JP2611036B2 - Textile softener composition - Google Patents
Textile softener compositionInfo
- Publication number
- JP2611036B2 JP2611036B2 JP2189298A JP18929890A JP2611036B2 JP 2611036 B2 JP2611036 B2 JP 2611036B2 JP 2189298 A JP2189298 A JP 2189298A JP 18929890 A JP18929890 A JP 18929890A JP 2611036 B2 JP2611036 B2 JP 2611036B2
- Authority
- JP
- Japan
- Prior art keywords
- softener composition
- quaternary ammonium
- composition
- fabric softener
- present
- 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.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2079—Monocarboxylic acids-salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
【発明の詳細な説明】 本発明は、織物柔軟剤組成物に係わる。本発明は特定
的には、繊維製品の洗濯の濯ぎの段階で使用するための
織物柔軟剤組成物に係わる。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a fabric softener composition. The invention particularly relates to fabric softener compositions for use in the laundry rinsing stage of textiles.
欧州特許第239 910号（PROCTER ＆ GAMBLE）では、織
物柔軟剤組成物に生物分解性第四アンモニウム化合物を
混入することが提案された。米国特許第3 915 867号（S
TEPAN）には、織物柔軟剤組成物におけるＮ−メチル,N,
N−ジ（β−C14-18アシルオキシエチル）Ｎ−ヒドロキ
シエチルアンモニウムメトスルフェートの使用が開示さ
れている。In EP 239 910 (PROCTER & GAMBLE) it was proposed to incorporate a biodegradable quaternary ammonium compound into the fabric softener composition. U.S. Patent No. 3,915,867 (S
TEPAN) includes N-methyl, N,
The use of N-di (β-C 14-18 acyloxyethyl) N-hydroxyethyl ammonium methosulfate is disclosed.
本発明の目的の１つは、生物分解性第四アンモニウム
物質を含む織物柔軟剤組成物を提供することにある。本
発明の別の目的は、許容し得る安定性を有する生物分解
性織物柔軟剤組成物を提供することにある。本発明の更
に別の目的は、製造が簡単であり且つ繊維製品を驚くほ
ど柔軟にする織物柔軟剤組成物を提供することにある。One object of the present invention is to provide a fabric softener composition comprising a biodegradable quaternary ammonium material. It is another object of the present invention to provide a biodegradable fabric softener composition having acceptable stability. It is yet another object of the present invention to provide a fabric softener composition that is simple to manufacture and makes textile products surprisingly soft.
そこで本発明は、 （ｉ）下記の式： ［式中、各R1基はC1-4アルキル、アルケニル又はヒドロ
キシアルキル基から個別に選択され、 各R2基はC8-28アルキル又はアルケニル基から個別に
選択され、 ｎは０〜５の整数である］ を有する化合物からなる第四アンモニウム物質と、 （ii）C8-28脂肪酸 とを含む織物柔軟剤組成物を提供する。Therefore, the present invention provides: (i) the following formula: Wherein each R 1 group is individually selected from a C 1-4 alkyl, alkenyl or hydroxyalkyl group, each R 2 group is individually selected from a C 8-28 alkyl or alkenyl group, and n is 0-5 And (ii) a C 8-28 fatty acid.
本発明の組成物はペースト、液体、錠剤等の様々な形
態を有し得、また例えば回転ドライヤーで使用される基
質に含浸させることもできる。本発明の組成物は好まし
くは、水性基体に活性成分を分散させた液体の形態を有
する。The compositions of the present invention can have various forms such as pastes, liquids, tablets and the like, and can also be impregnated into a substrate used, for example, in a rotary dryer. The composition according to the invention preferably has the form of a liquid in which the active ingredient is dispersed in an aqueous base.
本発明で使用する第四アンモニウム物質は、下記の式
で示されるものである： 前記式中、各R1基はC1-4アルキル、アルケニル又はヒド
ロキシアルキル基から個別に選択され、各R2はC8-28ア
ルキル又はアルケニル基から個別に選択され、ｎは０〜
５の整数である。The quaternary ammonium substance used in the present invention is represented by the following formula: Wherein each R 1 group is individually selected from a C 1-4 alkyl, alkenyl or hydroxyalkyl group, each R 2 is individually selected from a C 8-28 alkyl or alkenyl group, and n is from 0 to
It is an integer of 5.
