JPH02169769A - Finishing agent for flexibility - Google Patents

Finishing agent for flexibility

Info

Publication number
JPH02169769A
JPH02169769A JP31986788A JP31986788A JPH02169769A JP H02169769 A JPH02169769 A JP H02169769A JP 31986788 A JP31986788 A JP 31986788A JP 31986788 A JP31986788 A JP 31986788A JP H02169769 A JPH02169769 A JP H02169769A
Authority
JP
Japan
Prior art keywords
formula
formulas
oil
quaternary ammonium
ammonium salt
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.)
Pending
Application number
JP31986788A
Other languages
Japanese (ja)
Inventor
Masaaki Yamamura
正明 山村
Junichi Inokoshi
猪腰 淳一
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 JP31986788A priority Critical patent/JPH02169769A/en
Publication of JPH02169769A publication Critical patent/JPH02169769A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To obtain finishing agent for flexibility imparting excellent water absorbing properties to treated clothing and having excellent stability of smell with time by containing specific quaternary ammonium salt compound as essential ingredient. CONSTITUTION:At least one quaternary ammonium salt compound expressed by formula I-III [R1 and R2 are 12-24C fatty acid residue derived from sunflower oil, olive oil or corn oil and composed of >=50% the compound having one unsaturated bond and <=5% the compound having two or more unsaturated bonds, R3 and R4 are methyl, ethyl or expressed by formula IV (n is 1-5; Y is H or methyl); X is halogen, CH3SO4 or C2H5SO4] is contained in the aimed finishing agent for flexibility as essential ingredient. Besides, dimethylpolysiloxane (modified matter) is preferably contained in 0.5-5wt.% to compounds expressed by formula I-III.

Description

【発明の詳細な説明】 (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、しかも匂いの経口安定性に優れた柔軟仕上
剤に関する。
DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a fabric softener that can impart excellent water absorbency to treated clothing and has excellent oral odor stability.

〔従来の技術及びその課題〕[Conventional technology and its problems]

不飽和炭化水素基を有する第4級アンモニウム塩、例え
ばジオレイル第4級アンモニウム塩は吸水性の優れた柔
軟仕上剤の一つとして知られている(JAOC5,60
巻、魚6.1166−1169頁参照)。
Quaternary ammonium salts having unsaturated hydrocarbon groups, such as dioleyl quaternary ammonium salts, are known as one of the softening agents with excellent water absorption (JAOC5,60
vol., Fish 6, pp. 1166-1169).

しかしながら不飽和炭化水素基を有する第4級アンモニ
ウム塩を配合した液体柔軟仕上剤は一般に経日的に匂い
の劣化が生じやすいという問題がある。
However, liquid fabric softeners containing quaternary ammonium salts having unsaturated hydrocarbon groups generally have a problem in that their odor tends to deteriorate over time.

〔課題を解決するための手段〕[Means to solve the problem]

本発明者らは、鋭意研究の結果、柔軟仕上剤組成物とし
て特定の植物油脂から誘導された不飽和炭化水素基を有
する第4級アンモニウム塩を使用することによって、匂
いの経口安定性に優れた柔軟仕上剤が得られることを見
出し、本発明を完成した。
As a result of intensive research, the present inventors have found that by using a quaternary ammonium salt having an unsaturated hydrocarbon group derived from a specific vegetable oil as a fabric softener composition, excellent oral stability of odor can be achieved. The present invention was completed based on the discovery that a fabric softener can be obtained.

即ち、本発明は一般式(1)〜(3)に示される第4級
アンモニウム塩化合物の一種又は二種を必須成分として
含有することを特徴とする柔軟仕上剤を提供する。
That is, the present invention provides a fabric softener characterized by containing one or two quaternary ammonium salt compounds represented by general formulas (1) to (3) as essential components.

