CN108602759B - 制备烷醇胺烷基酰胺和多元醇的组合物的方法 - Google Patents
制备烷醇胺烷基酰胺和多元醇的组合物的方法 Download PDFInfo
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- CN108602759B CN108602759B CN201680079876.7A CN201680079876A CN108602759B CN 108602759 B CN108602759 B CN 108602759B CN 201680079876 A CN201680079876 A CN 201680079876A CN 108602759 B CN108602759 B CN 108602759B
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- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
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- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229940078492 ppg-17 Drugs 0.000 description 1
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
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- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
- 229940066675 ricinoleate Drugs 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- SBIBMFFZSBJNJF-UHFFFAOYSA-N selenium;zinc Chemical compound [Se]=[Zn] SBIBMFFZSBJNJF-UHFFFAOYSA-N 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
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- 239000011734 sodium Substances 0.000 description 1
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- 239000001540 sodium lactate Substances 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 1
- FHLZQVLLGNTMTH-UHFFFAOYSA-M sodium pyrrolidin-2-one formate Chemical compound C(=O)[O-].[Na+].N1C(CCC1)=O FHLZQVLLGNTMTH-UHFFFAOYSA-M 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- IJAAJNPGRSCJKT-UHFFFAOYSA-N tetraaluminum;trisilicate Chemical compound [Al+3].[Al+3].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IJAAJNPGRSCJKT-UHFFFAOYSA-N 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 229940029614 triethanolamine stearate Drugs 0.000 description 1
- LINXHFKHZLOLEI-UHFFFAOYSA-N trimethyl-[phenyl-bis(trimethylsilyloxy)silyl]oxysilane Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C1=CC=CC=C1 LINXHFKHZLOLEI-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
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- 238000004078 waterproofing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- A—HUMAN NECESSITIES
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/18—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/805—Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/22—Trihydroxylic alcohols, e.g. glycerol
