JPH07188694A - Detergent composition - Google Patents

Detergent composition

Info

Publication number
JPH07188694A
JPH07188694A JP33504693A JP33504693A JPH07188694A JP H07188694 A JPH07188694 A JP H07188694A JP 33504693 A JP33504693 A JP 33504693A JP 33504693 A JP33504693 A JP 33504693A JP H07188694 A JPH07188694 A JP H07188694A
Authority
JP
Japan
Prior art keywords
long
salt
chain
detergent composition
amino acid
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.)
Granted
Application number
JP33504693A
Other languages
Japanese (ja)
Other versions
JP3296062B2 (en
Inventor
Tatsuya Hattori
達也 服部
Keigo Sano
啓吾 佐野
Hideki Yoshihara
秀樹 吉原
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.)
Ajinomoto Co Inc
Original Assignee
Ajinomoto Co Inc
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 Ajinomoto Co Inc filed Critical Ajinomoto Co Inc
Priority to JP33504693A priority Critical patent/JP3296062B2/en
Publication of JPH07188694A publication Critical patent/JPH07188694A/en
Application granted granted Critical
Publication of JP3296062B2 publication Critical patent/JP3296062B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PURPOSE:To obtain a detergent composition excellent in hard water resistance, smoothness in combing the hair with fingers in washing and comfortbleness after washing and equivalent to a conventional product in performances such as foaming properties, duration of foams and separation of foams in rinsing by using a specified N-(N'-(long-chain acyl)alanyl)alanine salt. CONSTITUTION:The title composition contains an N-(N'-(long-chain acyl)alanyl) alanine salt represented by the formula (wherein RCO is an 8-22C linear or branched aliphatic acyl group; and M is an alkali metal, an alkaline earth metal, ammonium, alkylammonium, alkaolamonium or a basic amino acid residue) or contains the N-(N'-(long-chain acyl)alanyl)alanine salt and an N-(long- chain acyl)amino acid salt. This composition is desirably one used for the hair.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、洗浄剤組成物に関し、
起泡力及び泡の保持を増加し、洗浄時のきしみ感をなく
し、耐硬水性に優れ、更に洗い上り感に優れた洗浄剤組
成物に関するものである。
TECHNICAL FIELD The present invention relates to a detergent composition,
The present invention relates to a detergent composition having increased foaming power and foam retention, eliminating a squeaky feeling at the time of cleaning, having excellent hard water resistance, and having an excellent feeling of washing up.

【0002】[0002]

【従来の技術】従来、シャンプー、洗顔フォーム、台所
用洗剤などアニオン界面活性剤を主成分とする洗浄剤組
成物には、高級脂肪酸塩、ポリオキシエチレンアルキル
エーテル硫酸塩やアルキルベンゼンスルホン酸塩などが
用いられていた。一方、N−アシル酸性アミノ酸塩、N
−アシル中性アミノ酸塩等は皮膚や毛髪に対して穏和な
作用と優れた洗浄力を有するため、前記洗浄剤組成物に
使用されるようになってきているが、泡立ち、洗浄時の
きしみ等、使用感の点で問題があった。
2. Description of the Related Art Conventionally, detergent compositions mainly containing anionic surfactants such as shampoos, face washing foams and kitchen detergents include higher fatty acid salts, polyoxyethylene alkyl ether sulfates and alkylbenzene sulfonates. Was used. On the other hand, N-acyl acidic amino acid salt, N
-Acyl neutral amino acid salts and the like have come to be used in the above-mentioned cleaning composition because they have a mild action on the skin and hair and excellent detergency, but foaming, squeaking during cleaning, etc. There was a problem in terms of usability.