〔式中、R+、Rzはヒマワリ油、オリーブ油、トウモ
ロコシ油から誘導される炭素数12〜24の脂肪酸残基
で、且つ不飽和結合を1ケ有するものが50%以上、2
ヶ以上有するものは5%以下であり、Rz、R4はメチ
ル基、エチル基、又は、−Ccl+、−cH−o) F
l)I    (nは1〜5.YはH又はメチル基)、 Xはハロゲン、CH3SO4、又はC,l(、SO,を
示す。〕ヒマワリ油、オリーブ油、トウモロコシ油は炭
素数が12〜24の炭化水素基を有し、炭素数18〜2
2の不飽和炭化水素基を50%以上含む植物油脂である
[In the formula, R+ and Rz are fatty acid residues with 12 to 24 carbon atoms derived from sunflower oil, olive oil, and corn oil, and 50% or more of them have one unsaturated bond, 2
5% or less, and Rz and R4 are methyl group, ethyl group, or -Ccl+, -cH-o) F
l) I (n is 1 to 5. Y is H or methyl group), X is halogen, CH3SO4, or C, l (, SO,) Sunflower oil, olive oil, and corn oil have 12 to 24 carbon atoms. has a hydrocarbon group of 18 to 2 carbon atoms.
It is a vegetable oil and fat containing 50% or more of unsaturated hydrocarbon groups.

本発明に使用する第4級アンモニウム塩は、該植物油脂
を分解、精製して不飽和結合を2ヶ以上有するものの含
量を5%以下に低下させた脂肪酸又は脂肪酸エステルに
した後、これらから通常の方法で製造される。
The quaternary ammonium salt used in the present invention is usually prepared from fatty acids or fatty acid esters obtained by decomposing and refining the vegetable oil to reduce the content of two or more unsaturated bonds to 5% or less. manufactured by the method.

サフラワー油、落花生油、カカオ油、菜種油、ツバキ油
、レモン種子油、オレンジ種子油等からも同様の組成を
有する不飽和第4級アンモニウム塩を得ることができる
が、これらを使用した場合は満足のいく匂い経口安定性
を示さない。
Unsaturated quaternary ammonium salts having a similar composition can also be obtained from safflower oil, peanut oil, cacao oil, rapeseed oil, camellia oil, lemon seed oil, orange seed oil, etc., but when these are used, Does not exhibit satisfactory odor or oral stability.

従ってヒマワリ油、オリーブ油、トウモロコシ油には柔
軟仕上剤系中で有効に作用する匂い安定化化合物が不純
物として含まれており、このため良好な結果が得られる
のではないかと推測される。
It is therefore speculated that sunflower oil, olive oil, and corn oil contain impurities with odor-stabilizing compounds that work effectively in fabric softener systems, thereby providing better results.

本発明に使用する上記(1)〜(3)の不飽和第4級ア
ンモニウム塩は柔軟仕上剤組成物中に3〜20重量%配
合される。
The above unsaturated quaternary ammonium salts (1) to (3) used in the present invention are blended in the softener composition in an amount of 3 to 20% by weight.

本発明の柔軟仕上剤組成物にはジメチルポリシロキサン
又はその変性物を不飽和第4級アンモニウム塩に対し0
.5〜5重量%の割合で配合すると吸水性を更に向上す
ることができる。
The fabric softener composition of the present invention contains dimethylpolysiloxane or a modified product thereof with a zero content of unsaturated quaternary ammonium salt.
.. When blended in a proportion of 5 to 5% by weight, water absorption can be further improved.

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。
Conventionally, silicone has been known as a base material that is added to fabric softeners to improve their flexibility and ironing properties (see, for example, Japanese Patent Laid-Open No. 52-53094). As seen in these characteristics, silicon itself has water repellency, and is a base material that has a rather negative effect on water absorption performance.

しかるに本発明において、特定の不飽和第4級アンモニ
ウム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。
However, in the present invention, the fact that, when used in combination with a specific unsaturated quaternary ammonium salt, the water absorption performance is conversely improved is completely surprising, contrary to conventional wisdom.

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20〜10000cpsの
ものが適当である。
Particularly suitable dimethylpolysiloxanes or modified products thereof have a viscosity of 20 to 10,000 cps at 25°C.

変性物としてはポリオキシエチレン変性物、アミノ変性
物などがあり、その変性率は10%以下が好ましい。
Modified products include polyoxyethylene modified products and amino modified products, and the modification rate is preferably 10% or less.

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系活性剤や、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。
It is desirable to use dimethylpolysiloxane or a modified product thereof by emulsifying it in advance using a polyoxyethylene-based nonionic activator or a monoalkyl cation-based or dialkyl cation-based cationic activator.

