JP2000144573A - Softener composition - Google Patents
Softener compositionInfo
- Publication number
- JP2000144573A JP2000144573A JP10320375A JP32037598A JP2000144573A JP 2000144573 A JP2000144573 A JP 2000144573A JP 10320375 A JP10320375 A JP 10320375A JP 32037598 A JP32037598 A JP 32037598A JP 2000144573 A JP2000144573 A JP 2000144573A
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- Prior art keywords
- component
- fatty acid
- acid
- softener composition
- carbon atoms
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は柔軟仕上げ剤組成物
に関する。FIELD OF THE INVENTION The present invention relates to softener compositions.
【０００２】[0002]
【従来の技術及び発明が解決しようとする課題】繊維用
柔軟仕上げ剤として市販されている商品はほとんどが、
ジ（長鎖アルキル）ジメチルアンモニウムクロライドに
代表される１分子中に２つの長鎖アルキル基を有する第
４級アンモニウム塩を含む組成物である。BACKGROUND OF THE INVENTION Most commercial products as fabric softeners are:
It is a composition containing a quaternary ammonium salt having two long-chain alkyl groups in one molecule typified by di (long-chain alkyl) dimethylammonium chloride.
【０００３】しかしながら、上記第４級アンモニウム塩
は、処理後の残存物が河川等の自然界に放出された場
合、ほとんどが生分解されずに蓄積されるという問題点
がある。このような問題点の改良品として、特開平７−
２６８７７３号公報に、グリセリン、ジグリセリン等の
脂肪酸エステルとモノ長鎖アルキル型アミンを含有する
柔軟仕上げ剤組成物が提案されている。しかしながら、
この組成物を長期保存する場合、特に高温で分離するこ
とがあり、家庭用柔軟仕上げ剤組成物としては、満足で
きるものではない。[0003] However, the quaternary ammonium salt has a problem in that when a residue after treatment is released into the natural world such as a river, most of the quaternary ammonium salt is accumulated without being biodegraded. Japanese Patent Application Laid-Open No.
Japanese Patent No. 268773 proposes a softener composition containing a fatty acid ester such as glycerin or diglycerin and a mono-long-chain alkyl-type amine. However,
When this composition is stored for a long period of time, it may be separated particularly at high temperatures, which is not satisfactory as a household softener composition.
【０００４】従って、本発明の課題は、柔軟性に優れ、
かつ生分解性及び高温での長期保存安定性に優れる柔軟
仕上げ剤組成物を提供することにある。[0004] Therefore, an object of the present invention is to provide excellent flexibility,
Another object of the present invention is to provide a softener composition that is excellent in biodegradability and long-term storage stability at high temperatures.
【０００５】[0005]
【課題を解決するための手段】本発明は、下記(A) 、
(B) 及び(C) 成分を含有し、(A) 成分と(B) 成分の重量
比が、 (A)／(B) ＝１／３〜３／１であり、(C) 成分の
含有量が0.1 〜10重量％である柔軟仕上げ剤組成物を提
供する。 (A) 炭素数８〜22の脂肪酸のグリセリンエステル (B) 一般式（Ｉ）で表されるアミドアミン又は一般式
（II）で表されるエステルアミンあるいはそれらの塩Means for Solving the Problems The present invention provides the following (A),
Component (B) and component (C) are contained, and the weight ratio of component (A) to component (B) is (A) / (B) = 1/3 to 3/1, and component (C) is contained. A softener composition is provided in an amount of 0.1 to 10% by weight. (A) a glycerin ester of a fatty acid having 8 to 22 carbon atoms (B) an amidoamine represented by the general formula (I), an esteramine represented by the general formula (II) or a salt thereof
【０００６】[0006]
【化２】 Embedded image
【０００７】（式中、R は炭素数８〜22の脂肪酸からカ
ルボキシル基を除いた残基を示す。） (C) 非イオン界面活性剤(Wherein R represents a residue obtained by removing a carboxyl group from a fatty acid having 8 to 22 carbon atoms.) (C) Nonionic surfactant
【０００８】[0008]
【発明の実施の形態】本発明の(A) 成分は、グリセリン
と炭素数８〜22の脂肪酸、その低級アルキルエステル又
は油脂との反応により得ることができる。脂肪酸として
は、カプリル酸、カプリン酸、ラウリン酸、ミリスチン
酸、パルミチン酸、ステアリン酸、オレイン酸、ヤシ油
脂肪酸、パーム脂肪酸、牛脂脂肪酸、硬化牛脂脂肪酸、
ナタネ脂肪酸及びこれらの混合物があげられる。BEST MODE FOR CARRYING OUT THE INVENTION The component (A) of the present invention can be obtained by reacting glycerin with a fatty acid having 8 to 22 carbon atoms, a lower alkyl ester thereof, or a fat or oil. As fatty acids, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, coconut oil fatty acid, palm fatty acid, tallow fatty acid, hardened tallow fatty acid,
Rapeseed fatty acids and mixtures thereof.