この種の好ましい物質及びその製造方法は、例えば米
国特許第4 137 180号（LEVER BROTHERS）に開示されて
いる。これらの物質は米国特許第4 137 180号に記載さ
れているような対応モノエステル、例えば１−獣脂オキ
シ,2−ヒドロキシトリメチルアンモニウムプロパンクロ
リドを少量含むのが好ましい。Preferred materials of this type and methods for their preparation are disclosed, for example, in US Pat. No. 4,137,180 (LEVER BROTHERS). These materials preferably contain small amounts of the corresponding monoester as described in U.S. Pat. No. 4,137,180, for example 1-tallowoxy, 2-hydroxytrimethylammonium propane chloride.
第四アンモニウム物質の使用量は、好ましくは当該柔
軟剤組成物の１重量％以上、より好ましくは３重量％以
上にする。特に有利なのは、活性成分含量の高い組成
物、例えば第四アンモニウム物質を８％以上含む組成物
である。第四アンモニウム物質の含量は好ましくは当該
組成物の70重量％以下、より好ましくは50重量％以下、
通常は３〜30重量％である。The amount of the quaternary ammonium substance used is preferably at least 1% by weight of the softener composition, more preferably at least 3% by weight. Particularly advantageous are compositions with a high active ingredient content, for example compositions containing more than 8% of a quaternary ammonium substance. The content of quaternary ammonium substance is preferably not more than 70% by weight of the composition, more preferably not more than 50% by weight,
Usually, it is 3 to 30% by weight.
本発明で使用する脂肪酸は炭素数８〜28の任意の脂肪
酸であり、特に好ましいのは、鎖長12〜18の脂肪酸、例
えばオレイン酸、ラウリン酸、獣脂脂肪酸等の使用であ
る。The fatty acid used in the present invention is any fatty acid having 8 to 28 carbon atoms, and particularly preferred is the use of a fatty acid having a chain length of 12 to 18, such as oleic acid, lauric acid, tallow fatty acid and the like.
脂肪酸の含量は、好ましくは当該組成物の0.1重量％
以上、より好ましくは0.2重量％以上にする。特に好ま
しいのは、脂肪酸を0.5％以上含む濃縮システムであ
る。脂肪酸の含量は通常、組成物の50重量％以下に抑え
る。脂肪酸の含量はより好ましくは当該組成物の30重量
％以下、典型的には0.5〜10重量％である。Fatty acid content is preferably 0.1% by weight of the composition
The content is more preferably at least 0.2% by weight. Particularly preferred are enrichment systems containing 0.5% or more fatty acids. The content of fatty acids is usually kept below 50% by weight of the composition. The content of fatty acids is more preferably not more than 30% by weight of the composition, typically from 0.5 to 10% by weight.
第四アンモニウム物質対脂肪酸の重量比は、好ましく
は10:1〜1:10、より好ましくは8:1〜1:1、特に好ましく
は7:1〜3:1である。The weight ratio of quaternary ammonium substance to fatty acid is preferably from 10: 1 to 1:10, more preferably from 8: 1 to 1: 1 and particularly preferably from 7: 1 to 3: 1.
本発明の組成物は2.0以上のpHを有するのが好まし
い。脂肪酸の鹸化を防止するためにpHを好ましくは5.0
以下にする。Preferably, the compositions of the present invention have a pH of 2.0 or higher. The pH is preferably set at 5.0 to prevent saponification of the fatty acids.
Do the following.
本発明の組成物は、前記２種類の成分以外の活性成
分、例えば別の織物用コンディショナー（fabric condi
tioning materials）も含み得る。The composition of the present invention may contain an active ingredient other than the above-mentioned two kinds of ingredients, for example, another fabric conditioner.
tioning materials).
このような任意に添加し得る成分を選択するときは、
当該組成物の生物分解性に実質的に影響しない物質を選
ぶのが好ましい。従って、生物分解性がないか又は劣る
物質の使用は最少限にする方がよい。When selecting such optional components,
It is preferable to select a substance that does not substantially affect the biodegradability of the composition. Therefore, the use of non-biodegradable or inferior materials should be minimized.
