CN1809331A - 由uv－a和uv－b过滤剂组成的混合物 - Google Patents
由uv－a和uv－b过滤剂组成的混合物 Download PDFInfo
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- CN1809331A CN1809331A CNA2004800170581A CN200480017058A CN1809331A CN 1809331 A CN1809331 A CN 1809331A CN A2004800170581 A CNA2004800170581 A CN A2004800170581A CN 200480017058 A CN200480017058 A CN 200480017058A CN 1809331 A CN1809331 A CN 1809331A
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- A61K8/445—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/18—Antioxidants, e.g. antiradicals
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Landscapes
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- General Health & Medical Sciences (AREA)
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- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Cosmetics (AREA)
Abstract
本发明涉及由式I的UV－A过滤剂和式II的UV－B过滤剂组成的混合物。
Description
本发明涉及一种由式I的UV-A过滤剂和式II的UV-B过滤剂组成的混合物：
氨基取代的羟基二苯甲酮在化妆品和皮肤病制剂中作为光稳定的UV过滤剂的用途首次描述于EP 1 046 391 A2中。
含有氨基取代的羟基二苯甲酮和在UV-A区域、UV-B区域或这两个区域中吸收光的化合物的混合物的化妆品制剂尤其描述于EP 1 133 980A2、EP 1 240 984 A2、EP 1 291 009和WO 03/039507中。
优选用于防晒组合物的氨基取代的羟基二苯甲酮是开始所提到的式I化合物，其由BASF以UvinulA Plus的商标名制造并销售。
在DE-A-10221805中所述的UvinulA Plus的制备和提纯尤其通过用吸附剂处理并随后蒸馏除去溶剂而进行。以这种方式得到的最终产物可以在蒸馏后作为熔体进行包装。
就此而言，可能发生在储存过程中酯从熔体中结晶出来并且只能通过重复熔融而从包装中取出产物的情况。对于没有熔融固体物质所需设备的许多化妆品制剂制造商而言，这产生了显著的有关应用的问题。
因此，本发明的目的是提供特定形式的UvinulA Plus以防止不希望发生的该UV-A过滤剂从其熔体中结晶出来的情况。
该目的通过提供由式I的UV-A过滤剂和式II的UV-B过滤剂组成的混合物而实现：
式II的对甲氧基肉桂酸(2-乙基己基)酯是无色油状物并且是化妆品和皮肤病制剂中最常用的UV-B过滤剂之一。化合物II可以从BASF以UvinulMC80的商标名得到。
对于光保护试剂制剂的制造商而言，本发明混合物提供的优点在于防止不希望发生的UvinulA Plus尤其在包装中的结晶，并且不再出现在清空这些包装时发生的与此相关的问题。因此，不必在＞20℃的温度下储存含有UvinulA Plus的包装，例如瓶或容器。
此外，本发明的混合物构成了光稳定的宽带过滤剂，从而可以吸收UV-A射线和UV-B射线二者。
上述混合物的优选实施方案是由30-70重量％，特别优选30-50重量％，进一步特别优选35-45重量％的UV-A过滤剂I和70-30重量％，特别优选70-50重量％，进一步特别优选65-55重量％的UV-B过滤剂II组成的混合物。
该混合物的另一优选实施方案是具有优异流动性能的液体形式的混合物。
本发明混合物的粘度为100-800mPa*s，优选200-600mPa*s，特别优选300-500mPa*s。
通过简单混合化合物I和II而以本身已知的方式制备该混合物，各组分的加入顺序并不重要。
