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CN1219124A - 含氮配位剂在皮肤和纺织纤维材料的祛臭和抗菌处理中的使用 - Google Patents

含氮配位剂在皮肤和纺织纤维材料的祛臭和抗菌处理中的使用 Download PDF

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CN1219124A
CN1219124A CN97194728A CN97194728A CN1219124A CN 1219124 A CN1219124 A CN 1219124A CN 97194728 A CN97194728 A CN 97194728A CN 97194728 A CN97194728 A CN 97194728A CN 1219124 A CN1219124 A CN 1219124A
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F·巴赫曼
D·奥赫斯
R·乌茨
T·埃里斯
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Abstract

本发明涉及含氮配位剂在皮肤和纺织纤维材料的祛臭和抗菌处理中的使用。根据本发明使用的配位剂具有式(1)结构,其中Q1为Carb1、Carb2或式(a)基团;Q2为氢或Carb2和Q3为Carb3、氨基酸基或式(1a)基团,其中Carb1、Carb2、Carb3彼此独立为C1－C8－单或双羟酸基和m是1至5。根据本发明的配位剂表现出针对干燥棒状杆菌(引起皮肤异味的细菌)的明显的抑菌活性,因而适合用作身体保健组合物和纺织材料的抗菌纤维织品中的抗菌活性物质。

