JPH04333668A - Softening and finishing agent - Google Patents
Softening and finishing agentInfo
- Publication number
- JPH04333668A JPH04333668A JP713591A JP713591A JPH04333668A JP H04333668 A JPH04333668 A JP H04333668A JP 713591 A JP713591 A JP 713591A JP 713591 A JP713591 A JP 713591A JP H04333668 A JPH04333668 A JP H04333668A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- component
- softening
- dimethylpolysiloxane
- finishing agent
- 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
Links
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
【0001】0001
【産業上の利用分野】本発明は、柔軟仕上剤に関し、詳
しくは各種の繊維に対して、優れた柔軟性及び弾力性(
ふっくら感)を付与できる液体柔軟仕上剤に関するもの
である。[Industrial Application Field] The present invention relates to a fabric softener, and more specifically, the present invention relates to a fabric softener that has excellent flexibility and elasticity (
The present invention relates to a liquid fabric softener that can impart a fluffy feel.
【0002】0002
【従来の技術及び発明が解決しようとする課題】現在、
家庭用柔軟仕上剤として市販されている商品は殆どが1
分子中に1〜2個の長鎖アルキル基を有する第4級アン
モニウム塩を主成分とした組成物である。この理由とし
ては第4級アンモニウム塩は少量で各種繊維に対して良
好な柔軟効果を有するからである。[Prior art and problems to be solved by the invention] Currently,
Most products on the market as household fabric softeners are 1
It is a composition whose main component is a quaternary ammonium salt having 1 to 2 long-chain alkyl groups in the molecule. The reason for this is that a small amount of quaternary ammonium salt has a good softening effect on various fibers.
【0003】上記の第4級アンモニウム塩は、木綿類に
対しては著しい柔軟効果を有しているが、アクリル系、
ポリエステル系、ポリアミド系などの合成繊維に対して
は効果が十分とは言い難く、更に高濃度で処理すると衣
料の弾力性が低下し、風合いが損なわれてしまうことが
ある。また、長期保存をする場合は、特に低温で増粘し
たり、ゲル状になったり、分離したりするすることがあ
る。The above-mentioned quaternary ammonium salts have a remarkable softening effect on cotton, but on acrylic and
It is difficult to say that the effect is sufficient for synthetic fibers such as polyester and polyamide, and if treated at a higher concentration, the elasticity of clothing may decrease and the feel may be impaired. Furthermore, when stored for a long period of time, it may thicken, become gel-like, or separate, especially at low temperatures.
【0004】このため柔軟成分以外の各種のポリオキシ
アルキレン系の非イオン活性剤や電解質、溶剤を必要と
し、これらを配合して安定化を行なっているものが多い
が、未だ効果は充分でない。[0004] For this reason, various polyoxyalkylene-based nonionic activators, electrolytes, and solvents are required in addition to the softening component, and although many products are stabilized by blending these, the effects are not yet sufficient.
【0005】[0005]
【課題を解決するための手段】本発明者らは、上記欠点
を解決すべく鋭意研究の結果、本発明に至った。[Means for Solving the Problems] The present inventors have conducted intensive research to solve the above-mentioned drawbacks, and have arrived at the present invention.
【0006】すなわち本発明は、以下に示す(a) 成
分及び(b) 成分を必須とする水性分散物からなり、
(a) 成分及び(b) 成分の重量比が (a)/(
b) =1/9〜9/1である柔軟仕上剤を提供するも
のである。
(a) 成分:下記一般式(I) で表される化合物の
無機又は有機酸中和物。[0006] That is, the present invention consists of an aqueous dispersion essentially comprising the following components (a) and (b),
The weight ratio of component (a) and component (b) is (a)/(
b) = 1/9 to 9/1. (a) Component: An inorganic or organic acid neutralized product of a compound represented by the following general formula (I).
