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JPH01310730A - Dispersant and detergent containing it - Google Patents

Dispersant and detergent containing it

Info

Publication number
JPH01310730A
JPH01310730A JP63143395A JP14339588A JPH01310730A JP H01310730 A JPH01310730 A JP H01310730A JP 63143395 A JP63143395 A JP 63143395A JP 14339588 A JP14339588 A JP 14339588A JP H01310730 A JPH01310730 A JP H01310730A
Authority
JP
Japan
Prior art keywords
polymer
dispersant
unsaturated carboxylic
carboxylic acid
earth metal
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
Application number
JP63143395A
Other languages
Japanese (ja)
Inventor
Isao Yamada
勲 山田
Hitoshi Takahashi
仁 高橋
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP63143395A priority Critical patent/JPH01310730A/en
Publication of JPH01310730A publication Critical patent/JPH01310730A/en
Pending legal-status Critical Current

Links

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  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Detergent Compositions (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

PURPOSE:To exhibit a superior dispersibility for solid particles hy using a dispersant composed of an alkaline earth metal salt of a low molecular weight polymer or copolymer of alpha,beta-unsaturated carboxylic acid which is prepared in the presence of an organic mercaptan as a telogen. CONSTITUTION:An organic polymer, which is used as a component of a dispersant for solid particles, is prepared by carrying out an addition polymerization of acrylic acid, etc., in the presence of an organic mercaptan such as hexylmercaptan, etc., as a telogen. An alkaline earth metal salt of a polymer of an alpha,beta-unsaturated carboxylic acid or a copolymer of an alpha,beta-unsaturated carboxylic acid and a vinyl monomer, which is capable of copolymerization, of 3000 or less in average molecular weight and 6-18 in carbon number is obtained by adding an alkaline earth metal such as calcium, etc., to the aforementioned polymer. A superior effect in dispersing and removing soil due to solid particles such as mud is exhibited by blending this dispersant into a detergent.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、固体粒子に対して優れた分散能を有する分散
剤及び該分散剤を含有する洗浄剤組成物に関する。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a dispersant having excellent dispersibility for solid particles and a cleaning composition containing the dispersant.

゛〔従来の技術及び発明が解決しようとする課題〕固体
粒子の分散剤として、一般に分子量4,000以上のア
クリル酸、メタクリル酸、マレイン酸等の重合体又は共
重合体のアルカリ金属塩が広く用いられている。しかし
ながら、これら分散剤の分散能は未だ不十分である。
[Prior art and problems to be solved by the invention] Alkali metal salts of polymers or copolymers of acrylic acid, methacrylic acid, maleic acid, etc. with a molecular weight of 4,000 or more are generally used as dispersants for solid particles. It is used. However, the dispersing ability of these dispersants is still insufficient.

〔課題を解決するための手段〕[Means to solve the problem]

本発明者らは、固体粒子分散剤について鋭意研究の結果
、意外にも有機メルカプクンをテロゲンとする低分子量
のα、β不飽和カルボン酸の重合体のアルカリ土類金属
塩がより高い分散能を示すことを見出し、本発明を完成
した。
As a result of intensive research on solid particle dispersants, the present inventors unexpectedly found that an alkaline earth metal salt of a polymer of low molecular weight α, β unsaturated carboxylic acid with organic mercapkun as a telogen has higher dispersibility. The present invention was completed based on the following findings.

即ち本発明は、平均分子量3.000以下の、炭素数6
〜18を有する有機メルカプクンをテロゲンとする、α
、β不飽和カルボン酸の重合体又はα、β不飽和カルボ
ン酸と共重合可能なビニル単量体との共重合体のアルカ
リ土類金属塩からなる分散剤を提供する。
That is, the present invention applies to carbon atoms having an average molecular weight of 3.000 or less and a carbon number of 6.
α
, a polymer of a β-unsaturated carboxylic acid, or an alkaline earth metal salt of a copolymer of a vinyl monomer copolymerizable with an α,β-unsaturated carboxylic acid.

本発明において、α、β不飽和カルボン酸の重合体又は
共重合体は炭素数6〜18の有機メルカプタンをテロゲ
ンとして製造される。テロゲンとして用いられる有機メ
ルカプタンとしては、例えばヘキシル−、オクチル−、
デンルー、ドデシル−、テトラデシル−、ヘキサデシル
−。
In the present invention, a polymer or copolymer of α,β unsaturated carboxylic acid is produced using an organic mercaptan having 6 to 18 carbon atoms as a telogen. Examples of organic mercaptans used as telogens include hexyl, octyl,
Denru, dodecyl, tetradecyl, hexadecyl.