【０００９】グリセリンのエステル化度（グリセリン１
モルに対する脂肪酸の結合モル数）は 1.0〜2.5 の範囲
が良好な柔軟性能を示し、1.0 〜1.9 がより好ましく、
更には1.25〜1.8 が特に好ましい。Degree of esterification of glycerin (glycerin 1
The number of moles of the fatty acid relative to the mole) is preferably in the range of 1.0 to 2.5, showing good flexibility, more preferably 1.0 to 1.9,
Further, 1.25 to 1.8 is particularly preferable.
【００１０】本発明の(B) 成分のうち、一般式（Ｉ）で
表されるアミドアミンは、Ｎ，Ｎ−ジメチルアミノプロ
ピルアミンと炭素数８〜22の脂肪酸、その低級アルキル
エステル又は油脂との反応により得ることができる。脂
肪酸としては、カプリル酸等前記と同様のものが挙げら
れる。また一般式（II）で表されるエステルアミンは、
Ｎ，Ｎ−ジメチルアミノエタノールと炭素数８〜22の脂
肪酸、その低級アルキルエステル又は油脂との反応によ
り得ることができる。脂肪酸としては、カプリル酸等前
記と同様のものが挙げられる。(B) 成分は単独で又は２
種以上を混合して使用することができるが、一般式
（Ｉ）で表されるアミドアミンが好ましい。Among the component (B) of the present invention, the amidoamine represented by the general formula (I) is a compound of N, N-dimethylaminopropylamine and a fatty acid having 8 to 22 carbon atoms, a lower alkyl ester or an oil or fat thereof. It can be obtained by reaction. Examples of the fatty acid include caprylic acid and the like. The esteramine represented by the general formula (II) is
It can be obtained by reacting N, N-dimethylaminoethanol with a fatty acid having 8 to 22 carbon atoms, a lower alkyl ester thereof, or a fat or oil. Examples of the fatty acid include caprylic acid and the like. (B) component alone or 2
Although a mixture of two or more species can be used, the amidoamine represented by the general formula (I) is preferable.
【００１１】本発明の(B) 成分は、上記一般式（Ｉ）又
は（II）で表されるアミンの一部又は全部を酸で中和し
て用いるのが好ましい。酸としては、塩酸、硫酸、リン
酸等の鉱酸、酢酸、グリコール酸、クエン酸、乳酸等の
有機酸等から選ばれた１種以上が用いられ、特に塩酸、
硫酸が好ましい。中和は、柔軟性能、(A) 成分である脂
肪酸のグリセリンエステルの安定性の観点から、アミン
に対し0.9 〜1.5 当量の酸を用いるのがよい。The component (B) of the present invention is preferably used by neutralizing a part or all of the amine represented by the above general formula (I) or (II) with an acid. As the acid, one or more selected from mineral acids such as hydrochloric acid, sulfuric acid, and phosphoric acid, and organic acids such as acetic acid, glycolic acid, citric acid, and lactic acid are used.
Sulfuric acid is preferred. For neutralization, 0.9 to 1.5 equivalents of the acid to the amine is preferably used from the viewpoint of flexibility and stability of the glycerin ester of the fatty acid as the component (A).
