JP3819164B2 - Softener composition - Google Patents

Description

【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
【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。
【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。
【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。
【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。
【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。
【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。
【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。
【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。
【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。
【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。
【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。
【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
【００２０】
【化３】

【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。
【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。
【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。
【００２４】
【表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。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a softener composition.
[0002]
[Prior art and problems to be solved by the invention]
Most of the products marketed as fabric softeners are compositions containing a quaternary ammonium salt having two long-chain alkyl groups in one molecule represented by di (long-chain alkyl) dimethylammonium chloride. is there.
[0003]
However, the quaternary ammonium salt has a problem that most of the quaternary ammonium salt accumulates without being biodegraded when it is released into nature such as a river. As an improved product of such problems, Japanese Patent Application Laid-Open No. 7-268773 proposes a softening agent composition containing a fatty acid ester such as glycerin or diglycerin and a mono long chain alkyl amine. However, when this composition is stored for a long period of time, it may be separated at a particularly high temperature, which is not satisfactory as a household softener composition.
[0004]
Accordingly, an object of the present invention is to provide a softener composition that is excellent in flexibility, biodegradability, and long-term storage stability at high temperatures.
[0005]
[Means for Solving the Problems]
The present invention contains the following components (A), (B) and (C), and the weight ratio of the components (A) and (B) is (A) / (B) = 1/3 to 3/1. And a softener composition having a content of the component (C) of 0.1 to 10% by weight.
(A) Glycerin ester of fatty acids having 8 to 22 carbon atoms
(B) Amidoamine represented by general formula (I), ester amine represented by general formula (II) or a salt thereof
[Chemical 2]

[0007]
(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
DETAILED DESCRIPTION OF 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 an oil. Examples of fatty acids include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, coconut oil fatty acid, palm fatty acid, beef tallow fatty acid, hardened beef tallow fatty acid, rapeseed fatty acid and mixtures thereof.
[0009]
The degree of esterification of glycerin (the number of moles of fatty acid bonded to 1 mol of glycerin) is in the range of 1.0 to 2.5, showing good softening performance, more preferably 1.0 to 1.9, and even more preferably 1.25 to 1.8.
[0010]
Among the components (B) of the present invention, the amidoamine represented by the general formula (I) is obtained by reacting N, N-dimethylaminopropylamine with a fatty acid having 8 to 22 carbon atoms, a lower alkyl ester thereof or an oil or fat. be able to. Examples of the fatty acid include those similar to those described above, such as caprylic acid.
The ester amine represented by the general formula (II) can be obtained by a reaction of N, N-dimethylaminoethanol with a fatty acid having 8 to 22 carbon atoms, a lower alkyl ester thereof, or an oil. Examples of the fatty acid include those similar to those described above, such as caprylic acid.
Component (B) can be used alone or in admixture of two or more, but amidoamines represented by general formula (I) are preferred.
[0011]
The component (B) of the present invention is preferably used by neutralizing part or all of the amine represented by the 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, organic acids such as acetic acid, glycolic acid, citric acid and lactic acid are used, and hydrochloric acid and sulfuric acid are particularly preferable. Neutralization is preferably carried out using 0.9 to 1.5 equivalents of acid to the amine from the viewpoints of softness and stability of the glycerin ester of fatty acid (A).
[0012]
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, and shows good flexibility performance, and further 2/3 to 3/2. Is preferred. The total content of the component (A) and the component (B) in the composition of the present invention is preferably 3 to 40% by weight, more preferably 4 to 30% by weight, and particularly preferably 5 to 20% by weight.
[0013]
The preferred nonionic surfactant of the component (C) of the present invention is one obtained by adding an average of 8 to 100 moles of ethylene oxide to 1 mole of an aliphatic alcohol having 8 to 22 carbon atoms, particularly 12 to 60 moles. Those added with ethylene oxide are preferred. The content of the component (C) in the composition of the present invention is 0.1 to 10% by weight, preferably 0.1 to 7% by weight, from the viewpoint of improving the stability of the soft finish at high temperature.
[0014]
The softener composition of the present invention is prepared by, for example, mixing a melt or concentrated liquid of the component (A), the component (B) and the component (C) with stirring or shear mixing into an aqueous solution containing a neutralizing agent (acid). It can be obtained by slowly adding. Moreover, it can obtain also by methods, such as manufacturing a neutralized material previously or adding a neutralizing agent afterwards.
[0015]
The softener composition of the present invention is further modified with dimethylpolysiloxane, silicone compounds such as dimethylpolysiloxane partially modified with amino groups or polyoxyalkylene groups, particularly preferably partially modified with polyoxyalkylene groups. By adding dimethylpolysiloxane, the touch of the soft-treated clothes can be improved without impairing the water absorption. These silicone compounds are preferably blended in an amount of 0.3 to 5% by weight based on the total weight of the component (A) and the component (B).
[0016]
The softener composition of the present invention is highly stable against long-term storage, but for further stabilization under severe storage conditions, solvents such as ethanol, ethylene glycol, propylene glycol, glycerin, urea, etc. Can be blended. Moreover, you may use together known ester, a cation compound, a long chain fatty acid, etc. as a soft base. It is also possible to add pigments or dyes for the appearance of the product, fluorescent brighteners for the whiteness of the finished product, and fragrances to improve the taste during and after use.
[0017]
【The invention's effect】
The softener composition of the present invention gives sufficient flexibility to various fibers, the product has good storage stability at high temperatures, and is excellent in biodegradability.
[0018]
【Example】
Examples 1-14 and Comparative Examples 1-5
A softener composition was prepared using the following components (A), (B) and (C) in the amounts shown in Table 1. These softener compositions were evaluated for softness and storage stability by the following methods. The results are shown in Table 1.
[0019]
(A) Ingredient
A-1: Hardened tallow fatty acid glycerin 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 (Esterification degree 1.6)
A-4: Hardened tallow fatty acid glycerin ester (degree of esterification 2.0)
(B) Ingredient [0020]
[Chemical 3]