オクタデシル−等のメルカプタン、2−ヒドロキシ−ド
デシルメルカプタン、ドデシルベンゼンチオールなどが
挙げられる。
Examples include mercaptans such as octadecyl, 2-hydroxy-dodecyl mercaptan, and dodecylbenzenethiol.

本発明で用いるα、β不飽和カルボン酸は次の一般式<
I)で表される。
The α,β unsaturated carboxylic acid used in the present invention has the following general formula <
I).

Z ] I C=C(I) ] I Y  C0OH 〔式中、X、 Y、 Zはそれぞれ−ft、 −CH3
,−Coo)I。
Z ] I C=C(I) ] I Y C0OH [In the formula, X, Y, and Z are respectively -ft and -CH3
,-Coo)I.

−DH又は−CH2CO叶を示す。〕 一般式(I)で表されるα、β不飽和カルボン酸の重合
体の塩としては、例えばアクリル酸、メタクリル酸、2
−ヒドロキシアクリル酸、フマル酸、マレイン酸、イタ
コン酸、アコニット酸、シトラコン酸等の塩が挙げられ
る。
-DH or -CH2CO leaf is shown. ] As the salt of the α,β unsaturated carboxylic acid polymer represented by the general formula (I), for example, acrylic acid, methacrylic acid, 2
- Salts of hydroxyacrylic acid, fumaric acid, maleic acid, itaconic acid, aconitic acid, citraconic acid and the like.

さらにエチレン、スヂレン、ブタジェン、インブチレン
、ジイソブチレン、メチルビニルエーテル、酢酸ビニル
、ビニルピロリドン、アクリロニトリル、アクリルアミ
ド等のビニル系モノマーをコモノマーとして用いること
もできる。
Furthermore, vinyl monomers such as ethylene, styrene, butadiene, imbutylene, diisobutylene, methyl vinyl ether, vinyl acetate, vinyl pyrrolidone, acrylonitrile, acrylamide, etc. can also be used as comonomers.

本発明において重合体又は共重合体の塩を構成するアル
カリ土類金属としては、カルシウム、マグネシウム、バ
リウムなどが挙げられる。中でもカルシウム塩が好まし
い。これらの塩は当然ながら部分塩であっても良い。
In the present invention, examples of the alkaline earth metal constituting the salt of the polymer or copolymer include calcium, magnesium, barium, and the like. Among these, calcium salts are preferred. Of course, these salts may be partial salts.

本発明の重合体又は共重合体の平均分子量は3、000
以下、望ましくは500〜2.000の範囲である。
The average molecular weight of the polymer or copolymer of the present invention is 3,000
Below, it is desirably in the range of 500 to 2,000.

本発明の分散剤は、例えば洗浄剤に配合して泥などの固
体粒子汚れの分散除去に効果を奏する。
The dispersant of the present invention is effective in dispersing and removing solid particle dirt such as mud when mixed with a cleaning agent, for example.

該分散剤は洗浄剤組成物中に通常0.1〜15重量%(
以下、%と略記)配合される。洗浄剤組成物には他の常
用成分が任意に配合される。例えば、アルキルベンゼン
スルホン酸塩、アルキルエーテルスルホン酸塩、オレフ
ィンスルホン酸塩、アルキル硫酸塩、アルカンスルホン
酸塩、高級脂肪酸塩、ポリオキシエチレンアルキルエー
テノベホリオキンエチレンアルキルフェニルエーテルな
どの界面活性剤15〜50%、リン酸塩、クエン酸塩な
どのビルグー類0〜10%、アルカノールアミンなどの
アルカリ剤0〜10%、エタノール、低級アルキルベン
ゼンスルホン酸塩、グリコール類、尿素などの可溶化剤
1〜10%、酵素、蛍染、香料などが配合される。
The dispersant is usually contained in the detergent composition in an amount of 0.1 to 15% by weight (
(hereinafter abbreviated as %). Other conventional ingredients are optionally included in the cleaning composition. For example, surfactants such as alkylbenzene sulfonates, alkyl ether sulfonates, olefin sulfonates, alkyl sulfates, alkanesulfonates, higher fatty acid salts, polyoxyethylene alkyl ether ethylene alkylphenyl ether, etc. 50%, bilges such as phosphates and citrates 0-10%, alkaline agents such as alkanolamines 0-10%, solubilizers such as ethanol, lower alkylbenzene sulfonates, glycols, urea, etc. 1-10% %, enzymes, fluorescent dyes, fragrances, etc.

〔実 施 例〕〔Example〕

以下実施例により本発明を更に詳しく説明するが、本発
明はこれら実施例に限定されるものではない。
The present invention will be explained in more detail below with reference to Examples, but the present invention is not limited to these Examples.