本发明还提供了根据权利要求1-3之一所定义的混合物在生产保护人类皮肤和人类头发免受UV辐射的化妆品和药物制剂中的用途。
含有光保护试剂的化妆品和药物制剂通常基于含有至少一种油相的载体。然而，在使用具有亲水取代基的化合物时，该制剂也可能仅基于水。因此，油、水包油和油包水乳液，霜剂和软膏，棒状护唇膏或无油脂凝胶是合适的。
合适的乳液尤其还有含有分散形式的式I的氨基取代羟基二苯甲酮的O/W粗乳液、O/W微乳液、W/O/W乳液或O/W/O乳液，该乳液可以如DE-A-197 26 121所述通过转相技术得到。
适合作为添加剂的常用化妆品助剂是例如辅助乳化剂、脂肪和蜡、稳定剂、增稠剂、生物活性成分、成膜剂、香料、染料、珠光剂、防腐剂、颜料、电解质(如硫酸镁)和pH调节剂。合适的辅助乳化剂优选是已知的W/O乳化剂和O/W乳化剂如聚甘油酯、脱水山梨醇酯或部分酯化的甘油酯。脂肪的典型实例是甘油酯；可以提到的蜡尤其是蜂蜡、石蜡或微晶蜡，合适的话与亲水蜡组合。可以使用的稳定剂是脂肪酸的金属盐，如硬脂酸镁、硬脂酸铝和/或硬脂酸锌。合适的增稠剂例如是交联的聚丙烯酸及其衍生物；多糖，尤其是黄原胶、瓜耳胶、琼脂、藻酸盐，以及甲基纤维素(tylose)、羧甲基纤维素和羟乙基纤维素；还有脂肪醇、甘油单酯和脂肪酸；聚丙烯酸酯、聚乙烯醇和聚乙烯基吡咯烷酮。生物活性成分应理解为表示植物提取物、蛋白质水解物和维生素复合物。常规成膜剂例如为水解胶体，如脱乙酰壳多糖、微晶脱乙酰壳多糖或季铵化脱乙酰壳多糖；聚乙烯基吡咯烷酮、乙烯基吡咯烷酮/乙酸乙烯酯共聚物、丙烯酸系聚合物、四元纤维素衍生物和类似的化合物。合适的防腐剂例如为甲醛溶液、对羟基苯甲酸酯或山梨酸。合适的珠光剂例如为二硬脂酸(二醇)酯如二硬脂酸(乙二醇)酯，还有脂肪酸和脂肪酸单(二醇)酯。可以使用的染料是适合且许可用于化妆目的的物质，例如德国研究学会染料委员会(Farbstoffkommission derDeutschen Forschungsge-meinschaft)的出版物“Kosmetische Frbemittel”，Verlag Chemie出版，Weinheim，1984中列举的物质。基于总混合物，这些染料通常以0.001-0.1重量％的浓度使用。
通常优选额外含量的抗氧化剂。可以使用的有利抗氧化剂是常用于或适用于化妆品和/或皮肤应用的所有抗氧化剂。
有利的是，抗氧化剂选自氨基酸(如甘氨酸、组氨酸、酪氨酸、色氨酸)及其衍生物；咪唑(如尿刊酸)及其衍生物；肽如D，L-肌肽，D-肌肽，L-肌肽及其衍生物(如鹅肌肽)；类胡萝卜素、胡萝卜素(如β-胡萝卜素、番茄红素)及其衍生物；绿原酸及其衍生物；硫辛酸及其衍生物(如二氢硫辛酸)；金硫葡糖、丙硫氧嘧啶和其他硫醇(如硫氧还蛋白、谷胱甘肽、半胱氨酸、胱氨酸、胱胺及其糖基酯、N-乙酰基酯、甲基酯、乙基酯、丙基酯、戊基酯、丁基和月桂基酯、棕榈酰基酯、油基酯、γ-亚油基酯、胆甾烯基酯和甘油基酯)及其盐、硫代二丙酸二月桂基酯、硫代二丙酸二硬脂基酯、硫代二丙酸及其衍生物(酯、醚、肽、类脂、核苷酸、核苷及盐)；以及以很低的耐受剂量(如pmol-μmol/kg)使用的亚砜亚胺(sulfoximine)化合物(如丁基硫堇亚砜亚胺、高半胱氨酸亚砜亚胺、丁基硫堇砜、五硫堇亚砜亚胺、六硫堇亚砜亚胺、七硫堇亚砜亚胺)；还有(金属)螯合剂(如α-羟基脂肪酸，棕榈酸、肌醇六磷酸、乳铁蛋白)，α-羟基酸(如柠檬酸、乳酸、苹果酸)，腐殖酸，胆汁酸，胆汁提取物，胆红素，胆绿素，EDTA及其衍生物，不饱和脂肪酸及其衍生物(如γ-亚麻酸、亚油酸、油酸)；叶酸及其衍生物，泛醌和泛醌醇及其衍生物，维生素C及其衍生物(如棕榈酸抗坏血酸酯、磷酸抗坏血酸酯Mg、乙酸抗坏血酸酯)，生育酚及衍生物(如维生素E乙酸酯，生育三烯酚)，维生素A及衍生物(棕榈酸维生素A酯)；以及安息香树脂的苯甲酸松柏基酯，芸香亭酸及其衍生物，α-糖基芸香苷，阿魏酸，亚糠基葡萄糖醇，肌肽，丁羟基甲苯，丁羟基茴香醚，去甲二氢愈创酸(nordihydroguaiacic acid)，去甲二氢愈创木酸，三羟基丙基苯基酮，尿酸及其衍生物，甘露糖及其衍生物；锌及其衍生物(如ZnO，ZnSO4)，硒及其衍生物(如硒代蛋氨酸)；1，2-二苯乙烯及其衍生物(如1，2-二苯乙烯氧化物，反式-1，2-二苯乙烯氧化物)。
基于制剂的总重量，上述抗氧化剂(一种或多种化合物)在制剂中的用量优选为0.001-30重量％，特别优选0.05-20重量％，尤其是1-10重量％。
