JPH0718572A - Liquid softening agent composition - Google Patents
Liquid softening agent compositionInfo
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- JPH0718572A JPH0718572A JP18888893A JP18888893A JPH0718572A JP H0718572 A JPH0718572 A JP H0718572A JP 18888893 A JP18888893 A JP 18888893A JP 18888893 A JP18888893 A JP 18888893A JP H0718572 A JPH0718572 A JP H0718572A
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- acid
- softening agent
- agent composition
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Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、繊維や衣料に柔軟性を
付与する為の柔軟剤組成物に関し、水不溶性で、分子中
にエステル結合を少なくとも１個以上有する柔軟基剤を
含有する液体柔軟剤組成物において、保存安定性、特に
保存後のベース臭の発生を改善した柔軟剤組成物に関す
る。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a softener composition for imparting flexibility to fibers and clothing, which is water-insoluble and contains a soft base having at least one ester bond in the molecule. In a softener composition, the present invention relates to a softener composition having improved storage stability, particularly generation of a base odor after storage.
【０００２】[0002]
【従来の技術】従来、洗濯後の衣料に柔軟性を付与する
為に、水不溶性で、分子中にエステル結合を少なくとも
１個以上有する柔軟基剤を含有する液体柔軟剤が提案さ
れている。しかし、この柔軟基剤は、保存安定性、特に
保存後にベース臭が発生し、香料でのマスキングでも及
ばなくなり、商品価値上問題があつた。そこで、保存安
定性、特に保存後のベース臭の発生が抑制された柔軟剤
の開発が望まれている。2. Description of the Related Art Conventionally, in order to impart flexibility to clothes after washing, a liquid softener which is water-insoluble and contains a soft base having at least one ester bond in the molecule has been proposed. However, this soft base has a problem in terms of commercial value since it has a storage stability, particularly a base odor is generated after storage and masking with a fragrance is not sufficient. Therefore, it has been desired to develop a softening agent that is stable in storage, and in particular, is suppressed in generation of a base odor after storage.
【０００３】[0003]
【発明が解決しようとする課題】本発明は、洗濯後の衣
料に柔軟性を付与すると同時に、保存安定性、特に保存
後のベース臭の発生が抑制された柔軟剤組成物を提供す
るものである。DISCLOSURE OF THE INVENTION The present invention provides a softener composition which imparts flexibility to clothes after washing and at the same time suppresses storage stability, particularly generation of a base odor after storage. is there.
【０００４】[0004]
【課題を解決するための手段】本発明の柔軟剤組成物
は、以下の（Ａ）及び（Ｂ）成分を、（Ａ）成分に対す
る（Ｂ）成分の配合量が０．１〜５００ｐｐｍの範囲で
含有し、且つｐＨが２．０〜５．０であることを特徴と
する。 （Ａ） 水不溶性で、分子中にエステル結合を少なくと
も１個以上有する柔軟基剤。 （Ｂ） アミノカルボン酸類、無機リン化合物、ポリホ
スホン酸類、有機リン酸類及び２，６−ジ−ｔｅｒｔ−
ブチル−４−メチルフェノールから選ばれる１種又は２
種以上の化合物。The softener composition of the present invention comprises the following components (A) and (B) in which the amount of the component (B) to the component (A) is 0.1 to 500 ppm. And the pH is 2.0 to 5.0. (A) A water-insoluble flexible base having at least one ester bond in the molecule. (B) Aminocarboxylic acids, inorganic phosphorus compounds, polyphosphonic acids, organic phosphoric acids and 2,6-di-tert-
1 or 2 selected from butyl-4-methylphenol
More than one compound.
【０００５】[0005]
【発明の実施態様】本発明の（Ａ）成分としては、水不
溶性で、分子中にエステル結合を少なくとも１個以上有
する柔軟基剤が用いられる。（Ａ）成分の柔軟基剤の具
体例としては、アミン化合物の中和物、アミン化合物の
４級化物などが用いられ、アミンの具体例としては、以
下の化１の一般式（Ｉ）又は（II）に示したものを例示
できる。BEST MODE FOR CARRYING OUT THE INVENTION As the component (A) of the present invention, a water-insoluble flexible base having at least one ester bond in the molecule is used. Specific examples of the soft base of the component (A) include neutralized products of amine compounds and quaternized products of amine compounds. Specific examples of amines include the general formula (I) of the following chemical formula 1 or Examples are those shown in (II).