【００１２】本発明において(A) 成分と(B) 成分の重量
比は、(A) ／(B) ＝１／３〜３／１の範囲が良好な柔軟
性能を示し、更に２／３〜３／２が好ましい。また本発
明の組成物中の(A) 成分と(B) 成分の合計含有量は、３
〜40重量％が好ましく、更に４〜30重量％、特に５〜20
重量％が好ましい。In the present invention, the weight ratio of the component (A) to the component (B) is in the range of (A) / (B) = 1/3 to 3/1. 3/2 is preferred. The total content of the components (A) and (B) in the composition of the present invention is 3%.
-40% by weight, preferably 4-30% by weight, especially 5-20% by weight.
% By weight is preferred.
【００１３】本発明の(C) 成分の非イオン界面活性剤と
して好ましいものは、炭素数８〜22の脂肪族アルコール
１モルに平均８〜100 モルのエチレンオキシドが付加し
たものであり、特に12〜60モルのエチレンオキシドが付
加したものが好ましい。本発明の組成物中の(C) 成分の
含有量は、柔軟仕上げ剤の高温での安定性を良好にする
観点から、 0.1〜10重量％、好ましくは 0.1〜７重量％
である。Preferred as the nonionic surfactant of the component (C) of the present invention are those in which an average of 8 to 100 moles of ethylene oxide is added to 1 mole of an aliphatic alcohol having 8 to 22 carbon atoms, particularly 12 to 12 moles. Those to which 60 moles of ethylene oxide are added are preferred. The content of the component (C) in the composition of the present invention is from 0.1 to 10% by weight, preferably from 0.1 to 7% by weight, from the viewpoint of improving the stability of the softening agent at high temperatures.
It is.
【００１４】本発明の柔軟仕上げ剤組成物は、例えば
(A) 成分、(B) 成分及び(C) 成分の溶融物又は濃厚液を
撹拌又は剪断混合下に、中和剤（酸）を含む水溶液中に
ゆっくり添加することにより得ることができる。また、
中和物を予め製造する或いは中和剤を後添加する等の方
法によっても得ることができる。The softener composition of the present invention may be, for example,
It can be obtained by slowly adding a melt or a concentrate of the component (A), the component (B) and the component (C) to an aqueous solution containing a neutralizing agent (acid) under stirring or shear mixing. Also,
It can also be obtained by a method such as producing a neutralized product in advance or adding a neutralizing agent afterwards.
【００１５】本発明の柔軟仕上げ剤組成物に、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することができる。これらのシ
リコーン化合物は、(A) 成分と(B)成分の合計重量に対
し、0.3〜５重量％配合されるのが好ましい。The softener composition 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 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 total weight of the components (A) and (B).
【００１６】本発明の柔軟仕上げ剤組成物は、長期保存
に対して安定性は高いが、更に過酷な保存条件下での安
定化のためにエタノール、エチレングリコール、プロピ
レングリコール、グリセリン等の溶剤、又は尿素等を配
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、カチオン化合物、長鎖脂肪酸等を併用しても良
い。また、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
がり後の趣向をよくするために香料を配合することもで
きる。The fabric softener composition of the present invention has high stability to long-term storage, but further comprises solvents such as ethanol, ethylene glycol, propylene glycol, and glycerin for stabilization under severe storage conditions. Alternatively, urea or the like can be blended. Further, known esters, cationic compounds, long-chain fatty acids and the like may be used in combination as a soft base. Also, pigments or dyes can be compounded for the appearance of the product, optical brighteners for the whiteness of the finished product, and fragrances can be blended for improving the taste at the time of use and after the finished product.
【００１７】[0017]
【発明の効果】本発明の柔軟仕上げ剤組成物は、各種繊
維に対して、十分な柔軟性を与え、製品の高温での保存
安定性が良好であり、且つ生分解性に優れている。The softener composition of the present invention imparts sufficient flexibility to various fibers, has good storage stability at high temperatures, and has excellent biodegradability.