若使用维生素E和/或其衍生物作为抗氧化剂，则基于制剂的总重量，在0.001-10重量％的范围内选择其具体浓度是有利的。
若抗氧化剂是维生素A和/或其衍生物，或类胡萝卜素，则基于制剂的总重量，在0.001-10重量％的范围内选择其具体浓度是有利的。
化妆品中的常用油组分是例如石蜡油、硬脂酸甘油酯、肉豆蔻酸异丙基酯、己二酸二异丙基酯、2-乙基己酸十六烷基硬脂基酯、氢化聚异丁烯、凡士林、辛酸/癸酸甘油三酯、微晶蜡、羊毛脂和硬脂酸。
基于组合物，助剂和添加剂的总量可以为1-80重量％，优选6-40重量％，且非水部分(“活性物质”)可以为20-80重量％，优选30-70重量％。组合物可以以本身已知的方式，即例如通过热乳化、冷乳化、热-热/冷乳化或PIT乳化而制备。
因此，这类防晒制剂可以呈液体、软膏或固体形式，例如油包水霜剂、水包油霜剂和洗液、气溶胶泡沫霜剂、凝胶、油、棒状脂膏、粉剂、喷雾剂或醇-水洗液。
最后，只要在本发明使用的UV过滤剂组合的整个体系中稳定，还可以共同使用在UV区域吸收光且本身已知的其他物质。
用于保护人表皮的化妆品和药物制剂中的大部分光保护试剂由在UV-B区域(即280-320nm范围内)吸收UV光的化合物组成。例如，基于UV-B和UV-A吸收物质的总量，根据本发明使用的UV-A吸收剂的含量为10-90重量％，优选20-50重量％。
与本发明使用的混合物结合使用的合适UV过滤剂物质是任何UV-A和UV-B过滤剂物质。其实例为：
| 序号 | 物质 | CAS No.(＝酸) |
| 1 | 4-氨基苯甲酸 | 150-13-0 |
| 2 | 甲基硫酸[3-(4’-三甲基铵)亚苄基-2-莰烷酮]脂 | 52793-97-2 |
| 3 | 水杨酸(3，3，5-三甲基环己基)酯(甲基水杨醇) | 118-56-9 |
| 4 | 2-羟基-4-甲氧基二苯甲酮(羟苯酮) | 131-57-7 |
| 5 | 2-苯基苯并咪唑-5-磺酸及其钾盐、钠盐和三乙醇胺盐 | 27503-81-7 |
| 6 | 3，3’-(1，4-亚苯基二次甲基)-双(7，7-二甲基-2-氧代[2.2.1]双环庚烷-1-甲烷磺酸)及其盐 | 90457-82-2 |
| 7 | 4-双(聚乙氧基)氨基苯甲酸(聚乙氧基乙基)酯 | 113010-52-9 |
| 8 | 4-二甲基氨基苯甲酸(2-乙基己基)酯 | 21245-02-3 |
| 9 | 水杨酸(2-乙基己基)酯 | 118-60-5 |
| 10 | 4-甲氧基肉桂酸(2-异戊基)酯 | 71617-10-2 |
| 11 | 2-羟基-4-甲氧基二苯甲酮-5-砜(舒利苯酮(sulisobenzone))及钠盐 | 4065-45-6 |
| 12 | 3-(4’-磺基)亚苄基-2-莰烷酮及盐 | 58030-58-6 |
| 13 | 3-亚苄基-2-莰烷酮 | 16087-24-8 |
| 14 | 1-(4’-异丙基苯基)-3-苯基-1，3-丙烷二酮 | 63260-25-9 |
| 15 | 水杨酸(4-异丙基苄基)酯 | 94134-93-7 |
| 序号 | 物质 | CAS No.(＝酸) |
| 16 | 2，4，6-三苯胺(邻-羰基-2’-乙基己基-1’-氧)-1，3，5-三嗪 | 88122-99-0 |
| 17 | 3-(4-咪唑基)丙烯酸及其乙基酯 | 104-98-3 |
| 18 | 2-氰基-3，3-二苯基丙烯酸乙酯 | 5232-99-5 |
| 19 | 2-氰基-3，3-二苯基丙烯酸(2’-乙基己基)酯 | 6197-30-4 |
| 20 | 邻氨基苯甲酸基酯或2-氨基苯甲酸[5-甲基-2-(1-甲基乙基)]酯 | 134-09-8 |
| 21 | 对氨基苯甲酸甘油酯或4-氨基苯甲酸(1-甘油)酯 | 136-44-7 |
| 22 | 2，2’-二羟基-4-甲氧基二苯甲酮(二羟苯酮) | 131-53-3 |
| 23 | 2-羟基-4-甲氧基-4-甲基二苯甲酮(mexonone) | 1641-17-4 |
| 24 | 水杨酸三乙醇胺盐 | 2174-16-5 |
| 25 | 二甲氧基苯基乙醛酸或3，4-二甲氧基苯基乙醛酸钠 | 4732-70-1 |
| 26 | 3-(4’-磺基)亚苄基-2-莰烷酮及其盐 | 56039-58-8 |
| 27 | 4-叔丁基-4’-甲氧基-二苯甲酰基甲烷 | 70356-09-1 |
| 28 | 2，2’，4，4’-四羟基二苯甲酮 | 131-55-5 |
| 29 | 2，2’-亚甲基二[6-(2-2H-苯并三唑基)-4-(1，1，3，3，-四甲基丁基)苯酚] | 103597-45-1 |