【0007】[0007]
【化5】[C5]
【0008】〔式中、R1, R2は炭素数11〜21
の飽和又は不飽和の直鎖又は分岐鎖のアルキル基又はア
ルケニル基を意味する。〕
(b) 成分:下記(b−1)及び/又は(b−2)(
b−1);下記一般式(II)で表される化合物。
(b−2);下記一般式(III) で表される化合物
。[In the formula, R1 and R2 have 11 to 21 carbon atoms
means a saturated or unsaturated straight-chain or branched alkyl group or alkenyl group. ] (b) Ingredients: (b-1) and/or (b-2) below (
b-1); A compound represented by the following general formula (II). (b-2); A compound represented by the following general formula (III).
【0009】[0009]
【化6】[C6]
【0010】0010
【化7】[C7]
【0011】〔式中、
R1, R2:上記と同じ
R3:メチル基、エチル基又はヒドロキシエチル基m:
2又は3
X:Cl、HOCH2CO2又は[In the formula, R1, R2: same as above R3: methyl group, ethyl group or hydroxyethyl group m:
2 or 3 X: Cl, HOCH2CO2 or
【0012】0012
【化8】[Chemical formula 8]
【0013】Y:Cl、CH3SO4又はC2H5SO
4 を意味する。〕。Y: Cl, CH3SO4 or C2H5SO
It means 4. ].
【0014】本発明の(a) 成分はヒドロキシエチル
エチレンジアミンと該当する脂肪酸又はそれらのメチル
エステル等のエステル類との縮合閉環反応で得られる(
I) 式の化合物を無機又は有機酸により中和して得る
ことができる。(I) 式の化合物を得る際に又は柔軟
剤として保存中に一部開環した化合物等の副生物が生成
するが、本発明の柔軟仕上剤には副生物が混入しても本
発明の効果を損なわない範囲であれば問題はない。Component (a) of the present invention is obtained by a condensation ring-closing reaction between hydroxyethylethylenediamine and the corresponding fatty acid or their esters such as methyl ester.
I) can be obtained by neutralizing a compound of formula with an inorganic or organic acid. (I) When obtaining the compound of formula (I) or during storage as a softener, by-products such as partially ring-opened compounds are produced. There is no problem as long as the effect is not impaired.
【0015】本発明のb−1成分は次のようにして得る
ことができる。ジエチレントリアミンと該当する脂肪酸
又は脂肪酸エステルとの環化縮合反応により得られるイ
ミダゾリン化合物を酸性条件下でエチレンオキシド又は
プロピレンオキシドを付加させる。また本発明のb−2
成分は本発明の(a) 成分の4級化物である。ただし
本発明においては(a) 成分とb−2成分の長鎖アル
キル基は異なっていてもよい。Component b-1 of the present invention can be obtained as follows. Ethylene oxide or propylene oxide is added to an imidazoline compound obtained by a cyclization condensation reaction of diethylenetriamine and the corresponding fatty acid or fatty acid ester under acidic conditions. Also, b-2 of the present invention
The component is a quaternized product of component (a) of the present invention. However, in the present invention, the long chain alkyl groups of component (a) and component b-2 may be different.
【0016】(a) 成分を得るのに用いられる無機酸
としては、塩酸、硫酸、ホウ酸、リン酸等が挙げられ、
また有機酸としては、乳酸、グリコール酸、マレイン酸
、コハク酸、フマール酸、シュウ酸、リンゴ酸、酒石酸
、クエン酸等が挙げられるが、最もパフォーマンス/コ
ストの高い点で塩酸を用いるのが望ましい。Inorganic acids used to obtain component (a) include hydrochloric acid, sulfuric acid, boric acid, phosphoric acid, etc.
Organic acids include lactic acid, glycolic acid, maleic acid, succinic acid, fumaric acid, oxalic acid, malic acid, tartaric acid, citric acid, etc., but it is preferable to use hydrochloric acid because of its highest performance and cost. .