Description

含氮配位剂在皮肤和纺织纤维材料的祛臭和抗菌处理中的使用
本发明涉及含氮配位剂在皮肤和纺织纤维材料的祛臭和抗菌处理中的使用。
众所周知各种含氮配位剂，例如乙二胺四乙酸(EDTA)、次氮基三乙酸(NTA)、β-丙氨酸二乙酸(EDETA)或乙二胺二丁二酸(EDDS)由于其配位性能，已广泛用于家用清洁剂。
令人吃惊的是，现已发现某些含氮配位剂也具有针对革兰氏-阳性细菌的抗菌活性，因而特别适用于人的皮肤和纺织纤维材料的祛臭和抗菌处理。
因此，本发明涉及含氮配位剂在皮肤和纺织纤维材料的抗菌处理中的使用。
根据本发明优先用作配位剂的化合物为具有式(1)的化合物：
Figure A9719472800041
其中Q1为Carb1；Carb2或式
Figure A9719472800042
基团；Q2为氢或Carb2；和Q3为Carb3；氨基酸基或式(1a)
Figure A9719472800043
基团，其中Carb1、Carb2、Carb3彼此独立为C1-C8-单或双羧酸基；和m是1至5。
本文特别优先的化合物为这样的式(1)化合物，其中氨基酸基Q3具有式(1b)
Figure A9719472800051
和尤其为这样的式(1)化合物，其中Q1为单羧酸或式
Figure A9719472800052
基；Q2为氢或单羧酸；和Q3为式(1b)或单羧酸。
特别感兴趣的配位剂为这样的式(1)化合物，其中Carb2和Carb3彼此独立为式(1c)
Figure A9719472800053
基，其中n1是0至5。
具有重要实用意义的为具有式(2)
Figure A9719472800054
或式(3)
Figure A9719472800055
的配位剂。
此外，次氮基三乙酸(NTA)适合作为配位剂。
根据本发明可用作配位剂的其它实例为具有式(4)的氨基三亚甲基磷酸(ATMP) 式(5)的丝氨酸二乙酸(SDA)
Figure A9719472800061
式(6)的天冬氨酸二乙酸
Figure A9719472800062
或式(7)的甲基甘氨酸二乙酸(MGDA)
Figure A9719472800063
根据本发明使用的含氮配位剂不仅可以作为酸，而且可以作为水溶性盐的形式使用，优选如锂、钠、钾、铵和乙醇铵盐。
式(2)乙二胺二丁二酸(EDDS)具有两个不对称碳原子。因此该化合物可能具有各种立体异构体形式。EDDS的(S,S)构型具有下式：
Figure A9719472800064
一种花费不多的化学合成法可产生S,S、R,R和内消旋-EDDS三种形式的混合物。然而，分离这三种立体异构体需要高昂的工业花费。借助于放线菌株可以制备旋光纯(S,S)-EDDS(T.Nishikiori et al.,Production by Actinomycetes of(S,S)-N,N’-ethylenediaminedisuccinic acid,an inhibitor of phospholipase c；J.Antibiotics 37,426-427(1984))
式(9)化合物的纯化学制备可按照本身已知的方法，例如按J.A.Neal,N.Rose在Inorganic Chemistry,7,2505(1985)中所述进行。
外消旋EDDS可根据US-A-3158635制备。
根据本发明的配位剂表现出明显的抑菌作用，特别是对皮肤菌丛的革兰氏-阳性菌如干燥棒状杆菌(引起皮肤异味的细菌)。因此，它们特别适合作为身体保健组合物，例如肥皂、香波、脚部保健产品和特别是祛臭剂中的抗菌活性物质，以及洗涤剂中的添加剂。
因此，本发明也涉及含有至少一种含氮配位剂和在化妆品中能相容的载体或辅助剂。
根据本发明的身体保健组合物含有0.01-15％，优选0.5-10％基于所述组合物的总重量的含氮配位剂和在化妆品中能相容的辅助剂。
根据所述身体保健组合物存在的形式，除了配位剂外，它还含有其它成分如螯合剂、染料、芳香油、增稠剂或固化剂(稠度调节剂)、润肤剂、UV吸收剂、皮肤保护剂、抗氧化剂、改进力学性能的添加剂、如二羧酸和/或C14-22脂肪酸的Al、Zn、Ca或Mg盐，以及(如果需要)防腐剂。
由于其良好的水溶性，根据本发明的配位剂可以毫无问题地掺入相应的制剂中。
根据本发明的身体保健组合物可以配制为油包水或水包油的乳剂，如含醇或乙醇的制剂，如离子或非离子两亲脂质的泡状分散剂，如凝胶或固体粘贴剂，或为气溶胶制剂。
如为油包水或水包油的乳剂，在化妆品中能相容的辅助剂优选含有5-50％的油相、5-20％的乳化剂和30-90％的水。所述油相包括适用于化妆品制剂的任何油，如一种或多种烃油、蜡、天然油、硅油、脂肪酸酯或脂肪醇。优选的一元-或多元醇为乙醇、异丙醇、丙二醇、己二醇、甘油和山梨醇。
抗菌肥皂可具有例如，下列组成：
0.01-5％(重量)的式(2)化合物，
0.3-1％(重量)的二氧化钛，
1-10％(重量)的硬脂酸，
至100％的皂基，例如牛油脂肪的钠盐和椰子油脂肪酸或甘油。
香波可具有例如，下列组成：
0.01-5％(重量)的式(2)化合物，
12％(重量)的月桂基醚-2-硫酸钠，
4.0％(重量)的椰油酰胺基丙基甜菜碱，
3.0％(重量)的氯化钠和
水至100％。
祛臭剂可具有例如，下列组成：
0.01-5％(重量)的式(2)化合物，
60％(重量)的乙醇，
0.3％(重量)的芳香油和
水至100％。
因而，根据本发明的配位剂适于处理纺织纤维材料。纤维材料为非染色的和染色的或印花纤维材料，如丝、皮革、羊毛、聚酰胺或聚氨酯，和特别是所有类型的纤维素纤维材料。这类纤维材料如天然存在的纤维素纤维像棉花、亚麻、黄麻和大麻及纤维素和再生纤维素。优选适合的纺织纤维材料为棉花的纤维材料。
以下实施例旨在说明本发明。
实施例1:S,S-EDDS、R,R-EDDS、EDDS和EDETA的外消旋体、EDTA和NTA的抗菌活性的测定
试验方法：按照下列修改进行琼脂扩散试验：
培养基：    酪蛋白-大豆粉胨琼脂(caso-琼脂)
试验生物体：干燥棒状杆菌ATCC 373
             干燥棒状杆菌ATCC 7711
             棒状杆菌属minutissimum ATCC 23358
步骤：用所述细菌的过夜培养物3.5ml接种500ml的caso-琼脂，稀释1∶100，用一层约5ml的含有细菌的琼脂覆盖caso平板(18ml)。该平板冷却后，用软木钻孔器钻几个直径1cm的孔每一钻出的孔用各100μl试验物质的稀释液填充，将该平板于37℃培养2天。对于所有物质均使用二次蒸馏水作为溶剂。在EDETA GS的情况下，通过加入1N NaOH将pH调节至为3.3。通过加入1N NaOH将化学制备的S,S-EDDS调节pH为5.6。