本発明の組成物は、一般的な非エステル結合第四アン
モニウム化合物を大量に含まないのが好ましい。本発明
の組成物は、より好ましくは、この種の第四アンモニウ
ム化合物を実質的に含まない。The compositions of the present invention preferably do not contain large amounts of common non-ester linked quaternary ammonium compounds. The compositions of the present invention are more preferably substantially free of such quaternary ammonium compounds.
本発明の組成物に含ませ得る適当なコンディショナー
は非イオン系の物質を含む。適当な非イオン系織物柔軟
剤としては、モノステアリン酸グリセロールのようなグ
リセロールエステル、ステアリルアルコールのような脂
肪アルコール、アルコキシル化脂肪アルコール、C9〜C
24脂肪酸及びラノリン、並びにこれらの誘導体が挙げら
れる。適当な物質は欧州特許出願第88 520号（Unilever
PLC/NV）、第122 141号（Unilever PLC/NV）及び第797
46号（Procter ＆ Gamble）に記載されている。Suitable conditioners that can be included in the compositions of the present invention include nonionics. Suitable nonionic fabric softening agents, glycerol esters such as glycerol monostearate, fatty alcohols such as stearyl alcohol, alkoxylated fatty alcohols, C 9 -C
24 fatty acids and lanolin, and derivatives thereof. Suitable materials are described in European Patent Application No. 88 520 (Unilever
PLC / NV), No. 122 141 (Unilever PLC / NV) and 797
No. 46 (Procter & Gamble).
本発明の組成物に混入し得る他の柔軟化用物質には、
例えば欧州特許第89200545.5号に記載のようなアミン
類、又は欧州特許第89200113.2号に記載のような生物分
解性両性柔軟化用物質がある。Other softening substances that can be incorporated into the composition of the present invention include:
Examples include amines as described in EP 89200545.5 or biodegradable amphoteric softening substances as described in EP 89200113.2.
前記した第四アンモニウム物質及び脂肪酸以外の柔軟
化用物質の量は比較的少なくするのが好ましい。即ち、
他の柔軟化用物質対前記２種類の柔軟剤主成分の重量比
を好ましくは2:1以下、より好ましくは1:1以下、最も好
ましくは0.5:1以下にする。Preferably, the amount of the softening substance other than the quaternary ammonium substance and the fatty acid is relatively small. That is,
The weight ratio of the other softening substance to the two main softener components is preferably less than 2: 1, more preferably less than 1: 1 and most preferably less than 0.5: 1.
本発明の組成物は更に、下記の中から選択した１種類
以上の成分も任意に含み得る:C1〜C4アルカノール及び
多価アルコールのような非水性溶媒、強酸もしくは弱
酸、例えばHCl、H2SO4、リン酸、安息香酸もしくはクエ
ン酸のようなpH緩衝剤、再湿潤剤、電解質例えば塩化カ
ルシウムのような粘度調整剤、ゲル化防止剤、香料、香
料キャリヤー、蛍光剤、着色剤、ヒドロトロープ、消泡
剤、汚れ再付着防止剤、酵素、蛍光増白剤、不透明剤、
グアーゴム及びポリエチレングリコールのような安定
剤、乳化剤、防縮剤、皺防止剤、織物に張りを与える物
質（fabric crisping agents）、しみ防止剤、汚れ離脱
剤、殺菌剤、直鎖もしくは分枝シリコーン、殺カビ剤、
酸化防止剤、腐食防止剤、Bronopol（商標）として商品
化されている２−ブロモ−２−ニトロプロパン−1,3−
ジオールのような防腐剤、染料、漂白剤及び漂白剤前駆
物質、ドレープ性付与剤、帯電防止剤及びアイロンかけ
補助剤（iron−ing aids）。The compositions of the present invention further may comprise one or more components selected from the following also may optionally include: C 1 -C 4 non-aqueous solvents such as alkanols and polyhydric alcohols, strong acids or weak acids, for example HCl, H 2 sO 4, phosphoric acid, pH buffers, such as benzoic acid or citric acid, rewetting agents, viscosity modifiers such as electrolytes such as calcium chloride, anti-gelling agents, perfumes, perfume carriers, fluorescers, colorants, Hydrotrope, defoamer, stain re-adhesion inhibitor, enzyme, optical brightener, opacifier,
Stabilizers such as guar gum and polyethylene glycol, emulsifiers, anti-shrinkage agents, anti-wrinkle agents, fabric crisping agents, anti-stain agents, soil release agents, bactericides, linear or branched silicones, Fungicides,
Antioxidants, corrosion inhibitors, 2-bromo-2-nitropropane-1,3-, commercialized as Bronopol ™
Preservatives such as diols, dyes, bleach and bleach precursors, drapes, antistatics and iron-ing aids.