【0003】これらN−アシルアミノ酸塩の問題点を解
決する方法として、N−(N´−長鎖アシルグリシル)
グリシン塩またはN−(N´−長鎖アシル−β−アラニ
ル)−β−アラニン塩を用いることが特開昭59−84
994号公報、特開昭59−152999号公報、特開
平5−51356号公報および特開平5−78693号
公報に開示されている。しかしながら、これらグリシン
およびβ−アラニン誘導体は、起泡力及びすすぎ時の泡
切れは改善されるものの、耐硬水性やきしみ感、特に洗
髪時のきしみ感の改善については充分とはいえなかっ
た。
As a method for solving the problems of these N-acyl amino acid salts, N- (N'-long-chain acylglycyl)
Use of glycine salt or N- (N'-long chain acyl-β-alanyl) -β-alanine salt is disclosed in JP-A-59-84.
It is disclosed in Japanese Patent Application Laid-Open No. 994, Japanese Patent Application Laid-Open No. 59-152999, Japanese Patent Application Laid-Open No. 5-51356, and Japanese Patent Application Laid-Open No. 5-78693. However, although these glycine and β-alanine derivatives improve foaming power and foam breakage at the time of rinsing, they cannot be said to sufficiently improve hard water resistance and squeaky feeling, particularly squeaky feeling at the time of washing hair.

【0004】[0004]

【発明が解決しようとする課題】本発明の目的は、起泡
力、泡の保持及びすすぎ時の泡切れについては、従来と
同等の性能を有し、耐硬水性及び使用時のきしみ感が改
善された新規界面活性剤を見いだし、それを用いた洗浄
剤組成物を提供することである。
DISCLOSURE OF THE INVENTION The object of the present invention is to have foaming ability, retention of foam, and foam breakage during rinsing, which are equivalent to those of conventional ones, and hard water resistance and squeaky feeling during use. It is an object of the present invention to find an improved novel surfactant and to provide a detergent composition using the same.

【0005】[0005]

【問題を解決するための手段】本発明者らは、かかる実
情に鑑み鋭意検討した結果、N−(N´−長鎖アシルア
ラニル)アラニン塩が従来知られていたN−(N´−ア
シルグリシル)グリシン塩およびN−(N´−長鎖アシ
ル−β−アラニル)−β−アラニン塩と比較して、耐硬
水性および使用時、特に洗髪時のきしみ感において優れ
ていることを見い出し、本発明を完成するに至った。
Means for Solving the Problems As a result of intensive studies in view of such circumstances, the present inventors have found that N- (N'-long-chain acylalanyl) alanine salt was conventionally known as N- (N'-acylglycyl). The present invention has found that the glycine salt and N- (N'-long-chain acyl-β-alanyl) -β-alanine salt are superior in hard water resistance and squeaky feeling during use, especially when washing hair. Has been completed.

【0006】すなわち本発明は、下記一般式(I)で表
されるN−(N´−長鎖アシルアラニル)アラニン塩を
含有することを特徴とする洗浄剤組成物に関するもので
ある。
That is, the present invention relates to a detergent composition containing an N- (N'-long chain acylalanyl) alanine salt represented by the following general formula (I).

【化2】 (式中、RCOは炭素原子数8〜22の直鎖または分岐
鎖の脂肪酸アシル基を表わし、Mはアルカリ金属、アル
カリ土類金属、アンモニウム、アルキルアンモニウム、
アルカノールアンモニウムまたは塩基性アミノ酸を表わ
す。)
[Chemical 2] (In the formula, RCO represents a linear or branched fatty acid acyl group having 8 to 22 carbon atoms, M represents an alkali metal, alkaline earth metal, ammonium, alkylammonium,
Represents an alkanol ammonium or basic amino acid. )

【0007】さらに本発明は、前記一般式(I)で表わ
されるN−(N´−長鎖アシルアラニル)アラニン塩及
びN−長鎖アシルアミノ酸塩を含有することを特徴とす
る洗浄剤組成物をも包含するものである。
Further, the present invention provides a detergent composition comprising an N- (N'-long chain acylalanyl) alanine salt represented by the general formula (I) and an N-long chain acylamino acid salt. It also includes.