对照：    二次蒸馏水
表1列出了试验结果：
表1：                          抑制圈直径
物质    浓度[ppm]    干燥棒状杆菌    干燥棒状杆菌
                       ATTC 7711       ATTC 373
EDETA     10000           5/51          1/11
S,S-EDDS  10000          15/151        10/101
(化学制备)
S,S-EDDS  10000          15/151        10/101
(发酵制备)
EDTA      10000           2/2             5/5
R,S-EDDS  10000           n.d.           12/13
R,R-EDDS  10000           n.d            15/15
1抑制圈上少量生长
试验结果表明，通过发酵和化学两种方法制备的EDETA,EDTA和EDDS(=R,R；S,S；R,S)显示对干燥棒状杆菌的明显的抑菌活性。
具有抑菌作用的制剂的实施例
实施例2：洗衣粉的制备
月桂基硫酸铵        8.0％
非离子表面活性剂    2.9％
肥皂                3.5％
三聚磷酸钠          43.8％
硅酸钠              7.5％
硅酸镁              1.9％
羧甲基纤维素        1.2％
EDTA                0.2％
硫酸钠              21.2％
EDDS                1％
水                  至100％
如下制备制剂：
在研钵中混合固体成分并使之均匀，用去离子水搅拌直至获得可浇注和可泵送的均匀糊状物(淤浆)，最后喷雾干燥。
实施例3：洗涤增强剂的制备
乙醇                20％
甘油                5％
PEG-40氢化蓖麻油    1％
(氢化乙氧基化蓖麻油)
EDDS                0.5％
香料                适量
水                  至100％
如下制备制剂
将EDDS溶于乙醇中。于室温搅拌下加入PEG-40、甘油和香料。最后加水。
实施例3：祛臭贴的制备
乙醇                       20％
甘油                       30％
丙二醇                     20％
Ceteareth-25               3％
(=乙氧基化十六烷基/硬脂醇)
硬脂酸钠                   7％
EDDS                       0.5％
香料                       适量
水                         至100％
如下制备制剂：
将硬脂酸钠于60℃熔化。将丙二醇、Ceteareth-25和甘油加入该熔化物中直至获得均匀澄清的悬浮液。最后，于50℃将该悬浮液与EDDS-溶液在醇/水的混合物中搅拌并缓慢冷却。
实施例4：可溶性的EDDS盐和祛臭剂制剂的制备
通过微生物学(WO96/36725)或化学合成方法(J.A.Neal et al.,Inorg.Chem.7,2405(1968))获得S,S-EDDS。外消旋的EDDS由马来酸酐和乙二胺制备(US-A-3158635)。
外消旋的EDDS或S,S-EDDS的1％悬浮液可在水/乙醇(约7∶3)中通过剧烈搅拌制备。用自动滴定装置测量氢氧化钠水溶液直至pH7维持恒定达30分钟。通过滤纸过滤除去任何出现的少许乳状浑浊。
通过加入增稠剂如羟乙基纤维素可获得澄清的祛臭制剂，该制剂在室温下是稳定的，且含有约1％的活性物质(基于四元酸)和具有适于皮肤的pH。
如果用氢氧化钾、氨或乙醇胺代替氢氧化钠，则可获得相应的钾盐、铵盐和乙醇铵盐。氢氧化锂、碳酸钠、碳酸氢钠或月桂胺也可以用作所述碱。
实施例5:R,S-EDDS盐对皮肤基本抗菌活性的检测
制剂                    1％的R,S-EDDS/钠盐
(在30％乙醇中的溶液)    1％的R,S-EDDS/铵盐
                        (参考实施例4制备)
培养基                  酪蛋白-大豆粉胨琼脂(caso-琼脂)
试验生物体：            干燥棒状杆菌ATCC 373
试验方法：
在使用试验溶液之前，用非抗菌肥皂冲洗腋下两次，每次一分钟。然后将总计6ml的试验产物施用在清洗后、干燥的腋下皮肤上。使用该试验产物后立即和2小时后，通过在0.9％氯化钠溶液(pH:8.2)湿润的滤纸圆片(直径2cm)提取皮肤上的EDDS。为此，将湿润的滤纸圆片放在处理的皮肤上4分钟，但不得有气泡。随后在室温下干燥滤纸圆片，然后置于带有试验细菌的固体琼脂培养基上。
为制备固体琼脂培养基，于47℃用试验细菌的3.5ml的12-16小时的培养物(稀释1∶100)接种到500ml的液体琼脂中并用一层约5ml的含有细菌的琼脂覆盖caso平板(18ml)。
将滤纸圆片放于上部后，于37℃培养该琼脂培养基2天，然后测定滤纸圆片下的抑制或滤纸圆片的抑制圈
表2列出了试验结果
表2
物质                              抑制圈直径(mm)/
                                  在滤纸圆片下的抑制*
                                  干燥棒状杆菌
                                  ATCC 373
安慰剂                            0/0
R,S-EDDS(钠盐)
                   立即           5/4
                   使用2小时后    3/4
R,S-EDDS(铵盐)
                   立即           2,5/4
                   使用2小时后    2/4
*在滤纸圆片下的抑制
解释
0=生长良好(未受抑制)
2=抑制但明显生长(弱抑制)
4=不生长(有效抑制)
试验结果表明，两种试验物质均获得对干燥棒状杆菌的明显抑制。
试验显示达到抑制干燥棒状杆菌的足够高的EDDS浓度在最后一次施用于皮肤后2小时仍保持。