【０００６】[0006]
【化１】 上記Ｒ1,Ｒ2，Ｒ3，Ｒ4，Ｒ5はそれぞれ同一でも異なっ
てもよく、アルキル基またはアルケニル基を示す。但
し、Ｒ1，Ｒ2，Ｒ3 の少なくとも１つ、あるいはＲ4，
Ｒ5のいずれか１つは、エステル結合で遮断されてい
る。また、これらアルキル基またはアルケニル基は、化
２に示した官能基によって置換あるいは遮断されていて
もよい。[Chemical 1] The above R 1 , R 2 , R 3 , R 4 and R 5 may be the same or different and each represents an alkyl group or an alkenyl group. However, at least one of R 1 , R 2 and R 3 , or R 4 ,
Any one of R 5 is blocked by an ester bond. Further, these alkyl groups or alkenyl groups may be substituted or blocked by the functional group shown in Chemical formula 2.
【０００７】[0007]
【化２】 [Chemical 2]
【０００８】上記のうち、アルキル基またはアルケニル
基がカルボニル基（−ＣＯ−）で遮断された基、例えば
Ｒ−ＣＯＯ−(ＣＨ2)n−またはＲ−ＣＯＮＨ−(ＣＨ2)n
−（Ｒ＝炭素数１〜２４のアルキル基またはアルケニル
基、ｎ＝１〜４）はヒドロカルボル基とも呼ばれてい
る。上記一般式（Ｉ）で示されるアミン化合物の具体例
としては、以下の化３、化４に示した式（Ｉ−１〜Ｉ−
８）の化合物が挙げられる。上記（Ａ）成分のアミン
は、長鎖脂肪族基を１〜３個有することが好ましい。長
鎖脂肪族基がアルキル基またはアルケニル基である場合
は１２〜２４が好ましく、Ｒ−ＣＯＯ(ＣＨ2)n−のよう
にエステル基等で中断されている場合は、中断基を含む
脂肪族残基（ＲＣＯＯ−）の炭素数は１２〜２４が好ま
しい。長鎖脂肪族基の炭素数（アルキル、アルケニル、
ＲＣＯＯ−等）の炭素数が２５以上になると、（Ｂ）成
分を配合してもベース臭を抑えることが困難となり好ま
しくない。[0008] Among the above, the group alkyl or alkenyl group is interrupted with a carbonyl group (-CO-), for example, R-COO- (CH 2) n- or R-CONH- (CH 2) n
-(R = alkyl or alkenyl group having 1 to 24 carbon atoms, n = 1 to 4) is also called a hydrocarbol group. Specific examples of the amine compound represented by the general formula (I) include compounds represented by the following chemical formulas (3) and (4) (I-1 to I-).
The compound of 8) is mentioned. The amine as the component (A) preferably has 1 to 3 long-chain aliphatic groups. When the long-chain aliphatic group is an alkyl group or an alkenyl group, it is preferably 12 to 24, and when it is interrupted by an ester group such as R-COO (CH 2 ) n-, an aliphatic group containing an interrupting group The residue (RCOO-) preferably has 12 to 24 carbon atoms. Carbon number of long chain aliphatic group (alkyl, alkenyl,
When the carbon number of (RCOO-, etc.) is 25 or more, it is difficult to suppress the base odor even if the component (B) is blended, which is not preferable.
【０００９】[0009]
【化３】 [Chemical 3]
【００１０】[0010]
【化４】 [Chemical 4]
【００１１】上記一般式（II）の化合物の具体例として
は、以下の化５の式（II−１〜II−５に示したアミン化
合物が挙げられる。Specific examples of the compound represented by the general formula (II) include amine compounds represented by the following formula (II-1 to II-5).
