely surprising.

【0018】特に良好なジメチルポリシロキサン又はそ
の変性物としては、25℃における粘度が20〜10,000cps
のものが適当である。変性物としては、ポリオキシエチ
レン変性物、アミノ変性物などがある。その変性率は10
%以下が望ましい。ジメチルポリシロキサン又はその変
性物はポリオキシエチレン系の非イオン活性剤やモノア
ルキルカチオン系又はジアルキルカチオン系の陽イオン
活性剤を用いて予め乳化して使用するのが望ましい。
Particularly good dimethylpolysiloxane or a modified product thereof has a viscosity at 25 ° C. of 20 to 10,000 cps.
Is appropriate. Modified products include polyoxyethylene modified products and amino modified products. The denaturation rate is 10
% Is desirable. The dimethylpolysiloxane or a modified product thereof is desirably emulsified in advance using a polyoxyethylene-based nonionic activator or a monoalkylcation-based or dialkylcation-based cationic activator.

【0019】本発明の柔軟仕上剤組成物中には、式
(1)〜(7)のアミン又は中和塩又は4級塩の他に、
本発明の効果を阻害しない範囲で、ポリオキシエチレン
アルキル又はアルケニルエーテル、ポリオキシエチレン
アルキルフェニルエーテル、ポリオキシエチレンオキシ
プロピレンポリアルキレンポリアミン、ステアリン酸、
オレイン酸などの高級脂肪酸あるいは2−エチルヘキサ
ン酸とグリセリン又はペンタエリスリトールとの部分エ
ステル化物などの非イオン界面活性剤;食塩、塩化アン
モニウム、塩化カルシウムなどの水溶性塩;エチルアル
コール、イソプロピルアルコール、プロピレングリコー
ル、エチレングリコールなどの溶剤;尿素、殺菌剤、酸
化防止剤、顔料、染料、香料などを配合することができ
る。
In the soft finish composition of the present invention, in addition to the amines of the formulas (1) to (7) or the neutralizing salts or quaternary salts,
As long as the effects of the present invention are not impaired, polyoxyethylene alkyl or alkenyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene oxypropylene polyalkylene polyamine, stearic acid,
Nonionic surfactants such as higher fatty acids such as oleic acid or partially esterified products of 2-ethylhexanoic acid with glycerin or pentaerythritol; water-soluble salts such as salt, ammonium chloride, calcium chloride; ethyl alcohol, isopropyl alcohol, propylene Solvents such as glycol and ethylene glycol; urea, bactericides, antioxidants, pigments, dyes, fragrances and the like can be added.

【0020】また、本発明の柔軟仕上剤のpHは保存時の
安定性の面から1〜7、好ましくは1.5〜6.0 が良い。
The pH of the softening agent of the present invention is preferably 1 to 7, preferably 1.5 to 6.0, from the viewpoint of stability during storage.

【0021】[0021]

【実施例】次に本発明を実施例を挙げて説明するが、本
発明はこれらの実施例に限定されるものではない。
Next, the present invention will be described with reference to examples, but the present invention is not limited to these examples.

【0022】柔軟成分として実施例に使用した化合物を
表1に示した。なお、表1に示すアミン化合物又はその
塩又はその第4級化物(1−1)〜(7−1)のうち、
(3−1)以外のものは、それぞれ下記のアミン化合物
と該当する脂肪酸又は脂肪酸メチルエステルとの反応に
より合成した。また、表1のシス/トランス比は使用し
た脂肪酸又は脂肪酸メチルエステルの組成で示した。
The compounds used in the examples as the soft component are shown in Table 1. In addition, among the amine compounds or salts thereof or quaternary compounds (1-1) to (7-1) shown in Table 1,
Those other than (3-1) were synthesized by reacting the following amine compounds with the corresponding fatty acids or fatty acid methyl esters. The cis / trans ratios in Table 1 are indicated by the composition of the fatty acid or fatty acid methyl ester used.

【0023】[0023]

【化3】 Embedded image

【0024】また、(3−1)は、R1COOHのニトリル化
/水素添加により得られるR1CH2NH2を出発物質として合
成されるR1CH2N(C2H4OH)2 と、該当する脂肪酸(R2COO
H)との脱水反応により得られる。また、表1中の(3
−1)のシス/トランス比は、R1CH2NH2及びR2COOHの組
成で示した。
Further, (3-1) relates to R 1 CH 2 N (C 2 H 4 OH) 2 synthesized from R 1 CH 2 NH 2 obtained by nitrilation / hydrogenation of R 1 COOH. And the corresponding fatty acid (R 2 COO
It is obtained by a dehydration reaction with H). Also, (3) in Table 1
The cis / trans ratio of -1) was indicated by the composition of R 1 CH 2 NH 2 and R 2 COOH.

【0025】[0025]

【表1】 [Table 1]

【0026】注) 1) R1,R2の炭素数:主成分の炭素数を示す。Note: 1) Carbon number of R 1 and R 2 : Indicates the carbon number of the main component.