Claims (15)

1．含氮配位剂在皮肤和纺织纤维材料的抗菌处理中的用途。
2．权利要求1的用途，其中下式化合物用作所述配位剂：其中Q1为Carb1；Carb2或式
Figure A9719472800022
基团；Q2为氢或Car2；和Q3为Carb3；氨基酸基或式(1a) 基团，其中Carb1、Carb2、Carb3彼此独立为C1-C8-单或双羧酸基；和m是1至5。
3．权利要求1和2的用途，其中所述氨基酸基Q3具有下式：
Figure A9719472800024
4．权利要求3的用途，其中Q1为单羧酸；或式 基；Q2为氢或单羧酸；和Q3为式(1b)；或单羧酸。
5．权利要求1和2的用途，其中Carb2和Car3彼此独立为具有下式的基团：基，其中n1是0至5。
6．权利要求1-4中任一项的用途，其中下式化合物用作配位剂：
7．权利要求1-4中任一项的用途，其中下式化合物用作配位剂，
Figure A9719472800032
8．权利要求1的用途，其中次氮基三乙酸用作配位剂。
9．权利要求1-8中任一项的配位剂的用途，其中所述配位剂也可以作为其水溶性盐中的一种形式。
10．权利要求9的用途，其中所述配位剂可以以其锂、钠、钾、铵或乙醇铵盐的形式存在。
11．权利要求1-10中任一项的配位剂作为抗革兰氏-阳性菌的抗菌活性物质的用途。
12．权利要求1-11中任一项的配位剂在身体保健组合物中的用途。
13．包含权利要求1的含氮配位剂的身体保健组合物，
14．形式为肥皂、香波或祛臭剂的权利要求13的身体保健组合物。
15．权利要求1-10中任一项的配位剂在纺织纤维材料中的用途。
CN97194728A 1996-05-22 1997-05-09 含氮配位剂在皮肤和纺织纤维材料的祛臭和抗菌处理中的使用 Pending CN1219124A (zh)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102899895A (zh) * 2012-09-26 2013-01-30 泰安市金飞虹织造有限公司 一种纤维素面料抗菌除臭的处理方法