これらの任意に添加し得る成分を使用するときは、そ
の量を当該組成物の５重量％以下にするのが好ましい。When using these optional components, it is preferred that the amount be no more than 5% by weight of the composition.
本発明の液体組成物は種々の方法で製造し得る。適切
な方法の１つでは、第四アンモニウム物質と脂肪酸との
溶融混合物を任意に他の柔軟化用物質と組合わせて調製
し、この予混合物を攪拌下で水に加えて分散液とし、そ
の後他の任意の成分を加える。The liquid composition of the present invention can be manufactured by various methods. In one suitable method, a molten mixture of a quaternary ammonium substance and a fatty acid is prepared, optionally in combination with other softening substances, and the premix is added to water under stirring to form a dispersion, Add other optional ingredients.
本発明の織物柔軟剤組成物を使用する時は、該組成物
を大量の水に加えて溶液とし、これに処理すべき繊維製
品を接触させるようにし得る。この溶液の第四アンモニ
ウム物質及び脂肪酸の総濃度は通常約30ppm〜1000ppmに
する。繊維製品対溶液の重量比は通常1:1〜1:20にす
る。When using the fabric softener composition of the present invention, the composition may be added to a large amount of water to form a solution, which is brought into contact with the textile to be treated. The total concentration of quaternary ammonium substances and fatty acids in this solution is usually between about 30 ppm and 1000 ppm. The weight ratio of textile to solution is usually between 1: 1 and 1:20.
以下に実施例を挙げて本発明をより詳細に説明する。 Hereinafter, the present invention will be described in more detail with reference to examples.
実施例１ 組成物Ｄ（比較例）、Ｅ（比較例）及びＦ（本発明）
の柔軟化性能を調べた。組成物Ｄは市販の織物コンディ
ショナー（COCCOLINOCONCENTRATE）である。これらの組
成物は活性成分を溶融するまで加熱し、溶融した活性成
分を脱イオン水に70℃で攪拌しながら分散させることに
よって調製した。Example 1 Compositions D (Comparative Example), E (Comparative Example) and F (Invention)
The flexibility performance of was investigated. Composition D is a commercially available textile conditioner (COCCOLINOCONCENTRATE). These compositions were prepared by heating the active ingredient to melting and dispersing the molten active ingredient in deionized water at 70 ° C. with stirring.
テリータオル被検試料40gをバラスト分のテリー及び
ポリエステルコットンと一緒にして、合計2.5kgの重量
でMIELEフロントローディング自動洗濯機で洗濯した。
この洗濯はNew System Persil Automaticを100g用いて6
0℃で実施した。最後の濯ぎの段階で組成物Ｄ、Ｅ又は
Ｆを35ml加えた。試料をライン乾燥し、専門のパネルに
よりラウンドロビン試験法に基づいて一対ずつ比較しな
がら柔軟さを評価した。柔軟さが高いほど評点も高い。
結果は下記の通りであった。組成物 柔軟さの評点 Ｄ 0.00 Ｅ −0.23 Ｆ ＋1.00 95％の有意性を得るには0.89の組成物間差が必要であ
った。 A terry towel test sample (40 g) was washed in a MIELE front-loading automatic washing machine with a total weight of 2.5 kg together with ballast terry and polyester cotton.
This washing is performed using 100 g of New System Persil Automatic 6
Performed at 0 ° C. In the last rinsing step, 35 ml of composition D, E or F was added. Samples were line dried and evaluated for flexibility by a professional panel comparing pairwise based on the round robin test method. The higher the flexibility, the higher the score.
The results were as follows. A composition flexibility score of D 0.00 E -0.23 F +1.00 A difference between compositions of 0.89 was required to achieve a significance of 95%.
これらの結果が示すように、組成物Ｆは組成物Ｄ及び
Ｅより柔軟化性能が高い。これは、第四アンモニウム物
質と脂肪酸とを組合わせて含む組成物が極めて高い性能
を示すことを意味する。As these results show, Composition F has higher softening performance than Compositions D and E. This means that compositions comprising a combination of a quaternary ammonium substance and a fatty acid exhibit extremely high performance.