【0008】以下、本発明について詳述する。前記一般
式(I)で表わされるN−(N´−長鎖アシルアラニ
ル)アラニン塩のRCOで表される脂肪酸アシル基とし
ては、炭素原子数8〜22の飽和または不飽和脂肪酸よ
り誘導されるアシル基で、例えばカプリン酸、ラウリン
酸、ミリスチン酸、パルミチン酸、ステアリン酸、イソ
ステアリン酸、リノール酸、リノレイン酸、オレイン酸
等の単一組成の脂肪酸によるアシル基のほかに、ヤシ油
脂肪酸、牛脂肪酸、硬化牛脂脂肪酸等の天然より得られ
る脂肪酸(分岐脂肪酸を含む)のアシル基であってもよ
い。
The present invention will be described in detail below. The fatty acid acyl group represented by RCO of the N- (N'-long-chain acylalanyl) alanine salt represented by the general formula (I) is an acyl group derived from a saturated or unsaturated fatty acid having 8 to 22 carbon atoms. Groups, such as capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, linoleic acid, linoleic acid, oleic acid, and other acyl groups with a single composition of fatty acid, coconut oil fatty acid, beef fatty acid It may be an acyl group of a naturally occurring fatty acid (including a branched fatty acid) such as hardened beef tallow fatty acid.

【0009】また、アルカリ金属としては、ナトリウ
ム、カリウム等が挙げられ、アルカリ土類金属としては
カルシウム、マグネシウム等が挙げられ、アルキルアン
モニウムとしては、トリメチルアンモニウム、トリエチ
ルアンモニウム等が挙げられ、アルカノールアンモニウ
ムとしては、モノエタノールアンモニウム、ジエタノー
ルアンモニウム、トリエタノールアンモニウム等が挙げ
られ、塩基性アミノ酸としては、リジン、アルギニン、
オルニチン等が挙げられる。
The alkali metals include sodium and potassium, the alkaline earth metals include calcium and magnesium, the alkylammonium includes trimethylammonium and triethylammonium, and the alkanolammonium. Include monoethanolammonium, diethanolammonium, triethanolammonium and the like, and basic amino acids include lysine, arginine,
Ornithine and the like can be mentioned.

【0010】上記一般式(I)で表されるN−(N´−
長鎖アシルアラニル)アラニンは、例えばN−アラニル
アラニンを水または水−有機溶剤混合溶媒中に溶解した
後、脂肪酸ハライド等によりアシル化反応を行うことに
より、またはN−長鎖アシルアラニンを酸ハライドに変
換した後、アラニンと反応させるなど、公知の方法によ
り製造することができる。
N- (N'-represented by the above general formula (I)
The long-chain acylalanyl) alanine is obtained by, for example, dissolving N-alanylalanine in water or a water-organic solvent mixed solvent and then performing an acylation reaction with a fatty acid halide or the like, or by converting the N-long-chain acylalanine to an acid halide. It can be produced by a known method such as reaction with alanine after conversion into

【0011】本発明の洗浄剤組成物におけるN−(N´
−長鎖アシルアラニル)アラニン塩の配合量は、その使
用目的に応じて適宜決定すればよいが、主たる界面活性
剤として用いる場合には、通常洗浄剤組成物中1〜90
重量%、好ましくは5〜80重量%であり、添加剤とし
て用いる場合には0.1〜10重量%、好ましくは1〜
5重量%である。
In the detergent composition of the present invention, N- (N '
The amount of the long-chain acylalanyl) alanine salt may be appropriately determined according to the purpose of use, but when used as the main surfactant, it is usually 1 to 90 in the detergent composition.
%, Preferably 5 to 80% by weight, and when used as an additive, 0.1 to 10% by weight, preferably 1 to
It is 5% by weight.