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19650102A1 (de) * 1996-12-03 1998-06-04 Basf Ag Verwendung von Bis(dicarbonsäure)diaminoalkylen-Derivaten als biologisch abbaubare Komplexbildner für Erdalkali- und Schwermetallionen
GB9721394D0 (en) * 1997-10-09 1997-12-10 Ass Octel Anti-microbial compound
GB2333703A (en) * 1998-01-31 1999-08-04 Procter & Gamble Complexing agents (eg N,N'-ethylenediamine disuccinic acid) in reduction of enzyme activity & hence treatment of enzymatic dermatitis, skin rash and malodour
GB2333772A (en) * 1998-01-31 1999-08-04 Procter & Gamble Complexing agents (eg ethylenediamine disuccinic acid) for use in selectively complexing copper, iron, zinc, nickel and cobalt in the presence of calcium
GB9814731D0 (en) * 1998-07-07 1998-09-02 Unilever Plc Method of reducing or preventing malodour
GB9814732D0 (en) * 1998-07-07 1998-09-02 Unilever Plc Method of reducing or preventing malodour
BR0107689A (pt) * 2000-01-18 2002-11-19 Unilever Nv Produto antimicrobiano, método de controle dos números de micróbios, métodos cosméticos de redução da perspiração e de provisão do controle adicional dos números de bactérias sobre uma superfìcie do corpo humano, e de liberação de intensidade de fragãncia aumentada, e ,método de fabricação de uma composição antimicrobiana
CN1241538C (zh) * 2000-01-18 2006-02-15 荷兰联合利华有限公司 含有过渡金属螯合剂盐的抗微生物组合物
GB0001129D0 (en) * 2000-01-18 2000-03-08 Unilever Plc Anti-microbial aerosol compositions
GB0117535D0 (en) * 2001-07-18 2001-09-12 Unilever Plc Deodorant compositions
JP4518367B2 (ja) * 2002-03-25 2010-08-04 株式会社資生堂 毛穴縮小剤
CA2491588A1 (en) * 2002-07-03 2004-01-15 Centro Internacional De Mejoramiento De Maiz Y Trigo A slow-release agrochemicals dispenser and method of use
JP2012001551A (ja) * 2003-09-09 2012-01-05 Kao Corp 腋臭の消臭用組成物、それを含む皮膚化粧料及び繊維用消臭剤
JP2005350354A (ja) * 2003-09-09 2005-12-22 Kao Corp 腋臭の消臭用組成物、それを含む皮膚化粧料及び繊維用消臭剤
US20090136960A1 (en) * 2006-03-24 2009-05-28 The Regents Of The University Of Michigan Methods and compositions for the identification of cancer markers
MY155954A (en) * 2008-07-10 2015-12-31 Unilever Plc A personal wash composition
EP2206506A1 (en) * 2008-12-18 2010-07-14 Bracco Imaging S.p.A Probiotic formulations
CN101785783A (zh) * 2009-01-22 2010-07-28 朱晓颂 金属Ti微粒子在促进或增大皮肤外用抗菌或杀菌药物功效上的用途
ES2579217T3 (es) * 2010-04-23 2016-08-08 The Procter & Gamble Company Partícula
BR112013018960A2 (pt) * 2011-01-27 2016-09-20 Givaudan Sa composições
FR2973229B1 (fr) * 2011-04-01 2013-03-29 Oreal Procede cosmetique de traitement des odeurs corporelles humaines utilisant un compose 4-(3-ethoxy-4-hydroxyphenyl)alkylcetone ou 2-ethoxy 4-hydroxyalkyl phenol
FR3090323A1 (fr) * 2018-12-21 2020-06-26 L'oreal Mélange antimicrobien contenant du 4-(3-éthoxy-4-hydroxyphényl)butan-2-one et un composé acide ou à base d’argent, et composition le contenant
FR3117831A1 (fr) * 2020-12-18 2022-06-24 L'oreal Utilisation cosmétique de dérivés à chaîne grasse de diglutamide lysine comme actif déodorant