実施例２ OECD Paris 1981 Test Guideline 301B,Deci−sion o
f the Council C（81）30Final,Consistentwith the re
quirements of official Journal ofthe European Comm
unities No.L251/179 C.5 BIODEGRADATIONに記載のよう
な改良STRUM試験によって、本発明で使用する第四アン
モニウム物質の生物分解性をより一般的に使用されてい
る第四アンモニウム化合物、例えばジ硬化獣脂ジメチル
アンモニウムクロリドと比較した。この試験は本質的
に、生物分解にかけた試料から発生する二酸化炭素の量
を最大計算値の％として測定するものである。Example 2 OECD Paris 1981 Test Guideline 301B, Deci-sion o
f the Council C (81) 30 Final, Consistent with the re
requirements of official Journal of the European Comm
The biodegradability of the quaternary ammonium materials used in the present invention is more commonly used by modified STRUM tests as described in unities No. L251 / 179 C.5 BIODEGRADATION, e.g. di-curing Compared with tallow dimethyl ammonium chloride. This test essentially measures the amount of carbon dioxide evolved from a sample that has been subjected to biodegradation as a percentage of the maximum calculated value.
CO2発生量（％） DHTDMAC＊ 20％ DTTMAPC＊＊ 78.9±10.1（測定10回） ＊ ジ硬化獣脂ジメチルアンモニウムクロリド。 CO 2 emissions (%) DHTDMAC * 20% DTTMAPC ** 78.9 ± 10.1 (10 measurements) * Di-hardened tallow dimethyl ammonium chloride.
＊＊ 1,2−ジ獣脂オキシトリメチルアンモニウムプロ
パンクロリド。** 1,2-Ditallow oxytrimethylammonium propane chloride.
これらの結果が示すように、本発明の組成物で使用す
る第四アンモニウム物質は、より一般的に使用されてい
る第四アンモニウム化合物より生物分解性が高い。As these results show, the quaternary ammonium materials used in the compositions of the present invention are more biodegradable than the more commonly used quaternary ammonium compounds.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 昭58−13775（ＪＰ，Ａ) 特公 昭63−61426（ＪＰ，Ｂ２) 特公 昭62−8427（ＪＰ，Ｂ２) ──────────────────────────────────────────────────続 き Continuation of front page (56) References JP-A-58-13775 (JP, A) JP-B-63-61426 (JP, B2) JP-B-62-8427 (JP, B2)
Claims (5)
キシアルキル基から個別に選択され、 各R2基はC8-28アルキル又はアルケニル基から個別に選
択され、 ｎは０〜５の整数である］ を有する化合物からなる第四アンモニウム物質と、 （ii）C8-28脂肪酸 とを含む織物柔軟剤組成物。(1) The following formula: Wherein each R 1 group is individually selected from a C 1-4 alkyl, alkenyl or hydroxyalkyl group, each R 2 group is individually selected from a C 8-28 alkyl or alkenyl group, and n is 0-5 A fabric softener composition comprising a quaternary ammonium substance comprising a compound having the formula: and (ii) a C8-28 fatty acid.
１に記載の織物柔軟剤組成物。2. The fabric softener composition according to claim 1, which is in the form of a liquid containing an aqueous substrate.
の織物柔軟剤組成物。3. The fabric softener composition according to claim 1, wherein the pH is 2.0 to 5.0.
i）の重量比が10:1〜1:10である請求項１から３のいず
れか一項に記載の織物柔軟剤組成物。4. A quaternary ammonium substance (i) versus a fatty acid (i)
The fabric softener composition according to any one of claims 1 to 3, wherein the weight ratio of i) is from 10: 1 to 1:10.