| 30 | 2，2’-(1，4-亚苯基)二-1H-苯并咪唑-4，6-二磺酸，Na盐 | 180898-37-7 |
| 31 | 2，4-二[4-(2-乙基己氧基)-2-羟基]苯基-6-(4-甲氧基苯基)-(1，3，5)-三嗪 | 187393-00-6 |
此外，本发明的化妆品和皮肤病制剂可以有利地含有其他基于金属氧化物和/或其他不溶于水或微溶于水的金属化合物的无机颜料，尤其是钛氧化物(TiO2)、锌氧化物(ZnO)、铁氧化物(如Fe2O3)、锆氧化物(ZrO2)、硅氧化物(SiO2)、锰氧化物(如MnO)、铝氧化物(Al2O3)、铈氧化物(如Ce2O3)、相应金属的混合氧化物，以及这些氧化物的混合物。特别优选基于TiO2和ZnO的颜料。
对本发明而言，无机颜料为疏水形式，即已经进行了疏水表面处理尽管不是必须的但却是特别有利的。该表面处理可能是以本身已知的方式为颜料提供薄的疏水层，如DE-A-33 14 742所述。
为了保护人类头发以免受UV射线的损害，可以将本发明混合物以0.1-10重量％，优选1-7重量％的浓度掺入香波、洗液、凝胶、喷发胶、气溶胶泡沫霜剂、调理剂或乳液中。在这里各制剂尤其可以用于头发的洗涤、着色和定型。
本发明使用的混合物的显著优势通常在于在UV-A和UV-B辐射区域中具有特别高的吸收能力，并且具有清晰的谱带结构。此外，它们易溶于化装品用的各种油中且容易掺入化妆品制剂中。用化合物I制备的乳液的显著优势尤其在于其高稳定性、化合物I本身的高光稳定性、以及由I制备的制剂在皮肤上令人愉快的感觉。
本发明混合物的UV过滤剂效果还可以在化妆品和药物配方中用于稳定活性成分和助剂。
在下列实施例中更详细地说明该混合物的制备和应用。
实施例
制备
实施例1
40重量％的2-(4-二乙氨基-2-羟基苯甲酰基)苯甲酸正己酯和60重量％对甲氧基肉桂酸(2-乙基己基)酯的混合物的制备
在室温下混合400g根据DE-A-10221805实施例3得到的2-(4-二乙氨基-2-羟基苯甲酰基)苯甲酸正己酯的熔体与600g对甲氧基肉桂酸(2-乙基己基)酯，并使用机械搅拌器均化。该混合物在室温下的粘度为370mPa*s(使用布氏粘度计在20rpm下测量)。
生产化妆用乳液的一般程序
在搅拌釜中将所有油溶性成分加热到85℃。当所有成分熔融或为液相形式时，在均化下引入水相。在搅拌下将乳液冷却到约40℃，在连续搅拌下加入香料，均化，并且随后冷却到25℃。
制剂
实施例2-护唇组合物
质量含量(重量％)
补至100 Eucerinum anhydricum
10.00 甘油
10.00 微粉化的二氧化钛
5.00 实施例1的混合物
5.00 氧化锌
4.00 蓖麻油
4.00 季戊四醇硬脂酸酯/癸酸酯/辛酸酯/己二酸酯
3.00 硬脂酸甘油酯SE
2.00 蜂蜡
2.00 微晶蜡
2.00 Quaternium-18膨润土
1.50 PEG-45/十二烷基二醇共聚物
实施例3-含微细颜料的防晒组合物
质量含量(重量％)
补至100水
10.00 甲氧基肉桂酸辛酯
6.00 PEG-7氢化蓖麻油
6.00 微粉化的二氧化钛
5.00 实施例1的混合物
5.00 矿物油
5.00 对甲氧基肉桂酸异戊基酯
5.00 丙二醇
3.00 霍霍巴油
3.00 4-甲基亚苄基樟脑
2.00 PEG-45/十二烷基二醇共聚物
1.00 甲硅油
0.50 PEG-40氢化蓖麻油
0.50 生育酚乙酸酯
0.50 苯氧基乙醇
0.20 EDTA
实施例4-无油脂凝胶
质量含量(重量％)
补至100水
7.00 微粉化的二氧化钛
5.00 实施例1的混合物
5.00 甘油
5.00 PEG-25 PABA
1.00 4-甲基亚苄基樟脑
0.40 丙烯酸酯/丙烯酸C10-C30烷基酯交联聚合物
0.30 咪唑烷基脲
0.25 羟乙基纤维素
0.25 羟苯甲酸甲酯钠
0.20 EDTA二钠
0.15 香料
0.15 羟苯甲酸丙酯钠
0.10 氢氧化钠
实施例5-防晒霜(SPF 20)
质量含量(重量％)
补至100水
8.00 微粉化的二氧化钛
6.00 PEG-7氢化蓖麻油
13.00 实施例1的混合物
6.00 矿物油
5.00 氧化锌
5.00 棕榈酸异丙基酯
0.30 咪唑烷基脲
3.00 霍霍巴油
2.00 PEG-45/十二烷基二醇共聚物
1.00 4-甲基亚苄基樟脑
0.60 硬脂酸镁
0.50 生育酚乙酸酯
0.25 羟苯甲酸甲酯
0.20 EDTA二钠
0.15 羟苯甲酸丙酯