【化５】 [Chemical 5]
【００１２】以上のアミン化合物は、中和物の形で、あ
るいは４級化物の形で本発明の柔軟基剤として使用でき
る。中和は、通常の酸により行われ、酸としては塩酸、
硫酸、リン酸等の無機酸や安息香酸、クエン酸、リンゴ
酸、コハク酸、高分子アクリル酸等を挙げることができ
る。また、これらのアミン化合物の４級化には、通常用
いられる４級化剤が用いられ、具体的にはメチルクロラ
イド、ジメチル硫酸、ジエチル硫酸、エピクロロヒドリ
ン等が挙げられる。また、（Ａ）成分の柔軟基剤は、長
鎖脂肪族基を１〜３個有することが好ましいが、この長
鎖脂肪族基の炭素数が２５を超えるといわゆるベース臭
が強くなり、本発明の（Ｂ）成分を配合してもベース臭
を抑制することが困難となる。したがって、柔軟基剤が
有する長鎖脂肪族基の炭素数は２５以下が好ましい。
（Ａ）成分の柔軟基剤は、本発明の液体柔軟剤組成物中
に３〜３０重量％配合するのが好適であり、好ましくは
５〜１５重量％配合される。The above amine compounds can be used as the softening base of the present invention in the form of a neutralized product or in the form of a quaternized product. Neutralization is performed with a normal acid, and the acid is hydrochloric acid,
Examples thereof include inorganic acids such as sulfuric acid and phosphoric acid, benzoic acid, citric acid, malic acid, succinic acid, and polymeric acrylic acid. For the quaternization of these amine compounds, a commonly used quaternization agent is used, and specific examples thereof include methyl chloride, dimethylsulfate, diethylsulfate and epichlorohydrin. Further, the soft base of the component (A) preferably has 1 to 3 long chain aliphatic groups, but when the carbon number of the long chain aliphatic groups exceeds 25, the so-called base odor becomes strong, Even if the component (B) of the invention is blended, it becomes difficult to suppress the base odor. Therefore, it is preferable that the long-chain aliphatic group in the soft base has 25 or less carbon atoms.
The softening agent as the component (A) is preferably added in the liquid softening agent composition of the present invention in an amount of 3 to 30% by weight, preferably 5 to 15% by weight.
【００１３】本発明の（Ｂ）成分としては、エチレンジ
アミン四酢酸塩、ジエチレントリアミン五酢酸塩などに
代表されるアミノカルボン酸類、トリポリリン酸塩、ピ
ロリン酸塩に代表される無機リン化合物、１−ヒドロキ
シエタン−１，１−ジホスホン酸塩や下記化６の一般式
（III）〜（VI）で示される化合物に代表されるポリホ
スホン酸類、フィチン酸に代表される有機リン酸類及び
２，６−ジ−ｔｅｒｔ−ブチル−４−メチルフェノール
等が挙げられ、これらは遊離の酸として配合しても、塩
として配合してもよい。As the component (B) of the present invention, aminocarboxylic acids represented by ethylenediaminetetraacetate, diethylenetriaminepentaacetate and the like, inorganic phosphorus compounds represented by tripolyphosphate and pyrophosphate, 1-hydroxyethane Polyphosphonic acids represented by -1,1-diphosphonate and compounds represented by the following general formulas (III) to (VI), organic phosphoric acids represented by phytic acid, and 2,6-di-tert. -Butyl-4-methylphenol and the like can be mentioned, and these may be added as a free acid or as a salt.
【００１４】[0014]
【化６】 （式中、ｍは２〜６、ｎは１〜２を示す。）[Chemical 6] (In formula, m shows 2-6 and n shows 1-2.)