[0021]
(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 = coconut alkyl 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 commercially available cotton towel was washed 5 times with a commercial detergent attack (registered trademark, Kao Co., Ltd.) in 3.5 ° DH hard water to remove the fiber treatment agent attached to the towel. After that, 10 mL of the softening finish composition shown in Table 1 was added and treated under stirring at 25 ° C. for 1 minute.
[0022]
(2) Evaluation method The cloth treated by the above method was air-dried indoors, and then allowed to stand in a constant temperature and humidity chamber at 25 ° C. and 65% RH for 24 hours. These fabrics were evaluated for flexibility.
The softness was evaluated based on the following criteria by comparing a pair of fabrics treated with 10 mL of a soft finish comprising 15% by weight of di-cured tallow alkyldimethylammonium chloride as a control.
[0023]
2: Softer than the control 1: Slightly softer than the control 0: Same as the control -1: The control is slightly softer -2: The control is softer <Evaluation of storage stability>
The softener composition of Table 1 was sealed and stored at 40 ° C. for 20 days, and the appearance in a sealed state was observed.
[0024]
[Table 1]

[0025]
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 have little change over time even when stored for a long time. The property was also good.

Claims (2)

The following (A), (B) and (C) components are contained, and the weight ratio of the (A) component and the (B) component is (A) / (B) = 1/3 to 3/1, C) A softener composition having a component content of 0.1 to 10% by weight.
(A) Glycerin ester of fatty acids having 8 to 22 carbon atoms
(B) Amidoamine represented by general formula (I) or ester amine represented by 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) A nonionic surfactant having an average of 8 to 100 moles of ethylene oxide added to 1 mole of an aliphatic alcohol having 8 to 22 carbon atoms Component (B) is a general formula hydrochloride or sulfate of amidoamine represented by the formula (I), the degree of neutralization fabric softener composition of claim 1 wherein from 0.9 to 1.5.