实施例6-耐水防晒霜
质量含量(重量％)
补至100水
5.00 PEG-7氢化蓖麻油
5.00 丙二醇
4.00 棕榈酸异丙基酯
4.00 辛酸/癸酸甘油三酯
13.00 实施例1的混合物
4.00 甘油
3.00 霍霍巴油
2.00 4-甲基亚苄基樟脑
2.00 微粉化的二氧化钛
1.50 PEG-45/十二烷基二醇共聚物
1.50 二甲硅油
0.70 硫酸镁
0.50 硬脂酸镁
0.15 香料
实施例7-防晒乳(SPF6)
质量含量(重量％)
补至100水
10.00 矿物油
6.00 PEG-7氢化蓖麻油
5.00 棕榈酸异丙基酯
8.00 实施例1的混合物
3.00 辛酸/癸酸甘油三酯
3.00 霍霍巴油
2.00 PEG-45/十二烷基二醇共聚物
0.70 硫酸镁
0.60 生育酚乙酸酯
3.00 甘油
0.25 羟苯甲酸甲酯
0.15 羟苯甲酸丙酯
0.05 生育酚
Claims (4)
1.一种由式I的UV-A过滤剂和式II的UV-B过滤剂组成的混合物：
2.根据权利要求1的混合物，由30-70重量％的UV-A过滤剂I和70-30重量％的UV-B过滤剂II组成。
3.根据权利要求1或2的混合物，其为液体形式。
4.根据权利要求1-3中任何一项所定义的混合物在生产保护人类皮肤和人类头发免受UV辐射损害的化妆品和药物制剂中的用途。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10328547A DE10328547A1 (de) | 2003-06-24 | 2003-06-24 | Mischung bestehend aus einem UV-A- und einem UV-B-Filter |
| DE10328547.4 | 2003-06-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1809331A true CN1809331A (zh) | 2006-07-26 |
| CN100393298C CN100393298C (zh) | 2008-06-11 |
Family
ID=33520951
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004800170581A Expired - Lifetime CN100393298C (zh) | 2003-06-24 | 2004-06-08 | 由uv-a和uv-b过滤剂组成的混合物 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20060246018A1 (zh) |
| EP (1) | EP1660030B1 (zh) |
| JP (1) | JP5247029B2 (zh) |
| CN (1) | CN100393298C (zh) |
| CA (1) | CA2528311C (zh) |
| DE (1) | DE10328547A1 (zh) |
| ES (1) | ES2441362T3 (zh) |
| WO (1) | WO2004112740A1 (zh) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007147785A1 (de) * | 2006-06-23 | 2007-12-27 | Basf Se | Verfahren zur erhöhung des lichtschutzfaktors einer kosmetischen und/ oder dermatologischen zubereitung |
| WO2008135360A1 (de) | 2007-05-02 | 2008-11-13 | Basf Se | Verfahren zur kristallisation von 2-(4-n,n-diethylamino-2-hydroxybenzoyl)-benzoesäure-n-hexylester |
| DE102008018788A1 (de) * | 2008-04-11 | 2009-10-15 | Beiersdorf Ag | Parfümierte kosmetische Zubereitung |