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1287256B (de) * 1967-06-23 1969-01-16 Henkel & Cie Gmbh Antimikrobielle Mittel
DE1288748B (de) * 1967-06-30 1969-02-06 Henkel & Cie Gmbh Antimikrobielle Mittel
GB1420946A (en) 1972-10-13 1976-01-14 Beecham Group Ltd Anti-bacterial compositions
NZ177553A (en) * 1974-06-12 1984-07-06 Personal Products Co Absorbent dressings and composition containing an amino acid to inhibit odour
US3920020A (en) * 1974-06-12 1975-11-18 Personal Products Co Inhibiting production of undesirable products on body surfaces and environs
US4356190A (en) 1974-06-12 1982-10-26 Personal Products Company Inhibiting production of undesirable products on body surfaces and environs employing aminopolycarboxylic compounds
DE3410956A1 (de) * 1984-03-24 1985-09-26 Henkel KGaA, 4000 Düsseldorf Antimikrobiell wirksame substanzen, ihre herstellung und ihre verwendung
US4835149A (en) * 1986-11-13 1989-05-30 Basf Corporation Solubilization of salts of pyridine-2-thiol-1-oxide
IT1223321B (it) 1987-10-23 1990-09-19 Maria Curti Composizioni cosmetiche
DE3804141C1 (zh) 1988-02-11 1989-07-06 Hans Gerd 5650 Solingen De Kaiser
DE3914980A1 (de) 1989-05-06 1990-12-06 Basf Ag 2-methyl- und 2-hydroxymethyl-serin-n,n-diessigsaeure und ihre derivate
DE4135499A1 (de) * 1990-11-07 1992-05-14 Sandoz Ag Vliesausruestung
EP0513948B1 (en) * 1991-05-15 1998-08-12 Hampshire Chemical Corporation Hard-surface cleaning compositions containing biodegradable chelants
US5186856A (en) * 1992-06-02 1993-02-16 Basf Corp. Aqueous prewash stain remover compositions with efficacy on tenacious oily stains
US5221496A (en) * 1992-06-02 1993-06-22 Basf Corp. Aqueous prewash stain remover compositions with efficacy on tenacious oily stains
DE4234070A1 (de) * 1992-10-09 1994-04-14 Henkel Ecolab Gmbh & Co Ohg Reinigendes Desinfektionsmittel
GB9322648D0 (en) 1993-11-03 1993-12-22 Ass Octel Process for the production of s.s.e.d.d.s
US5516511A (en) * 1994-05-06 1996-05-14 The Procter & Gamble Company Antiperspirant gel compositions comprising chelators
US5554791A (en) 1994-07-11 1996-09-10 Albemarle Corporation Process for producing [S,S]-ethylenediamine-N,N'-disuccinic acid
DE4428823A1 (de) * 1994-08-16 1996-02-22 Henkel Kgaa Schäumende Detergensgemische

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102899895A (zh) * 2012-09-26 2013-01-30 泰安市金飞虹织造有限公司 一种纤维素面料抗菌除臭的处理方法

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