シトリメチルアンモニウムプロパンクロリドを含む請求
項１から４のいずれか一項に記載の織物柔軟剤組成物。5. The fabric softener composition according to claim 1, wherein the quaternary ammonium substance comprises 1,2-ditallowoxytrimethylammonium propane chloride.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8916306.7 | 1989-07-17 | ||
| GB898916306A GB8916306D0 (en) | 1989-07-17 | 1989-07-17 | Fabric softening composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03113077A JPH03113077A (en) | 1991-05-14 |
| JP2611036B2 true JP2611036B2 (en) | 1997-05-21 |
Family
ID=10660145
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2189298A Expired - Lifetime JP2611036B2 (en) | 1989-07-17 | 1990-07-17 | Textile softener composition |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0409502B1 (en) |
| JP (1) | JP2611036B2 (en) |
| AU (1) | AU640152B2 (en) |
| BR (1) | BR9003453A (en) |
| CA (1) | CA2021322C (en) |
| DE (1) | DE69023561T2 (en) |
| ES (1) | ES2080119T3 (en) |
| GB (1) | GB8916306D0 (en) |
| ZA (1) | ZA905607B (en) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992008837A2 (en) * | 1990-11-16 | 1992-05-29 | Akzo N.V. | Biodegradable fabric softeners |
| GB9115255D0 (en) * | 1991-07-15 | 1991-08-28 | Unilever Plc | Fabric softening composition |
| GB9114540D0 (en) * | 1991-07-05 | 1991-08-21 | Unilever Plc | Fabric softening composition |
| WO1993017085A1 (en) * | 1992-02-20 | 1993-09-02 | Akzo Nobel N.V. | Biodegradable fabric softeners |
| CA2131306C (en) * | 1992-03-16 | 1998-02-10 | Alice Marie Vogel | Fabric softening compositions containing mixtures of softener material and highly ethoxylated curd dispersant |
| GB9208652D0 (en) * | 1992-04-22 | 1992-06-10 | Unilever Plc | Hair care composition |
| GB9209170D0 (en) * | 1992-04-28 | 1992-06-10 | Unilever Plc | Rinse conditioner |
| CA2134640C (en) * | 1992-05-12 | 1998-11-03 | Ellen Schmidt Baker | Concentrated fabric softener compositions containing biodegradable fabric softeners |
| ES2099451T3 (en) * | 1992-06-10 | 1997-05-16 | Procter & Gamble | SOFTENING COMPOSITIONS OF STABLE AND BIODEGRADABLE FABRICS. |
| GB9218342D0 (en) * | 1992-08-28 | 1992-10-14 | Unilever Plc | Use of fabric softening composition |
| US5543067A (en) * | 1992-10-27 | 1996-08-06 | The Procter & Gamble Company | Waterless self-emulsiviable biodegradable chemical softening composition useful in fibrous cellulosic materials |
| JPH08507766A (en) * | 1993-03-01 | 1996-08-20 | ザ、プロクター、エンド、ギャンブル、カンパニー | Concentrated biodegradable quaternary ammonium fabric softener composition and compound containing intermediate iodine value unsaturated fatty acid chain |
| EP0637625A1 (en) * | 1993-08-02 | 1995-02-08 | The Procter & Gamble Company | Super concentrate emulsions with fabric actives |
| US5750491A (en) * | 1993-08-02 | 1998-05-12 | The Procter & Gamble Company | Super concentrate emulsions with fabric actives |
| WO1995031524A2 (en) * | 1994-05-18 | 1995-11-23 | The Procter & Gamble Company | Concentrated biodegradable fabric softener compositions |
| US5463094A (en) * | 1994-05-23 | 1995-10-31 | Hoechst Celanese Corporation | Solvent free quaternization of tertiary amines with dimethylsulfate |
| CN1088746C (en) * | 1994-07-26 | 2002-08-07 | 普罗格特-甘布尔公司 | Rinse added fabric softener compositions containing antioxidants for sun-fade protection for fabrics |
| US5552137A (en) * | 1994-08-05 | 1996-09-03 | Witco Corporation | Biodegradable quaternary hair conditioners |
| US5503756A (en) * | 1994-09-20 | 1996-04-02 | The Procter & Gamble Company | Dryer-activated fabric conditioning compositions containing unsaturated fatty acid |
| US5460736A (en) * | 1994-10-07 | 1995-10-24 | The Procter & Gamble Company | Fabric softening composition containing chlorine scavengers |