【0012】N−(N´−長鎖アシルアラニル)アラニ
ン塩は、特にN−長鎖アシル−アミノ酸塩と組み合わせ
て用いると、N−長鎖アシル−アミノ酸塩の欠点であっ
た起泡力、耐硬水性、きしみ感などが改善された洗浄剤
組成物を得ることができる。この場合における、N−
(N´−長鎖アシルアラニル)アラニン塩とN−長鎖ア
シル−アミノ酸塩の合計の配合量はその使用目的に応じ
て適宜決定すればよいが、通常洗浄剤組成物中1〜90
重量%、好ましくは5〜80重量%である。またN−長
鎖アシル−アミノ酸塩に対するN−(N´−長鎖アシル
アラニル)アラニン塩の割合は0.5/99.5以上で
あり、好ましくは2/98〜90/10である。0.5
/99.5未満の場合には、N−(N´−長鎖アシルア
ラニル)アラニン塩の添加効果が十分ではなく、満足な
使用感を得ることができない。
The N- (N'-long-chain acylalanyl) alanine salt, particularly when used in combination with the N-long-chain acyl-amino acid salt, has the disadvantages of the foaming ability and the resistance to foaming, which are the drawbacks of the N-long-chain acyl-amino acid salt. It is possible to obtain a detergent composition having improved hard water properties, squeaky feeling and the like. In this case, N-
The total amount of the (N′-long-chain acylalanyl) alanine salt and the N-long-chain acyl-amino acid salt may be appropriately determined according to the purpose of use, but is usually 1 to 90% in the detergent composition.
%, Preferably 5-80% by weight. The ratio of the N- (N'-long chain acylalanyl) alanine salt to the N-long chain acyl-amino acid salt is 0.5 / 99.5 or more, preferably 2/98 to 90/10. 0.5
If it is less than 99.5, the effect of adding the N- (N'-long chain acylalanyl) alanine salt is not sufficient, and a satisfactory feeling of use cannot be obtained.

【0013】本発明の洗浄剤組成物は、目的に応じ台所
用洗浄剤、シャンプー、洗顔料、身体洗浄剤等の用途に
用いることができるが、特にシャンプーに適している。
また、本洗浄剤組成物には、通常用いられる香料、着色
料、保湿剤、ビルダー、防腐剤等を適宜添加することが
できる。
The detergent composition of the present invention can be used for applications such as kitchen detergents, shampoos, facial cleansers and body cleaners according to the purpose, and is particularly suitable for shampoos.
Further, to the present cleaning composition, a commonly used fragrance, colorant, humectant, builder, preservative and the like can be appropriately added.

【0014】さらにその他の陰イオン界面活性剤、陽イ
オン界面活性剤、両性界面活性剤、ノニオン界面活性剤
を、泡立ちや洗浄性を調整するため併用することは何等
差し支えない。これらのものには、脂肪酸石鹸、高級ア
ルコール硫酸塩、ポリオキシエチレン高級アルコール硫
酸塩、高級アルコールリン酸エステル塩、スルホン化高
級脂肪酸塩、スルホン化高級脂肪酸アルコールエステル
塩、イセチオン酸高級脂肪酸エステル塩、N−長鎖アシ
ルアミノ酸塩等のアニオン界面活性剤、高級アルキルト
リメチルアンモニウム塩、ジ高級アルキルジメチルアン
モニウム塩、高級アルキルジメチルベンジルアンモニウ
ム塩等のカチオン界面活性剤、高級アルキルジメチル酢
酸ベタイン、高級脂肪酸アミドプロピルベタイン、イミ
ダゾリニウム型ベタイン等の両性界面活性剤、高級脂肪
酸ジエタノールアミド、高級脂肪酸モノエタノールアミ
ド、アルキルグルコシド等のノニオン界面活性剤が挙げ
られるが、これらに限定されることはない。
Further, there is no problem in using other anionic surfactants, cationic surfactants, amphoteric surfactants and nonionic surfactants together for controlling foaming and detergency. These include fatty acid soap, higher alcohol sulfate, polyoxyethylene higher alcohol sulfate, higher alcohol phosphate ester salt, sulfonated higher fatty acid salt, sulfonated higher fatty acid alcohol ester salt, isethionic acid higher fatty acid ester salt, Anionic surfactants such as N-long-chain acylamino acid salts, cationic surfactants such as higher alkyl trimethyl ammonium salts, di higher alkyl dimethyl ammonium salts, higher alkyl dimethyl benzyl ammonium salts, higher alkyl dimethyl acetate betaines, higher fatty acid amide propyl Examples include amphoteric surfactants such as betaine and imidazolinium type betaine, nonionic surfactants such as higher fatty acid diethanolamide, higher fatty acid monoethanolamide, and alkyl glucoside. No.