【００１５】（Ｂ）成分の化合物は、本発明の柔軟剤組
成物中に（Ａ）成分に対して０．１〜５００ｐｐｍ、好
ましくは０．５〜２００ｐｐｍの範囲で配合される。こ
の配合量が０．１ｐｐｍ未満では、ベース臭発生を抑制
効果が乏しい。また、５００ｐｐｍを越えると、柔軟剤
組成物の経時安定性、特に増粘に悪影響を及ぼすので好
ましくない。また、本発明の組成物は、（Ａ）成分のエ
ステル結合を切断する加水分解を生じないｐＨである２
〜５の範囲とすることが重要であり、特にｐＨ２未満で
は、香料自身の劣化が激しく起こり好ましくない。The compound as the component (B) is added to the softener composition of the present invention in an amount of 0.1 to 500 ppm, preferably 0.5 to 200 ppm, relative to the component (A). If this amount is less than 0.1 ppm, the effect of suppressing the generation of base odor is poor. On the other hand, if it exceeds 500 ppm, the stability of the softening agent composition over time, particularly the thickening, is adversely affected, which is not preferable. In addition, the composition of the present invention has a pH that does not cause hydrolysis to cleave the ester bond of the component (A).
It is important to set it in the range of from 5 to 5, and particularly at a pH of less than 2, the fragrance itself is severely deteriorated, which is not preferable.
【００１６】本発明の柔軟剤組成物には、上記成分以外
にその他任意成分として、通常柔軟剤組成物に配合され
る公知の成分を本発明の効果を妨げない範囲で配合する
ことができる。任意成分としては、例えば、ジ長鎖アル
キルジ短鎖アルキル第４級アンモニウム塩、ステアリン
酸等の高級脂肪酸、２−エチルヘキサン酸とグリセリン
またはペンタエリスリトールとの部分エステル化物や、
高級脂肪酸、高級アルコールまたはモノアルキルアミン
のアルキレンオキシド付加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、塩化マグネ
シウム、塩化カリウム等の水溶性塩、エチルアルコー
ル、イソプロピルアルコール、エチレングリコール、プ
ロピレングリコール、イソプロピレングリコール、ヘキ
シレングリコール等の溶剤、尿素、殺菌剤、酸化防止
剤、染料、顔料、シリコーン類、炭化水素、セルロース
誘導体、紫外線吸収剤、蛍光増白剤、香料等が挙げられ
る。In addition to the above-mentioned components, the softener composition of the present invention may contain, as other optional components, known components which are usually added to the softener composition, within a range that does not impair the effects of the present invention. As the optional component, for example, a di long chain alkyl di short chain alkyl quaternary ammonium salt, a higher fatty acid such as stearic acid, a partial esterification product of 2-ethylhexanoic acid and glycerin or pentaerythritol,
Nonionic surfactants such as higher fatty acids, higher alcohols or alkylene oxide adducts of monoalkylamines,
Salts, water-soluble salts such as ammonium chloride, calcium chloride, magnesium chloride, potassium chloride, solvents such as ethyl alcohol, isopropyl alcohol, ethylene glycol, propylene glycol, isopropylene glycol, hexylene glycol, urea, bactericides, antioxidants , Dyes, pigments, silicones, hydrocarbons, cellulose derivatives, ultraviolet absorbers, optical brighteners, and fragrances.
【００１７】[0017]
【発明の効果】本発明によれば、（Ａ）水不溶性で、分
子中にエステル結合を少なくとも１個以上有する柔軟基
剤と、（Ｂ）アミノカルボン酸類、無機リン化合物、ポ
リホスホン酸類、有機リン酸類及び２，６−ｔｅｒｔ−
ブチル−４−メチルフェノールから選ばれる１種又は２
種以上の化合物を特定量含有し、且つ特定のｐＨに調整
して液体柔軟剤とすることにより、洗濯後の衣料に対す
る柔軟性を付与すると同時に保存安定性、特に保存後の
ベース臭の発生を抑制することができる。According to the present invention, (A) a water-insoluble soft base having at least one ester bond in the molecule, and (B) an aminocarboxylic acid, an inorganic phosphorus compound, a polyphosphonic acid, an organic phosphorus. Acids and 2,6-tert-
1 or 2 selected from butyl-4-methylphenol
By containing a specific amount of at least one compound and adjusting it to a specific pH to make it a liquid softener, it imparts flexibility to clothes after washing and at the same time storage stability, especially generation of a base odor after storage. Can be suppressed.