製造例 テロゲンにドデシルメルカプタンを用い、ドデシルメル
カプタンにアクリル酸を10モル付加した有機重合体を
、油化学第28巻605〜610頁に記載された方法に
準じて合成した。平均分子量は923であった。これに
水酸化ナトリウム又は水酸化カルシウムを水溶液中で加
えることにより、ナトリウム塩(重合体A)とカルシウ
ム塩(重合体B)を得た。
Production Example Using dodecyl mercaptan as the telogen, an organic polymer in which 10 moles of acrylic acid was added to the dodecyl mercaptan was synthesized according to the method described in Yukagaku Vol. 28, pages 605-610. The average molecular weight was 923. By adding sodium hydroxide or calcium hydroxide to this in an aqueous solution, a sodium salt (polymer A) and a calcium salt (polymer B) were obtained.

実施例1 4−5O,の振盪管に表1に示す各分散剤0.05%水
溶液(塩化カルシウムにより4°Dllに調整)50C
c及び固体粒子〔酸化鉄(Fe203) : 0.05
 g又はカーボンブラック: 0.01 g 〕を入れ
、激しく振盪後、超音波を5分間照射し、完全に分散さ
せた。そのまま一定温度(25℃)で静置したく酸化鉄
の場合は4時間、カーボンブラックの場合は8時間)。
Example 1 A 0.05% aqueous solution of each dispersant shown in Table 1 (adjusted to 4°Dll with calcium chloride) was placed in a 4-5O shaking tube at 50C.
c and solid particles [iron oxide (Fe203): 0.05
g or carbon black: 0.01 g], and after shaking vigorously, ultrasonic waves were applied for 5 minutes to completely disperse the mixture. Leave it undisturbed at a constant temperature (25°C) for 4 hours in the case of iron oxide, 8 hours in the case of carbon black).

次に一定(液面から3 c+n)の場所からサンプリン
グを行い、吸光度を測定し、分散能を測定した。波長は
酸化鉄−575nm 、カーボンブラック: 420n
mである。
Next, sampling was performed from a fixed location (3c+n from the liquid level), absorbance was measured, and dispersion ability was measured. Wavelength is iron oxide - 575nm, carbon black: 420n
It is m.

尚、分散剤を添加せず他は同条件で試験を行った場合を
ブランクとした。結果を表1に示す。
In addition, a case where the test was conducted under the same conditions without adding a dispersant was used as a blank. The results are shown in Table 1.

表   1 本発明の重合体を添加した場合は、最初の分散状態を保
持するが、他の重合体では分散は保持できない。
Table 1 When the polymer of the present invention is added, the initial dispersion state is maintained, but when other polymers are added, the dispersion cannot be maintained.

実施例2 表2に示す洗浄剤を調製し、以下の方法により洗浄力試
験を行った。結果は表2に示した。
Example 2 The cleaning agents shown in Table 2 were prepared and a cleaning power test was conducted using the following method. The results are shown in Table 2.

〈洗浄力試験〉 洗剤水溶液11に10cm x locmの綿の泥汚れ
汚染布9 (人工汚染布)を5枚入れ、ターボトメ−タ
ーにてlQQrpmで次の条件で洗浄した。
<Cleaning power test> Five pieces of 10 cm x locm muddy soil-stained cotton cloth 9 (artificially contaminated cloth) were placed in detergent aqueous solution 11, and washed with a turbotometer at lQQ rpm under the following conditions.

洗浄条件は次の通り。The washing conditions are as follows.

(洗浄条件) 洗浄時間  10分 洗浄濃度  0.133% 水の硬度  4°Dll 水   温  20℃ ススギ  水道水にて5分間 洗浄力は汚染前の原布及び洗浄前後の汚染布の反射率を
自記色彩計(島津製作所製)にて測定し、次式によって
洗浄率(%)を求めた。
(Cleaning conditions) Cleaning time: 10 minutes Cleaning concentration: 0.133% Water hardness: 4° Dll Water temperature: 20°C Cedar 5 minutes with tap water The cleaning power is the reflectance of the original cloth before contamination and the contaminated cloth before and after cleaning. It was measured with a colorimeter (manufactured by Shimadzu Corporation), and the cleaning rate (%) was determined using the following formula.

(表には5枚の測定平均値を示す。) 洗浄率(%)− *) 泥汚れ汚染布く人工汚染布) 鹿沼園芸用赤玉土を120℃±5℃で4時間乾燥後粉砕
、150メツシユ(100μm)パスのものを120℃
±5℃、2時間乾燥後、±150gを10001のパー
クレンに分散し、金山#2023布をこの液に接触、ブ
ラッシングし、分散液の除去、過剰付着汚れを脱落させ
る(特開昭55−26473号)。
(The table shows the average value measured for 5 sheets.) Cleaning rate (%) - *) Mud soil contaminated cloth, artificially contaminated cloth) Akadama soil for Kanuma gardening was dried at 120°C ± 5°C for 4 hours and then crushed, 150 120℃ for mesh (100μm) pass
After drying at ±5°C for 2 hours, ±150g was dispersed in 10001 percrene, and a Kanayama #2023 cloth was brought into contact with the liquid and brushed to remove the dispersion and remove excess dirt (Japanese Patent Laid-Open No. 55-26473 issue).