【0015】本発明の洗浄剤組成物は、通常の方法によ
り製造することができる。また洗浄剤としての剤型は特
に制限されず、液体状、ペースト状、ゲル状、固体状、
粉末状等任意の剤型とすることができる。
The detergent composition of the present invention can be produced by a conventional method. Further, the dosage form as a cleaning agent is not particularly limited, and liquid, paste, gel, solid,
It can be in any dosage form such as powder.

【0016】[0016]

【実施例】次に、実施例により本発明をさらに詳細に説
明する。
EXAMPLES Next, the present invention will be described in more detail by way of examples.

【0017】実施例1 表1に示す洗浄剤組成物の起泡力、泡の保持、耐硬水性
及び洗髪時のきしみ感の評価を行った。
Example 1 The detergent compositions shown in Table 1 were evaluated for foaming power, foam retention, hard water resistance, and squeaky feeling when washing hair.

【0018】評価方法 起泡力及び泡の保持の評価は、各配合例の洗浄剤組成物
を20倍に希釈して、ミキサーで5秒間攪拌し、1分後
の泡量と10分後の泡量を測定した。
Evaluation Method The foaming power and the retention of foam were evaluated by diluting the cleaning composition of each formulation 20 times and stirring with a mixer for 5 seconds, and the foam amount after 1 minute and after 10 minutes. The amount of foam was measured.

【0019】官能評価は、各配合物を男女15名のパネ
ラーに毛髪の洗浄を実施させ、各官能について下に示す
ような評価基準により評価し、各評価値を平均し4.5
以上を◎、3.5〜4.4を○、2.5〜3.4を△、
2.4以下を×とした。
The sensory evaluation was carried out by having 15 men and women of each composition wash their hairs, and each sensory evaluation was made according to the evaluation criteria shown below, and each evaluation value was averaged to 4.5.
The above is ◎, 3.5 to 4.4 is ◯, 2.5 to 3.4 is Δ,
A value of 2.4 or less was marked with x.

【0020】洗浄時のきしみ及びすすぎ時のきしみ 5:まったくきしみを感じない 4:わずかにきしみを感じる 3:ふつう 2:少し指が髪に引っかかる 1:指が通らない 泡量 5:多い 4:やや多い 3:普通 2:やや少ない 1:少ないSqueaking during washing and squeaking during rinsing 5: No squeaking is felt at all 4: Slightly squeaking is felt 3: Normal 2: Fingers are slightly caught on hair 1: Fingers do not pass through Bubble amount 5: Large 4: Moderately high 3: Normal 2: Moderately low 1: Low

【0021】[0021]

【表1】 [Table 1]

【0022】表1の結果から、本発明の洗浄剤組成物
は、泡安定性が良く、洗髪時及びすすぎ時のきしみを軽
減することがわかる。
From the results shown in Table 1, it can be seen that the detergent composition of the present invention has good foam stability and reduces squeaking during washing and rinsing.

【0023】実施例2 耐硬水性を比較するため、表2に示す洗浄剤組成物を調
製し、実施例1と同様の方法により起泡力及び泡保持に
ついて、評価した。
Example 2 In order to compare the hard water resistance, the cleaning composition shown in Table 2 was prepared, and the foaming power and the foam retention were evaluated by the same method as in Example 1.

【0024】[0024]

【表2】 [Table 2]

【0025】表2の結果から、本発明の洗浄剤組成物
が、耐硬水性に優れていることが分かる。
From the results shown in Table 2, it can be seen that the detergent composition of the present invention has excellent hard water resistance.

【0026】実施例3 表3に示す洗浄剤組成物(ヘアシャンプー)を調製し、
官能評価を行った。
Example 3 A cleaning composition (hair shampoo) shown in Table 3 was prepared,
Sensory evaluation was performed.