本発明の柔軟仕上剤組成物中には、上記成分の他に、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
ロビレンポリアルキルボリアミン、ステアリン酸及びオ
レイン酸等の高級脂肪酸、或いは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
ル化物等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
チレングリコール等の溶剤;尿素、殺菌剤、酸化防止剤
、顔料、染料、香料等を配合することができる。
In addition to the above-mentioned components, the softener composition of the present invention may contain polyoxyethylene alkyl or alkenyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene oxyprobylene poly Nonionic surfactants such as alkylboriamines, higher fatty acids such as stearic acid and oleic acid, or partial esters of 2-ethylhexanoic acid and glycerin or pentaerythritol; water-soluble salts such as common salt, ammonium chloride, and calcium chloride. ; Solvents such as ethyl alcohol, isopropyl alcohol, propylene glycol, ethylene glycol; urea, bactericides, antioxidants, pigments, dyes, fragrances, etc. can be blended.

〔実施例〕〔Example〕

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 explained with reference to Examples, but the present invention is not limited to these Examples.

1〜7   び   雫六   1〜5一般式(1)〜
(3)中のR+、Rz、R3,Ra及びXが表=1に示
すような組成からなる第4級アンモニウム塩を用いて柔
軟仕上剤を調製した。
1-7 Bi Shizuku 1-5 General formula (1)-
A fabric softener was prepared using a quaternary ammonium salt in which R+, Rz, R3, Ra and X in (3) were as shown in Table 1.

市販の木綿タオル及び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回繰り返して洗濯
をし、布についている洗剤を除去した後、各評価用柔軟
仕上剤の0.1%水溶液(3,5D)1硬水)にて25
℃、浴比1/30で5分間攪拌下で処理した。
Commercially available cotton towels and cotton knitted underwear were washed five times using commercially available detergent Zabu (manufactured by Kao Corporation, registered trademark) to remove detergent from the fabric, and then 0.1% of each evaluation fabric softener was washed. % aqueous solution (3,5D) 1 hard water) 25
C. and a bath ratio of 1/30 for 5 minutes with stirring.

それらの布を室内で風乾後、25°C165%R)lの
恒温恒温室にて24時間放置した。
The cloths were air-dried indoors and then left for 24 hours in a thermostatic chamber at 25° C. and 165% R).

それぞれの布についての吸水性と、柔軟仕上剤の保存安
定性を下記の評価基準に基づいて評価した。
The water absorbency of each fabric and the storage stability of the fabric softener were evaluated based on the following evaluation criteria.

その結果を表−1に示す。The results are shown in Table-1.

く吸水性〉 各柔軟仕上剤で処理した木綿タオル及び木綿メリヤス肌
着を3 cm X 20cmの短冊状に切り取り、その
一端2cmを水に浸し、15分後の水の上昇した高さ(
数字はcm)を測定した。
Water Absorption> Cotton towels and cotton knitted underwear treated with each fabric softener were cut into strips of 3 cm x 20 cm, one end of which was soaked in water for 2 cm, and the height of water rise after 15 minutes (
The numbers are cm).

く保存安定性〉 表−1に示した柔軟仕上剤組成物を50℃の恒温室に3
ケ月保存した後、匂いの変化をみて保存安定性を評価し
た。
Storage Stability〉 The fabric softener composition shown in Table 1 was placed in a constant temperature room at 50℃ for 3 days.
After storage for several months, storage stability was evaluated by observing changes in odor.

手続補正書 (自発) 明細書4頁、 (2)の化合物を、 ■。Procedural amendment (spontaneous) Specification page 4, The compound (2), ■.

事件の表示 と訂正。Display of incidents Corrected.

事件との関係 特 許 出 願 人 (091)花 王 株 弐 社 4゜ 代 理 人 東京都中央区日本橋横山町1の3中井ビル5゜ 補正の対象 明細書の特許請求の範囲及び発明の詳細な説明の1閑 6゜ 補正の内容 特許請求の範囲を別紙の如く訂正。Relationship with the incident Special permission Out wish Man (091) Flower king KK Two company 4゜ teenager Reason Man Nakai Building 5゜, 1-3 Nihonbashi Yokoyamacho, Chuo-ku, Tokyo Target of correction A section of the claims and detailed description of the invention in the specification. 6゜ Contents of correction The scope of patent claims has been amended as shown in the attached sheet.