| US5505866A (en) * | 1994-10-07 | 1996-04-09 | The Procter & Gamble Company | Solid particulate fabric softener composition containing biodegradable cationic ester fabric softener active and acidic pH modifier |
| 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 |
| GB9517432D0 (en) * | 1995-08-25 | 1995-10-25 | Unilever Plc | Fabric softening composition |
| EP0760243B1 (en) * | 1995-08-31 | 2006-03-29 | The Procter & Gamble Company | Use of allylic alcohol perfumes as a malodour reduction agent |
| US6022845A (en) * | 1995-11-03 | 2000-02-08 | The Procter & Gamble Co. | Stable high perfume, low active fabric softener compositions |
| GB2301843A (en) * | 1996-05-10 | 1996-12-18 | Unilever Plc | Stable fabric conditioning composition |
| US6083899A (en) * | 1996-09-19 | 2000-07-04 | The Procter & Gamble Company | Fabric softeners having increased performance |
| GB0002877D0 (en) * | 2000-02-08 | 2000-03-29 | Unilever Plc | Fabric conditioning composition |
| SE523426C2 (en) | 2001-08-23 | 2004-04-20 | Akzo Nobel Nv | A nitrogen-containing orthoester-based surfactant, its manufacture and use |
| GB0121807D0 (en) | 2001-09-10 | 2001-10-31 | Unilever Plc | Fabric conditioning compositions |
| GB0121806D0 (en) * | 2001-09-10 | 2001-10-31 | Unilever Plc | A method of reducing the viscosity of fabric conditioning compositions |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1567947A (en) * | 1976-07-02 | 1980-05-21 | Unilever Ltd | Esters of quaternised amino-alcohols for treating fabrics |
| DE2943606A1 (en) * | 1978-11-03 | 1980-05-14 | Unilever Nv | TEXTILE SOFTENER AND METHOD FOR THEIR PRODUCTION |
| JPS6039791B2 (en) * | 1981-07-10 | 1985-09-07 | ライオン株式会社 | Softener composition |
| JPS628427A (en) * | 1985-07-04 | 1987-01-16 | Mitsubishi Electric Corp | Manufacture of glareless cathode-ray tube |
| DE3608093A1 (en) * | 1986-03-12 | 1987-09-17 | Henkel Kgaa | MADE-UP TEXTILE SOFTENER CONCENTRATE |
| JPS6361426A (en) * | 1986-08-22 | 1988-03-17 | Csk Corp | Data postscripting system for optical recording medium |
| US4789491A (en) * | 1987-08-07 | 1988-12-06 | The Procter & Gamble Company | Method for preparing biodegradable fabric softening compositions |
| DE3818061A1 (en) * | 1988-05-27 | 1989-12-07 | Henkel Kgaa | LIQUID, AQUEOUS LAUNDRY TREATMENT AGENT |
| GB8914054D0 (en) * | 1989-06-19 | 1989-08-09 | Unilever Plc | Fabric softening composition |
| GB8916307D0 (en) * | 1989-07-17 | 1989-08-31 | Unilever Plc | Fabric softening composition |
-
1989
- 1989-07-17 GB GB898916306A patent/GB8916306D0/en active Pending
-
1990
- 1990-07-13 DE DE69023561T patent/DE69023561T2/en not_active Expired - Fee Related
- 1990-07-13 ES ES90307691T patent/ES2080119T3/en not_active Expired - Lifetime
- 1990-07-13 EP EP90307691A patent/EP0409502B1/en not_active Expired - Lifetime
- 1990-07-16 AU AU59007/90A patent/AU640152B2/en not_active Ceased
- 1990-07-17 BR BR909003453A patent/BR9003453A/en not_active IP Right Cessation
- 1990-07-17 JP JP2189298A patent/JP2611036B2/en not_active Expired - Lifetime
- 1990-07-17 CA CA002021322A patent/CA2021322C/en not_active Expired - Fee Related
- 1990-07-17 ZA ZA905607A patent/ZA905607B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA905607B (en) | 1992-03-25 |
| EP0409502A3 (en) | 1991-11-13 |
| AU640152B2 (en) | 1993-08-19 |
| CA2021322C (en) | 2000-10-31 |
| AU5900790A (en) | 1991-01-17 |
| DE69023561D1 (en) | 1995-12-21 |
| EP0409502A2 (en) | 1991-01-23 |
| ES2080119T3 (en) | 1996-02-01 |
| CA2021322A1 (en) | 1991-01-18 |
| DE69023561T2 (en) | 1996-04-18 |
| BR9003453A (en) | 1991-08-27 |
| EP0409502B1 (en) | 1995-11-15 |
| GB8916306D0 (en) | 1989-08-31 |
| JPH03113077A (en) | 1991-05-14 |
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