【0027】[0027]

【表3】 [Table 3]

【0028】表3の結果から、本発明の洗浄剤組成物
が、起泡力に優れ、洗浄時及びすすぎ時のきしみのない
ものであることが分かる。
From the results shown in Table 3, it can be seen that the detergent composition of the present invention is excellent in foaming power and has no squeak during cleaning and rinsing.

【0029】実施例4 表4に示す洗浄剤組成物(ボディーシャンプー)を調製
した。このボディーシャンプーは、N−アシルアミノ酸
塩特有のぬめり感がなく、又きしみ感もない、使用感に
優れたものであった。
Example 4 A cleaning composition (body shampoo) shown in Table 4 was prepared. This body shampoo had neither the slimy feeling nor the squeaky feeling peculiar to the N-acyl amino acid salt, and was excellent in the feeling of use.

【0030】[0030]

【表4】 [Table 4]

【0031】[0031]

【発明の効果】本発明の洗浄剤組成物は、起泡力、泡の
保持ともに優れ、耐硬水性及び使用時のきしみ感が改善
されたものであって、頭髪の洗浄に特に好適である。
The cleaning composition of the present invention has excellent foaming power and foam retention, improved hard water resistance and improved squeaky feeling during use, and is particularly suitable for cleaning hair. .

Claims (3)

【特許請求の範囲】[Claims] 【請求項1】下記一般式(I)で表されるN−(N´−
長鎖アシルアラニル)アラニン塩を含有することを特徴
とする洗浄剤組成物。 【化1】 (式中、RCOは炭素原子数8〜22の直鎖または分岐
鎖の脂肪酸アシル基を表わし、Mはアルカリ金属、アル
カリ土類金属、アンモニウム、アルキルアンモニウム、
アルカノールアンモニウムまたは塩基性アミノ酸を表わ
す。)
1. N- (N'-represented by the following general formula (I):
A detergent composition comprising a long-chain acylalanyl) alanine salt. [Chemical 1] (In the formula, RCO represents a linear or branched fatty acid acyl group having 8 to 22 carbon atoms, M represents an alkali metal, alkaline earth metal, ammonium, alkylammonium,
Represents an alkanol ammonium or basic amino acid. )
【請求項2】前記一般式(I)で表わされるN−(N´
−長鎖アシルアラニル)アラニン塩及びN−長鎖アシル
アミノ酸塩を含有することを特徴とする洗浄剤組成物。
2. N- (N 'represented by the general formula (I).
A long-chain acylalanyl) alanine salt and an N-long-chain acylamino acid salt.
【請求項3】洗浄剤組成物が頭髪用である請求項1また
は2記載の洗浄剤組成物。
3. The cleaning composition according to claim 1, which is for hair.
JP33504693A 1993-12-28 1993-12-28 Detergent composition Expired - Lifetime JP3296062B2 (en)

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Application Number Priority Date Filing Date Title
JP33504693A JP3296062B2 (en) 1993-12-28 1993-12-28 Detergent composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP33504693A JP3296062B2 (en) 1993-12-28 1993-12-28 Detergent composition

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JPH07188694A true JPH07188694A (en) 1995-07-25
JP3296062B2 JP3296062B2 (en) 2002-06-24

Family

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Application Number Title Priority Date Filing Date
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Country Link
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11540993B2 (en) * 2018-06-04 2023-01-03 Suzhou Oulit Biopharm Co., Ltd Self-assembled amino acid supramolecular polymer, preparation method therefor, and application thereof
US11566110B2 (en) 2018-06-04 2023-01-31 Suzhou Oulit Biopharm Co., Ltd Self-assembled amino acid supramolecular polymer, preparation therefor, and application thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11540993B2 (en) * 2018-06-04 2023-01-03 Suzhou Oulit Biopharm Co., Ltd Self-assembled amino acid supramolecular polymer, preparation method therefor, and application thereof
US11566110B2 (en) 2018-06-04 2023-01-31 Suzhou Oulit Biopharm Co., Ltd Self-assembled amino acid supramolecular polymer, preparation therefor, and application thereof

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