【００１８】[0018]
【実施例】以下、実施例により本発明をさらに詳細に説
明するが、それに先立つて実施例で採用した評価方法を
説明する。EXAMPLES The present invention will be described in more detail with reference to examples below, but prior to that, the evaluation methods adopted in the examples will be described.
【００１９】（１）ベース臭抑制評価方法 柔軟剤組成物を１００ｍｌのガラス瓶に充填し、５０℃
恒温槽に保存し、１ヶ月後のベース臭発生度合を５℃保
存品を対照とし、専門パネラーにより官能評価した。 評価基準 ○：ベース臭の発生が認められない。 △：わずかにベース臭の発生が認められない。 ×：ベース臭の発生が激しい。(1) Base odor suppression evaluation method A softener composition was filled in a 100 ml glass bottle and heated at 50 ° C.
The product was stored in a constant temperature bath, and the degree of occurrence of the base odor after 1 month was sensory-evaluated by a specialized panelist using the product stored at 5 ° C as a control. Evaluation Criteria: No generation of base odor is observed. Δ: Slight generation of base odor is not observed. X: Base odor is intensely generated.
【００２０】実施例１〜１０、比較例１〜４ 以下表１〜表４に示した（Ａ）成分と（Ｂ）成分とを用
い、表５に示した柔軟基剤を含有する柔軟剤組成物を調
製してベース臭抑制効果を評価し、その結果を表５に示
した。Examples 1 to 10 and Comparative Examples 1 to 4 Softener compositions containing the softening agent shown in Table 5 using the components (A) and (B) shown in Tables 1 to 4 below. The product was prepared and the base odor suppressing effect was evaluated, and the results are shown in Table 5.
【００２１】[0021]
【表１】 [Table 1]
【００２２】[0022]
【表２】 [Table 2]
【００２３】[0023]
【表３】 [Table 3]
【００２４】[0024]
【表４】表４：（Ｂ）成分 Ｂ−１ １−ヒドロキシエタン−１，１−ジホスホン酸 Ｂ−２ ２，６−ジ−ｔｅｒｔ−ブチル−４−メチルフェノール Ｂ−３ エチレンジアミン四酢酸ナトリウム Ｂ−４ トリポリリン酸ナトリウム Ｂ−５ フィチン酸 Ｂ−６ Ｂ−１／Ｂ−２＝１／１５の混合物（重量比） Ｂ−７ Ｂ−２／Ｂ−３＝１／１の混合物 （重量比） Ｂ−８ Ｂ−２／Ｂ−４＝１／１の混合物 （重量比） Ｂ−９ Ｂ−２／Ｂ−５＝１０／１の混合物（重量比） Table 4: (B) Component B-1 1-hydroxyethane-1,1-diphosphonic acid B-2 2,6-di-tert-butyl-4-methylphenol B-3 Sodium ethylenediaminetetraacetate B -4 Sodium tripolyphosphate B-5 Phytic acid B-6 B-1 / B-2 = 1/15 mixture (weight ratio) B-7 B-2 / B-3 = 1/1 mixture (weight ratio) B-8 B-2 / B-4 = 1/1 mixture (weight ratio) B-9 B-2 / B-5 = 10/1 mixture (weight ratio)
【００２５】[0025]
【表５】表５：評価結果 Ａ成分 Ｂ成分 評価結果 化合物 配合量 化合物 配合量 ｐＨ ベース臭 (wt％) (対Ａ成分)(ppm) 抑制 比較例１ Ａ−１ 15.0 − − 3.0 × 比較例２ Ａ−９ 15.0 − − 3.0 × 実施例１ Ａ−１ 15.0 Ｂ−１ 5 3.0 ○ 実施例２ Ａ−１ 15.0 Ｂ−２ 20 3.0 ○〜△ 実施例３ Ａ−３ 15.0 Ｂ−６ 20 3.0 ○ 実施例４ Ａ−２ 15.0 Ｂ−７ 100 2.5 ○〜△ 実施例５ Ａ−３ 15.0 Ｂ−８ 50 3.5 ○〜△ 実施例６ Ａ−４ 15.0 Ｂ−９ 30 4.0 ○〜△ 実施例７ Ａ−７ 15.0 Ｂ−６ 30 3.0 ○ 実施例８ Ａ−９ 15.0 Ｂ−６ 10 3.0 ○ 実施例９ Ａ−１ 5.0 Ｂ−２ 200 3.0 ○〜△ 実施例10 Ａ−６ 5.0 Ｂ−６ 100 2.5 ○ 比較例３ Ａ−１ 15.0 Ｂ−６ 20 1.5 × 比較例４ Ａ−３ 15.0 Ｂ−２ 100 7.0 × [Table 5] Table 5: Evaluation results Component A Component B evaluation results Compound compounding amount Compound compounding amount pH-based odor (wt%) (Component A) (ppm) Suppression Comparative Example 1 A-1 15.0 − − 3.0 × Comparative