| DE102008018789A1 (de) * | 2008-04-11 | 2009-10-15 | Beiersdorf Ag | Parfümierte kosmetische Zubereitung mit Citronellol |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE957162C (de) * | 1955-02-11 | 1957-01-31 | Thomae Gmbh Dr K | Lichtschutzpraeparat |
| DE3314742C2 (de) * | 1983-04-23 | 1987-04-02 | Degussa Ag, 6000 Frankfurt | Verfahren zur Herstellung von an der Oberfläche modifizierten natürlichen, oxidischen oder silikatischen Füllstoffen und deren Verwendung |
| JPH0717983A (ja) * | 1993-06-30 | 1995-01-20 | Shiseido Co Ltd | ５−アリルペンタジエン酸シリコン誘導体、紫外線吸収剤及びそれを配合した皮膚外用剤 |
| JP3537622B2 (ja) * | 1996-02-26 | 2004-06-14 | 株式会社資生堂 | 紫外線吸収性組成物 |
| DE19917906A1 (de) * | 1999-04-20 | 2000-10-26 | Basf Ag | Verwendung von aminosubstituierten Hydroxybenzophenonen als photostabile UV-Filter in kosmetischen und pharmazeutischen Zubereitungen |
| DE10012408A1 (de) * | 2000-03-15 | 2001-09-20 | Basf Ag | Verwendung von Lichtschutzmittelkombinationen, die als wesentlichen Bestandteil aminosubstituierte Hydroxybenzophenone enthalten als photostabile UV-Filter in kosmetischen und pharmazeutischen Zubereitungen |
| FR2815252B1 (fr) * | 2000-10-17 | 2002-12-20 | Oreal | Composition, notamment cosmetique, renfermant du retinol et un compose capable de filtrer le rayonnement uva |
| DE10055940A1 (de) * | 2000-11-10 | 2002-05-29 | Bayer Ag | Neue Indanylidenverbindungen |
| DE10063946A1 (de) * | 2000-12-20 | 2002-07-04 | Basf Ag | Verwendung von Lichtschutzmittelkombinationen, die als wesentlichen Bestandteil 2,2'-p-Phenylen-bis(3,1-benzoxazin-4-on) enthalten als photostabile UV-Filter in kosmetischen und pharmazeutischen Zubereitungen |
| JP3894064B2 (ja) * | 2001-08-10 | 2007-03-14 | 昭和電工株式会社 | 油性増粘ゲル状組成物、該組成物を用いた乳化組成物及びその調製法 |
| DE10143963A1 (de) * | 2001-09-07 | 2003-03-27 | Basf Ag | Kosmetische und dermatologische Zubereitungen in Form von W/O-Emulsionen, enthaltend ein aminosubstituiertes Hydroxybenzophenon |