2、 特許請求の範囲 1、一般式(1)〜(3)に示される第4級アンモニウ
ム塩化合物の一種又は二種以上を必須成分として含有す
る柔軟仕上剤。
2. Claim 1: A softening agent containing one or more quaternary ammonium salt compounds represented by general formulas (1) to (3) as an essential component.

又は、−(CH,−CI−0) 、H6(nは1〜5.
Yは■又はメチル基)、 Xはハロゲン、(jhsO,、又はC,)l、SO,を
示す。〕2、 ジメチルボリシロキナン又はその変性物
を一般式(1)〜(3)の化合物に対して、0.5〜5
重量%含有することを特徴とする請求項1記載の柔軟仕
上剤。
or -(CH, -CI-0), H6 (n is 1 to 5.
Y is ■ or a methyl group), X is halogen, (jhsO, or C,)l, SO. [2. Dimethylborisilokinane or its modified product is added in an amount of 0.5 to 5% to the compound of general formulas (1) to (3)
The softening agent according to claim 1, characterized in that it contains % by weight.

Claims (1)

【特許請求の範囲】 1、一般式(1)〜(3)に示される第4級アンモニウ
ム塩化合物の一種又は二種以上を必須成分として含有す
る柔軟仕上剤。 ▲数式、化学式、表等があります▼(1) ▲数式、化学式、表等があります▼(2) ▲数式、化学式、表等があります▼(3) 〔式中、R_1、R_2はヒマワリ油、オリーブ油、ト
ウモロコシ油から誘導される炭素数12〜24の脂肪酸
残基で、且つ不飽和結合を1ケ有するものが50%以上
、2ケ以上有するものは5%以下であり、R_3、R_
4はメチル基、エチル基、又は、▲数式、化学式、表等
があります▼(nは1〜5、Yは H又はメチル基)、 Xはハロゲン、CH_3SO_4、又はC_2H_5S
O_4を示す。〕2、ジメチルポリシロキサン又はその
変性物を一般式(1)〜(3)の化合物に対して、0.
5〜5重量%含有することを特徴とする請求項1記載の
柔軟仕上剤。
[Scope of Claims] 1. A softening agent containing one or more quaternary ammonium salt compounds represented by general formulas (1) to (3) as an essential component. ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (1) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (2) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (3) [In the formula, R_1 and R_2 are sunflower oil, Among fatty acid residues with 12 to 24 carbon atoms derived from olive oil and corn oil, those with one unsaturated bond account for 50% or more, and those with two or more bonds account for 5% or less, R_3, R_
4 is a methyl group, an ethyl group, or ▲A mathematical formula, a chemical formula, a table, etc.▼ (n is 1 to 5, Y is H or a methyl group), X is a halogen, CH_3SO_4, or C_2H_5S
Indicates O_4. [2. Dimethylpolysiloxane or its modified product is added to the compounds of general formulas (1) to (3) in an amount of 0.
The softening agent according to claim 1, characterized in that it contains 5 to 5% by weight.
JP31986788A 1988-12-19 1988-12-19 Finishing agent for flexibility Pending JPH02169769A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP31986788A JPH02169769A (en) 1988-12-19 1988-12-19 Finishing agent for flexibility

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP31986788A JPH02169769A (en) 1988-12-19 1988-12-19 Finishing agent for flexibility

Publications (1)

Publication Number Publication Date
JPH02169769A true JPH02169769A (en) 1990-06-29

Family

ID=18115120

Family Applications (1)

Application Number Title Priority Date Filing Date
JP31986788A Pending JPH02169769A (en) 1988-12-19 1988-12-19 Finishing agent for flexibility

Country Status (1)

Country Link
JP (1) JPH02169769A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993001265A1 (en) 1991-07-05 1993-01-21 Unilever Plc Fabric softening composition
US5474690A (en) * 1994-11-14 1995-12-12 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains
US5545340A (en) * 1993-03-01 1996-08-13 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993001265A1 (en) 1991-07-05 1993-01-21 Unilever Plc Fabric softening composition
US5545340A (en) * 1993-03-01 1996-08-13 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains
US5474690A (en) * 1994-11-14 1995-12-12 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains

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