【0017】本発明の柔軟仕上剤における(a) 成分
及び(b) 成分の配合比率は、重量比で(a) /(
b) =1/9〜9/1、好ましくは2/8〜8/2で
ある。(a) /(b) 重量比が1/9以下であると
木綿に対する弾力性が低下し、また9/1以上であると
化繊に対する柔軟性が低下する。組成物中の(a) 成
分と(b) 成分の和は4〜35重量%、好ましくは1
0〜25重量%である。The blending ratio of component (a) and component (b) in the fabric softener of the present invention is (a)/(by weight).
b) = 1/9 to 9/1, preferably 2/8 to 8/2. (a) / (b) When the weight ratio is less than 1/9, the elasticity with respect to cotton decreases, and when it is 9/1 or more, the flexibility with respect to synthetic fibers decreases. The sum of component (a) and component (b) in the composition is 4 to 35% by weight, preferably 1
It is 0 to 25% by weight.
【0018】本発明の柔軟仕上剤に、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
とにより吸水性能を損なうことなく、柔軟処理された衣
料の肌ざわりを改良できる。これらのシリコーン化合物
は(a) 成分+(b) 成分総量に対し 0.3〜5
重量%配合されるのが好ましい。The softening agent of the present invention is further combined with a silicone compound such as dimethylpolysiloxane, dimethylpolysiloxane partially modified with amino groups or polyoxyalkylene groups, particularly preferably partially modified with polyoxyalkylene groups. By incorporating dimethylpolysiloxane, the feel of softened clothing can be improved without impairing water absorption performance. These silicone compounds are (a) component + (b) 0.3 to 5 with respect to the total amount of component
It is preferable that the amount is added by weight.
【0019】本発明の柔軟仕上剤は、従来広く用いられ
ているジ硬化牛脂アルキルジメチルアンモニウムクロラ
イドに比較すると柔軟効果はほぼ同等であるが、驚くべ
きことに弾力性のある柔らかさが得られることが分かっ
た。また、本発明に係わる化合物は生分解性にも優れて
いる。The softening agent of the present invention has almost the same softening effect as dihardened beef tallow alkyldimethylammonium chloride, which has been widely used in the past, but surprisingly provides elastic softness. I understand. Furthermore, the compounds according to the present invention have excellent biodegradability.
【0020】本発明の組成物を水系液体柔軟仕上剤とす
る際には粘度の調整のために塩化ナトリウム、塩化カル
シウム、塩化マグネシウム等の無機電解質を0.05〜
0.4 重量%添加するのが望ましい。When the composition of the present invention is used as an aqueous liquid softener, an inorganic electrolyte such as sodium chloride, calcium chloride, magnesium chloride, etc. is added in an amount of 0.05 to 0.05 to
It is desirable to add 0.4% by weight.
【0021】本発明の柔軟仕上剤は長期保存に対して安
定性は高いが、更に苛酷な保存条件下での安定化のため
にポリオキシエチレン(5〜50モル)アルキル又はア
ルケニル(C12〜C24)エーテル等のノニオン界面
活性剤、プロピレングリコールやエチレングリコールの
ような溶剤又は尿素など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、非イオン或いはカチ
オン化合物やアミン化合物、長鎖アルコール、長鎖脂肪
酸等を併用してもよい。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螢光増白剤を、そ
して使用時及び仕上がり後のために香料を配合すること
もできる。The fabric softener of the present invention has high stability during long-term storage, but in order to stabilize it under even more severe storage conditions, polyoxyethylene (5 to 50 mol), alkyl or alkenyl (C12 to C24 ) A nonionic surfactant such as ether, a solvent such as propylene glycol or ethylene glycol, or urea can be blended. In addition, known esters, nonionic or cationic compounds, amine compounds, long chain alcohols, long chain fatty acids, etc., may be used in combination as flexible bases. Pigments or dyes may also be included for product appearance, fluorescent brighteners for finished whiteness, and fragrances for use and after finishing.