| DE10155956A1 (de) * | 2001-11-09 | 2003-05-22 | Beiersdorf Ag | Selbstschäumende, schaumförmige, nachschäumende oder schäumbare kosmetische oder dermatologische Zubereitungen |
| DE10155963A1 (de) * | 2001-11-09 | 2003-05-22 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Hydroxybenzophenonen, Triazin- und/oder Benzotriazol-Derivaten |
| WO2003039502A1 (de) * | 2001-11-09 | 2003-05-15 | Beiersdorf Ag | Kosmetische und/oder dermatologische zubereitung enthaltend octadecendicarbonsäure und uv-filtersubstanzen |
| DE10221805A1 (de) * | 2002-05-15 | 2003-11-27 | Basf Ag | Verfahren zur Herstellung von 2-(4-N,N-Dialkylamino-2-hydroxybenzoyl)benzoesäureestern |
| DE10254335A1 (de) * | 2002-11-21 | 2004-06-03 | Beiersdorf Ag | Lichtschutzkonzentrat mit wasserlöslichen Polymeren |
| DE10260876A1 (de) * | 2002-12-23 | 2004-07-01 | Beiersdorf Ag | Zinkoxidhaltige UV-Lichtschutzemulsionen |
-
2003
- 2003-06-24 DE DE10328547A patent/DE10328547A1/de not_active Withdrawn
-
2004
- 2004-06-08 CA CA2528311A patent/CA2528311C/en not_active Expired - Lifetime
- 2004-06-08 US US10/561,001 patent/US20060246018A1/en not_active Abandoned
- 2004-06-08 ES ES04739687.4T patent/ES2441362T3/es not_active Expired - Lifetime
- 2004-06-08 CN CNB2004800170581A patent/CN100393298C/zh not_active Expired - Lifetime
- 2004-06-08 EP EP04739687.4A patent/EP1660030B1/de not_active Expired - Lifetime
- 2004-06-08 WO PCT/EP2004/006158 patent/WO2004112740A1/de active Application Filing
- 2004-06-08 JP JP2006515844A patent/JP5247029B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US20060246018A1 (en) | 2006-11-02 |
| EP1660030A1 (de) | 2006-05-31 |
| CN100393298C (zh) | 2008-06-11 |
| JP2007506652A (ja) | 2007-03-22 |
| DE10328547A1 (de) | 2005-01-13 |
| WO2004112740A1 (de) | 2004-12-29 |
| ES2441362T3 (es) | 2014-02-04 |
| CA2528311A1 (en) | 2004-12-29 |
| EP1660030B1 (de) | 2013-11-27 |
| CA2528311C (en) | 2012-08-14 |
| JP5247029B2 (ja) | 2013-07-24 |
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