Example 2 A-9 15.0 − − 3.0 × Example 1 A-1 15.0 B-1 5 3.0 ○ Example 2 A-1 15.0 B-2 20 3.0 ○ ~ △ Example 3 A-3 15.0 B-6 20 3.0 ○ Example 4 A-2 15.0 B-7 100 2.5 ○ ~ △ Example 5 A-3 15.0 B-8 50 3.5 ○ ~ △ Example 6 A-4 15.0 B-9 30 4.0 ○ to △ Example 7 A-7 15.0 B-6 30 3.0 ○ Example 8 A-9 15.0 B-6 10 3.0 ○ Example 9 A-1 5.0 B-2 200 3.0 ○ to △ Example 10 A-6 5.0 B-6 100 2.5 ○ Comparative Example 3 A-1 15.0 B-6 20 1.5 × Comparative Example 4 A-3 15.0 B-2 100 7.0 ×
Claims (1)
結合を少なくとも１個以上有する柔軟基剤と、 （Ｂ） アミノカルボン酸類、無機リン化合物、ポリホ
スホン酸類、有機リン酸類及び２，６−ジ−ｔｅｒｔ−
ブチル−４−メチルフェノールから選ばれる１種又は２
種以上の化合物とを含有し、（Ａ）成分に対する（Ｂ）
成分の配合量が０．１〜５００ｐｐｍの範囲であり、且
つｐＨが２．０〜５．０であることを特徴とする液体柔
軟剤組成物。1. A flexible base which is water-insoluble and has at least one ester bond in the molecule, and (B) an aminocarboxylic acid, an inorganic phosphorus compound, a polyphosphonic acid, an organic phosphoric acid and 2,6- The-tert-
1 or 2 selected from butyl-4-methylphenol
(B) for the component (A) containing at least one compound
A liquid softener composition, wherein the blending amount of the components is in the range of 0.1 to 500 ppm and the pH is 2.0 to 5.0.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18888893A JP3279397B2 (en) | 1993-06-30 | 1993-06-30 | Liquid softener composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18888893A JP3279397B2 (en) | 1993-06-30 | 1993-06-30 | Liquid softener composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0718572A true JPH0718572A (en) | 1995-01-20 |
| JP3279397B2 JP3279397B2 (en) | 2002-04-30 |
Family
ID=16231644
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18888893A Expired - Lifetime JP3279397B2 (en) | 1993-06-30 | 1993-06-30 | Liquid softener composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3279397B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002167366A (en) * | 2000-11-29 | 2002-06-11 | Lion Corp | Cationic surface active agent and its producing method |
| JP2011137256A (en) * | 2009-12-28 | 2011-07-14 | Lion Corp | Article for use in treating textile product |
| KR20180122327A (en) | 2016-03-24 | 2018-11-12 | 라이온 가부시키가이샤 | Liquid softener composition |
-
1993
- 1993-06-30 JP JP18888893A patent/JP3279397B2/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002167366A (en) * | 2000-11-29 | 2002-06-11 | Lion Corp | Cationic surface active agent and its producing method |
| JP2011137256A (en) * | 2009-12-28 | 2011-07-14 | Lion Corp | Article for use in treating textile product |
| KR20180122327A (en) | 2016-03-24 | 2018-11-12 | 라이온 가부시키가이샤 | Liquid softener composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3279397B2 (en) | 2002-04-30 |
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