【００１８】[0018]
【実施例】実施例１〜１４及び比較例１〜５下記に示す
(A) 成分、(B) 成分及び(C) 成分を表１に示す配合量で
用いて柔軟仕上げ剤組成物を調製した。これらの柔軟仕
上げ剤組成物について以下の方法で柔軟性及び保存安定
性を評価した。結果を表１に示す。EXAMPLES Examples 1 to 14 and Comparative Examples 1 to 5 are shown below.
Using the components (A), (B) and (C) in the amounts shown in Table 1, soft finish compositions were prepared. These softener compositions were evaluated for flexibility and storage stability by the following methods. Table 1 shows the results.
【００１９】(A) 成分 A-1: 硬化牛脂脂肪酸グリセリンエステル（エステル化
度1.0) A-2: 硬化牛脂脂肪酸グリセリンエステル（エステル化
度1.35) A-3: 硬化牛脂脂肪酸グリセリンエステル（エステル化
度1.6) A-4: 硬化牛脂脂肪酸グリセリンエステル（エステル化
度2.0) (B) 成分(A) Component A-1: Hardened tallow fatty acid glycerol ester (degree of esterification 1.0) A-2: Hardened tallow fatty acid glycerin ester (degree of esterification 1.35) A-3: Hardened tallow fatty acid glycerin ester (degree of esterification) 1.6) A-4: Hardened tallow fatty acid glycerin ester (esterification degree 2.0) (B) component
【００２０】[0020]
【化３】 Embedded image
【００２１】(C) 成分 C-1: R-O-(CH2CH2O)n-H (R＝C12H25 , n＝15) C-2: R-O-(CH2CH2O)n-H (R＝C12H25 , n＝20) C-3: R-O-(CH2CH2O)n-H (R＝C12H25 , n＝50) C-4: R-O-(CH2CH2O)n-H (R＝ヤシアルキル基 , n＝20) C-5: R-O-(CH2CH2O)n-H (R＝オレイル基 , n＝50) ＜柔軟性の評価＞ (1) 処理方法 市販の木綿タオル２kg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（30Ｌ洗濯機）し、タオルについていた繊維処理剤
を除去した後、表１の柔軟仕上げ剤組成物を10mL投入
し、25℃、１分間撹拌下で処理した。(C) Component C-1: RO- (CH 2 CH 2 O) n -H (R = C 12 H 25 , n = 15) C-2: RO- (CH 2 CH 2 O) n- H (R = C 12 H 25 , n = 20) C-3: RO- (CH 2 CH 2 O) n -H (R = C 12 H 25 , n = 50) C-4: RO- (CH 2 CH 2 O) n -H (R = cocoalkyl group, n = 20) C-5: RO- (CH 2 CH 2 O) n -H (R = oleyl group, n = 50) <Evaluation of flexibility> ( 1) Treatment method 2 kg of a commercially available cotton towel was repeatedly washed five times with a commercial detergent attack (manufactured by Kao Corporation, registered trademark) in 3.5 ° DH hard water (30 L washing machine) to remove the fiber treatment agent attached to the towel. Thereafter, 10 mL of the softener composition shown in Table 1 was charged, and the mixture was treated at 25 ° C. for 1 minute with stirring.
【００２２】(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
柔軟性の評価を行った。柔軟性の評価は、ジ硬化牛脂ア
ルキルジメチルアンモニウムクロライド15重量％からな
る柔軟仕上げ剤10mLで処理した布を対照にして一対比較
を行い、下記の基準で評価した。(2) Evaluation method The cloth treated by the above method was air-dried in a room and then subjected to 25 ° C. and 65% RH.
In a constant temperature and humidity room for 24 hours. These fabrics were evaluated for flexibility. The evaluation of the softness was performed by comparing the fabric treated with 10 mL of the soft finish comprising 15% by weight of di-hardened tallow alkyldimethylammonium chloride as a control, and evaluated according to the following criteria.