【0027】実施例1〜12及び比較例1〜3 <評価> (1) 柔軟処理方法 市販の木綿タオルまたは木綿メリヤス肌着を市販洗剤ザ
ブ(花王株式会社製、登録商標)にて5回繰り返し洗濯
をし、布についている洗剤を除去した後、上記の表1の
柔軟成分及びシリコーンを表2に示す割合で配合してな
る柔軟仕上剤の0.05%水溶液(3.5 DH硬水)にて25℃、
浴比1/30で5分間攪拌下で処理した。 (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
軟性及び吸水性の評価を行った。 柔軟性 対照品(基準の柔軟物質であるジメチルジ硬化牛脂アン
モニウム塩を10%で用いたもの)で処理した布を対照に
して一対比較を行い、下記評価基準により評価した。 +1.0 対照より柔らかい +0.5 対照よりやや柔らかい 0 対照と同じ −0.5 対照の方がやや柔らかい −1.0 対照の方が柔らかい 吸水性 上記の柔軟仕上剤で処理した木綿タオル又は木綿メリヤ
ス肌着を、3cm×20cmの短冊状に切り取り、その一端2
cmを水に浸す。15分後の水の上昇高さ(cm)を測定し
た。
Examples 1 to 12 and Comparative Examples 1 to 3 <Evaluation> (1) Softening Method A commercially available cotton towel or cotton knitted underwear is repeatedly washed five times with a commercially available detergent Zab (manufactured by Kao Corporation, registered trademark). Then, after removing the detergent attached to the cloth, the composition was mixed with the soft component and the silicone shown in Table 1 at a ratio shown in Table 2 in a 0.05% aqueous solution (3.5 DH hard water) of a soft finish at 25 ° C.
The mixture was treated at a bath ratio of 1/30 under stirring for 5 minutes. (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 at 25 ° C and 65% RH for 24 hours. These fabrics were evaluated for flexibility and water absorption. Softness A paired comparison was performed using a cloth treated with a control product (a dimethyldi-hardened tallow ammonium salt used as a standard soft material at 10%) as a control, and evaluated according to the following evaluation criteria. +1.0 Softer than control +0.5 Slightly softer than control 0 Same as control -0.5 Slightly softer than control -1.0 Softer than control Water absorbency Cut into a 3 cm x 20 cm strip, one end of which
Soak cm in water. The height of rise (cm) of water after 15 minutes was measured.

【0028】表2に各組成物中の各成分の配合割合及び
柔軟仕上効果の測定結果をまとめて示した。表2より、
本発明による柔軟仕上剤の場合は十分な柔軟性が保持さ
れると共に、吸水性が顕著に向上することがわかる。
Table 2 shows the measurement results of the mixing ratio of each component in each composition and the soft finishing effect. From Table 2,
It can be seen that in the case of the soft finish according to the present invention, sufficient flexibility is maintained and the water absorption is remarkably improved.

【0029】[0029]

【表2】 [Table 2]

【0030】注) 1) ジメチルポリシロキサン 2) ジメチルジ硬化牛脂アルキルアンモニウムクロライ
Note) 1) Dimethyl polysiloxane 2) Dimethyl di-hardened tallow alkyl ammonium chloride

Claims (1)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】 下記の一般式(1)〜(7)で表される
アミン化合物又はその中和塩又はその4級塩の1種又は
2種以上を必須成分として含有する柔軟仕上剤。 【化1】 〔式中、 R1, R2;夫々不飽和結合基を1ケ有する炭素数11〜21の
炭化水素基を表わし、且つ、それらの立体異性構造がシ
ス体とトランス体の両者を有し、R1とR2のシス体の総和
とトランス体の総和の比率がシス体の総和/トランス体
の総和=25/75〜90/10である。 R3;炭素数1〜2のアルキル基 R4;水素、炭素数1〜4のアルキル基、ヒドロキシエチ
ル又はヒドロキシプロピル基 X, Y ;-OCO- 基又は -NHCO- 基 p,m,n ;2〜5 を表す。〕
1. A softening agent comprising, as an essential component, one or more of amine compounds represented by the following general formulas (1) to (7) or neutralized salts or quaternary salts thereof. Embedded image [In the formula, R 1 , R 2 ; each represents a hydrocarbon group having 11 to 21 carbon atoms having one unsaturated bond group, and their stereoisomeric structure has both a cis-form and a trans-form; The ratio of the sum of the cis-forms of R 1 and R 2 to the sum of the trans-forms is 25/75 to 90/10. R 3 ; an alkyl group having 1 to 2 carbon atoms R 4 ; hydrogen, an alkyl group having 1 to 4 carbon atoms, hydroxyethyl or hydroxypropyl group X, Y; —OCO— group or —NHCO— group p, m, n; Represents 2 to 5. ]
JP4270139A 1992-10-08 1992-10-08 Soft finish Expired - Fee Related JP3021997B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP4270139A JP3021997B2 (en) 1992-10-08 1992-10-08 Soft finish

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP4270139A JP3021997B2 (en) 1992-10-08 1992-10-08 Soft finish

Publications (2)

Publication Number Publication Date
JPH06123071A JPH06123071A (en) 1994-05-06
JP3021997B2 true JP3021997B2 (en) 2000-03-15

Family

ID=17482094

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Application Number Title Priority Date Filing Date
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Country Status (1)

Country Link
JP (1) JP3021997B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9715352B2 (en) 2015-10-01 2017-07-25 International Business Machines Corporation Synchronous input/output using a low latency storage controller connection

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998035006A1 (en) * 1997-02-11 1998-08-13 The Procter & Gamble Company Liquid cleaning composition
AU6322098A (en) * 1997-02-11 1998-08-26 Procter & Gamble Company, The A cleaning composition
WO1998035004A1 (en) * 1997-02-11 1998-08-13 The Procter & Gamble Company Solid detergent compositions
AU6321098A (en) * 1997-02-11 1998-08-26 Procter & Gamble Company, The Cleaning compositions
GB2321900A (en) * 1997-02-11 1998-08-12 Procter & Gamble Cationic surfactants
JP4468685B2 (en) * 2003-12-12 2010-05-26 三洋化成工業株式会社 Softener composition
RU2748253C2 (en) 2016-12-26 2021-05-21 Као Корпорейшн Method for treatment of textile product

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9715352B2 (en) 2015-10-01 2017-07-25 International Business Machines Corporation Synchronous input/output using a low latency storage controller connection

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