−7= 表   2 出願人代理人  古  谷     馨=8−−7= Table 2 Applicant's agent Kaoru Furutani = 8-

Claims (1)

【特許請求の範囲】 1 平均分子量3,000以下の、炭素数6〜18を有
する有機メルカプタンをテロゲンとする、α,β不飽和
カルボン酸の重合体又はα,β不飽和カルボン酸と共重
合可能なビニル単量体との共重合体のアルカリ土類金属
塩からなる分散剤。 2 請求項1記載の分散剤を含有することを特徴とする
洗浄剤。
[Scope of Claims] 1. A polymer of α,β unsaturated carboxylic acid or a copolymer with α,β unsaturated carboxylic acid, in which an organic mercaptan having an average molecular weight of 3,000 or less and having 6 to 18 carbon atoms is used as a telogen. Dispersants consisting of alkaline earth metal salts copolymerized with possible vinyl monomers. 2. A cleaning agent comprising the dispersant according to claim 1.
JP63143395A 1988-06-10 1988-06-10 Dispersant and detergent containing it Pending JPH01310730A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP63143395A JPH01310730A (en) 1988-06-10 1988-06-10 Dispersant and detergent containing it

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP63143395A JPH01310730A (en) 1988-06-10 1988-06-10 Dispersant and detergent containing it

Publications (1)

Publication Number Publication Date
JPH01310730A true JPH01310730A (en) 1989-12-14

Family

ID=15337767

Family Applications (1)

Application Number Title Priority Date Filing Date
JP63143395A Pending JPH01310730A (en) 1988-06-10 1988-06-10 Dispersant and detergent containing it

Country Status (1)

Country Link
JP (1) JPH01310730A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5489397A (en) * 1994-03-04 1996-02-06 National Starch And Chemical Investment Holding Corporation Aqueous lamellar detergent compositions with hydrophobically terminated hydrophilic polymer
EP0691399A3 (en) * 1994-07-06 1996-05-22 Colgate Palmolive Co Aqueous liquid detergent compositions containing deflocculating polymers
WO1996017919A1 (en) * 1994-12-05 1996-06-13 Colgate-Palmolive Company Granular detergent compositions containing deflocculating polymers
US5599784A (en) * 1994-03-04 1997-02-04 National Starch And Chemical Investment Holding Corporation Aqueous lamellar detergent compositions with hydrophobically capped hydrophilic polymers
US5602092A (en) * 1994-07-06 1997-02-11 Colgate-Palmolive Company Concentrated aqueous liquid detergent compositions containing deflocculating polymers
US5698511A (en) * 1994-12-05 1997-12-16 Colgate-Palmolive Company Granular detergent compositions containing deflocculating polymers and process for preparing such compositions
US6090762A (en) * 1993-05-07 2000-07-18 Albright & Wilson Uk Limited Aqueous based surfactant compositions
US6177396B1 (en) 1993-05-07 2001-01-23 Albright & Wilson Uk Limited Aqueous based surfactant compositions

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6090762A (en) * 1993-05-07 2000-07-18 Albright & Wilson Uk Limited Aqueous based surfactant compositions
US6177396B1 (en) 1993-05-07 2001-01-23 Albright & Wilson Uk Limited Aqueous based surfactant compositions
US5489397A (en) * 1994-03-04 1996-02-06 National Starch And Chemical Investment Holding Corporation Aqueous lamellar detergent compositions with hydrophobically terminated hydrophilic polymer
US5599784A (en) * 1994-03-04 1997-02-04 National Starch And Chemical Investment Holding Corporation Aqueous lamellar detergent compositions with hydrophobically capped hydrophilic polymers
EP0691399A3 (en) * 1994-07-06 1996-05-22 Colgate Palmolive Co Aqueous liquid detergent compositions containing deflocculating polymers
US5602092A (en) * 1994-07-06 1997-02-11 Colgate-Palmolive Company Concentrated aqueous liquid detergent compositions containing deflocculating polymers
WO1996017919A1 (en) * 1994-12-05 1996-06-13 Colgate-Palmolive Company Granular detergent compositions containing deflocculating polymers
US5698511A (en) * 1994-12-05 1997-12-16 Colgate-Palmolive Company Granular detergent compositions containing deflocculating polymers and process for preparing such compositions
US5723427A (en) * 1994-12-05 1998-03-03 Colgate-Palmolive Company Granular detergent compositions containing deflocculating polymers and processes for their preparation

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