【0022】[0022]
【発明の効果】本発明の柔軟仕上剤は各種繊維に対して
、十分な柔軟性、帯電防止性を与え、且つ優れた弾力性
を付与し得る。Effects of the Invention The fabric softener of the present invention can impart sufficient flexibility, antistatic properties, and excellent elasticity to various fibers.
【0023】[0023]
【実施例】次に本発明を実施例をもって詳述するが、本
発明はこれらの実施例に限定されるものではない。EXAMPLES Next, the present invention will be explained in detail with reference to Examples, but the present invention is not limited to these Examples.
【0024】実施例及び比較例で用いた(a) 成分及
び(b) 成分を表1及び表2に示す。Components (a) and (b) used in Examples and Comparative Examples are shown in Tables 1 and 2.
【0025】[0025]
【表1】[Table 1]
【0026】[0026]
【表2】[Table 2]
【0027】実施例1〜8
表3に示す配合の組成物について、以下の方法により柔
軟性、弾力性の評価を行った。Examples 1 to 8 The compositions having the formulations shown in Table 3 were evaluated for flexibility and elasticity by the following methods.
【0028】<柔軟性、弾力性の評価>(1) 処理方
法
市販の木綿タオル2kg、アクリルジャージー1kg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
) をし、各繊維についていた繊維処理剤を除去した後
、表4の配合組成物を有効成分として 1.5gを投入
し、25℃、1分間撹拌下で処理した。なお、いずれの
配合の場合もポリオキシエチレン変性ジメチルポリシロ
キサンを(a) 成分及び(b) 成分の総量(15重
量%)に対して1重量%配合した。<Evaluation of flexibility and elasticity> (1) Processing method 2 kg of commercially available cotton towels and 1 kg of acrylic jersey were washed with commercially available detergent Attack (manufactured by Kao Corporation, registered trademark) in 3.5° DH hard water for 5 minutes. After washing the fibers several times (in a 30-liter washing machine) to remove the fiber treatment agent attached to each fiber, 1.5 g of the active ingredient of the blended composition in Table 4 was added, and the fibers were treated at 25°C for 1 minute with stirring. . In each case, 1% by weight of polyoxyethylene-modified dimethylpolysiloxane was blended with respect to the total amount (15% by weight) of components (a) and (b).
【0029】(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、弾力性の評価を行った。柔軟性及び弾力
性の評価は、ジ水素添加牛脂アルキルジメチルアンモニ
ウムクロライド15重量%からなる柔軟剤10ccで処
理した布を対照にして一対比較を行った。評価は次のよ
うに表す。
+2;対照より柔らかい又は弾力性が高い+1;対照よ
りやや柔らかい又は弾力性がやや高い0;対照と同じ
−1;対照がやや柔らかい又は対照より弾力性がやや低
い
−2;対照が柔らかい又は対照より弾力性が低い表3に
示すように、本発明の化合物を使用することにより、柔
軟性と弾力性の両者を満足する効果が得られる。(2) Evaluation method The cloth treated by the above method was air-dried indoors at 25°C and 65%
It was left in a constant temperature and humidity room at RH for 24 hours. These fabrics were evaluated for flexibility and elasticity. The softness and elasticity were evaluated using a pair of fabrics treated with 10 cc of a fabric softener containing 15% by weight of dihydrogenated beef tallow alkyldimethylammonium chloride as a control. The evaluation is expressed as follows. +2; softer or more elastic than the control +1; slightly softer or more elastic than the control 0; same as the control -1; control is slightly softer or slightly less elastic than the control -2; control is soft or the control As shown in Table 3, which has lower elasticity, by using the compound of the present invention, an effect that satisfies both flexibility and elasticity can be obtained.