【００２３】２：対照より柔らかい １：対照よりやや柔らかい ０：対照と同じ −１：対照の方がやや柔らかい −２：対照の方が柔らかい ＜保存安定性の評価＞表１の柔軟仕上げ剤組成物を密閉
し、40℃にて20日間保存し、密閉状態での外観を観察し
た。2: Softer than control 1: Slightly softer than control 0: Same as control -1: Slightly softer than control -2: Softer than control <Evaluation of storage stability> Softener composition in Table 1 The product was sealed and stored at 40 ° C. for 20 days, and the appearance in a sealed state was observed.
【００２４】[0024]
【表１】 [Table 1]
【００２５】注） *：(B) 成分に対する当量 表１から明らかなように、本発明の液体柔軟仕上げ剤組
成物は、いずれも柔軟性が良好で、長期保存しても経時
的な変化がほとんどなく、保存安定性も良好であった。Note) *: Equivalent to component (B) As is clear from Table 1, all of the liquid softener compositions of the present invention have good flexibility and change with time even after long-term storage. There was almost no storage stability.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 大田和 康規 和歌山県和歌山市湊1334 花王株式会社研 究所内 Ｆターム(参考） 4L033 AC02 AC15 BA21 BA45 BA71 BA85 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Kazunori Ota 1334 Minato, Wakayama City, Wakayama Prefecture F-term in Kao Corporation Research Institute 4L033 AC02 AC15 BA21 BA45 BA71 BA85
Claims (3)
(A) 成分と(B) 成分の重量比が、 (A)／(B) ＝１／３〜
３／１であり、(C) 成分の含有量が0.1 〜10重量％であ
る柔軟仕上げ剤組成物。 (A) 炭素数８〜22の脂肪酸のグリセリンエステル (B) 一般式（Ｉ）で表されるアミドアミン又は一般式
（II）で表されるエステルアミンあるいはそれらの塩 【化１】 （式中、R は炭素数８〜22の脂肪酸からカルボキシル基
を除いた残基を示す。） (C) 非イオン界面活性剤Claims (1) It comprises the following components (A), (B) and (C),
When the weight ratio of the component (A) to the component (B) is (A) / (B) = 1/3 to
3/1, wherein the content of the component (C) is 0.1 to 10% by weight. (A) a glycerin ester of a fatty acid having 8 to 22 carbon atoms; (B) an amidoamine represented by the general formula (I), an esteramine represented by the general formula (II), or a salt thereof: (In the formula, R represents a residue obtained by removing a carboxyl group from a fatty acid having 8 to 22 carbon atoms.) (C) Nonionic surfactant
脂肪族アルコール１モルに平均８〜100 モルのエチレン
オキシドが付加したものである請求項１記載の柔軟仕上
げ剤組成物。2. The softener composition according to claim 1, wherein the nonionic surfactant is an aliphatic alcohol having 8 to 22 carbon atoms and an average of 8 to 100 moles of ethylene oxide added thereto.
ミドアミンの塩酸塩又は硫酸塩であり、中和度が0.9 〜
1.5 である請求項１又は２記載の柔軟仕上げ剤組成物。3. The component (B) is a hydrochloride or sulfate of an amidoamine represented by the general formula (I), and has a degree of neutralization of 0.9 to 0.9.
The softener composition according to claim 1 or 2, which has a ratio of 1.5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32037598A JP3819164B2 (en) | 1998-11-11 | 1998-11-11 | Softener composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32037598A JP3819164B2 (en) | 1998-11-11 | 1998-11-11 | Softener composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2000144573A true JP2000144573A (en) | 2000-05-26 |
| JP3819164B2 JP3819164B2 (en) | 2006-09-06 |
Family
ID=18120780
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32037598A Expired - Fee Related JP3819164B2 (en) | 1998-11-11 | 1998-11-11 | Softener composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3819164B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009041158A (en) * | 2007-08-10 | 2009-02-26 | Nof Corp | Softener for paper |
-
1998
- 1998-11-11 JP JP32037598A patent/JP3819164B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009041158A (en) * | 2007-08-10 | 2009-02-26 | Nof Corp | Softener for paper |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3819164B2 (en) | 2006-09-06 |
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