【0030】[0030]
【表3】[Table 3]
【0031】実施例9〜11、比較例4,5表4に示す
配合の組成物について弾力性を評価するため、木綿タオ
ルの積み上げ高さを測定した。
<弾力性の評価>実施例1〜8と同様に処理した木綿タ
オルを8つ折りにして3枚重ねて積み上げ、5g/cm
2 の圧力で5分間加圧した後、圧力を取り除き、タオ
ルの高さを測定した。タオルの高さが高い程、弾力性は
良好である。Examples 9 to 11, Comparative Examples 4 and 5 In order to evaluate the elasticity of the compositions shown in Table 4, the stacking heights of cotton towels were measured. <Evaluation of elasticity> Cotton towels treated in the same manner as in Examples 1 to 8 were folded into 8 and stacked in 3 layers, with a thickness of 5 g/cm.
After applying pressure for 5 minutes at a pressure of 2.2 mm, the pressure was removed and the height of the towel was measured. The higher the height of the towel, the better the elasticity.
【0032】[0032]
【表4】[Table 4]
Claims (3)
成分を必須とする水性分散物からなり、(a) 成分及
び(b) 成分の重量比が (a)/(b) =1/9
〜9/1である柔軟仕上剤。 (a) 成分:下記一般式(I) で表される化合物の
無機又は有機酸中和物。 【化1】 〔式中、R1, R2は炭素数11〜21の飽和又は不
飽和の直鎖又は分岐鎖のアルキル基又はアルケニル基を
意味する。〕 (b) 成分:下記(b−1)及び/又は(b−2)(
b−1);下記一般式(II)で表される化合物。 (b−2);下記一般式(III) で表される化合物
。 【化2】 【化3】 〔式中、 R1, R2:上記と同じ R3:メチル基、エチル基又はヒドロキシエチル基m:
2又は3 X:Cl、HOCH2CO2又は 【化4】 Y:Cl、CH3SO4又はC2H5SO4を意味する
。〕[Claim 1] The following (a) component and (b)
Consisting of an aqueous dispersion containing essential components, the weight ratio of component (a) and component (b) is (a)/(b) = 1/9
A fabric softener with a rating of ~9/1. (a) Component: An inorganic or organic acid neutralized product of a compound represented by the following general formula (I). [In the formula, R1 and R2 mean a saturated or unsaturated straight-chain or branched alkyl group or alkenyl group having 11 to 21 carbon atoms. ] (b) Ingredients: (b-1) and/or (b-2) below (
b-1); A compound represented by the following general formula (II). (b-2); A compound represented by the following general formula (III). [Formula 2] [Formula 3] [In the formula, R1, R2: same as above R3: methyl group, ethyl group or hydroxyethyl group m:
2 or 3 X: Cl, HOCH2CO2 or Y: Cl, CH3SO4 or C2H5SO4. ]
れる化合物の塩酸塩である請求項1記載の柔軟仕上剤。2. The fabric softener according to claim 1, wherein component (a) is a hydrochloride of a compound represented by formula (I).
又は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を(a) 成分及び(
b) 成分総量に対して 0.3〜5重量%含有してな
る請求項1又は2記載の柔軟仕上剤。3. Further, dimethylpolysiloxane and/or
or dimethylpolysiloxane partially modified with amino groups or polyoxyalkylene groups (a) component and (
b) The softening agent according to claim 1 or 2, containing 0.3 to 5% by weight based on the total amount of the components.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP713591A JPH04333668A (en) | 1991-01-24 | 1991-01-24 | Softening and finishing agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP713591A JPH04333668A (en) | 1991-01-24 | 1991-01-24 | Softening and finishing agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04333668A true JPH04333668A (en) | 1992-11-20 |
Family
ID=11657636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP713591A Pending JPH04333668A (en) | 1991-01-24 | 1991-01-24 | Softening and finishing agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04333668A (en) |
-
1991
- 1991-01-24 JP JP713591A patent/JPH04333668A/en active Pending
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