- C07C31/225—Glycerol
Abstract
本发明大体上提供制备包含烷醇胺烷基酰胺及多元醇的组合物的方法。本发明进一步关于制备可用于提供保湿的配制剂中的包含烷醇胺烷基酰胺及多元醇的组合物的方法。
Description
发明背景
发明领域
本发明大体上提供制备包含烷醇胺烷基酰胺及多元醇的组合物的方法。本发明进一步关于制备当用于个人护理配制剂中时可提供保湿的包含烷醇胺烷基酰胺及多元醇的组合物的方法。
相关技术描述
N-乙酰化烷醇胺(也称为氨基醇)制备乙酰胺一般通过烷醇胺与乙酸酐或乙酸或乙酸乙酯在有或无催化剂下反应进行。GB 1554251公开一种使用乙醇胺及过量乙酸乙酯制备N-(2-羟基乙基)-乙酰胺(MEA乙酰胺)的制程。加热18小时且在减压下蒸馏反应产物两次后，该制程产生MEA乙酰胺，产率为约66％。US 2012/277444也公开自乙醇胺及大量过量乙酸乙酯制备 MEA乙酰胺的制程。此制程产生不良转化且需要移除过量乙酸乙酯及处理。制备N-(2-(2-羟基乙氧基)乙基)-乙酰胺(DGA乙酰胺)的方法公开于 Krakowiak等人,“A NewBuilding Block Method To Synthesize Symmetrical and Asymmetrical Per-N-alkyl-Substituted Polyaza-Crown Compounds,”J.Org.Chem.,54(17):4061-4067(1989)中。
发明内容
我们认识到需要一种以改进的效率且在不形成非所需副产物的情况下制备烷醇胺烷基酰胺的方法。我们观测到先前技术方法具有实际困难且产生必须自产物移除的非所需副产物，尤其在其用作欲用于人类用途的个人护理配制剂中的湿润剂时。举例而言，用乙酸酐N-乙酰化产生乙酸作为副产物，其必须在组合物可调配用于个人护理应用之前移除。
用乙酸N-乙酰化产生水作为副产物。为驱使反应的平衡朝向完成，必须移除水，通常通过蒸馏。但蒸馏水使得与反应物乙酸形成共沸物，乙酸也与水一起蒸馏出。此举造成乙酸的过量使用及低效制程。
最后，用乙酸乙酯N-乙酰化产生乙醇作为副产物，其必须通过蒸馏移除以驱动反应平衡朝向完成。乙醇也与反应物乙酸乙酯形成共沸物，乙酸乙酯也与乙醇一起蒸馏出，从而造成乙酸乙酯的过量使用。
用乙酸乙酯N-乙酰化的另一缺点为乙醇与乙酸乙酯均不能容易地用于商业规模生产，因为其具有低沸点及闪点。因此，此制程不能优选地用于商业应用。
本发明的方法解决了上述问题。其产生对皮肤和/或毛发具有改进的保湿功效的组合物(即式(I)化合物与多元醇的混合物)。有利地，式(I)化合物与多元醇的组合可提供协同相对保湿功效。因此，组合相较于预期具有增加的保湿功效，且大于个别组分单独的保湿功效的总和。
另外，本发明的方法可在有或无催化剂下进行，且产物组合物可不经纯化、蒸馏或其他处理即使用。
此外，该制程使用相对廉价且安全的市售多元醇酯起始物质。多元醇酯化合物(如三醋精(1,2,3-三乙酰氧基丙烷))也可用作个人护理配制剂中的湿润剂。因此，即使过量多元醇酯化合物用于制程中，也无需自所得产物组合物中将其移除。
本发明的方法大体上关于以下化学反应：
其中Z及R1如下定义。
因此，本发明的一个方面提供制备包含以下的组合物的方法
(i)式(I)化合物
其中
Z为(a)直链或支化C2-C6亚烷基，其任选地经一个或多个-OH或 -(C1-C3烷基)-OH取代，或(b)(-R2-O-R3-)n，其中n为1至5的整数，且各 R2和R3独立地为-CH2-CR4H-，其中R4为H或未经取代的直链或支化 C1-C3烷基；且
R1为未经取代的直链或支化C1-C3烷基；
及(ii)多元醇，
该方法包括使式(II)的烷醇胺
与包含至少一个-C(O)R1部分的多元醇酯反应。
在另一方面，本发明提供一种制备个人护理配制剂的方法，其包含将作为本发明方法的产物的组合物与其他个人护理配制剂组分(如表面活性剂、增稠剂、乳化剂、防腐剂及其类似物)混合。在此方面的一些实施方案中，在与其他个人护理配制剂组分混合前不进行纯化、蒸馏或处理的情况下直接使用本发明方法的产物。
在另一方面，本发明提供一种个人护理配制剂，其包含作为本发明方法的产物的反应组合物。
在另一方面，本发明提供个人护理配制剂，其包含作为本发明方法的反应产物的组合物及一种或多种其他个人护理配制剂组分，如表面活性剂、增稠剂、乳化剂、防腐剂及其类似物。在此方面的一些实施方案中，个人护理配制剂包含作为本发明方法的反应产物的组合物，其尚未经纯化、蒸馏或处理。
在另一方面，本发明提供一种使皮肤或毛发保湿的方法，该方法包括涂覆有效保湿量的通过本发明方法制备的个人护理配制剂。
在另一方面，本发明提供一种容器(例如管或罐)，其含有根据本发明方法制备的配制剂，其中将配制剂涂覆于皮肤或毛发以提高皮肤或毛发的保湿的说明是印刷于容器上、容器的包装上或容器随附的文件上。
发明详述
在描述所公开的材料及方法前，应了解本文所述的方面不限于特定实施方案或组态，因此当然可变化。也应了解，本文所用的术语仅用于描述特定方面的目的，且除非在本文中特别指定，否则不欲为限制性的。
鉴于本发明，本文所述的活性材料及方法可经此项技术的一般技术人员配置以满足适宜需要。一般而言，所公开方法在制备适用于个人护理应用的组合物时提供改进。举例而言，本发明方法具有改进的效率且不形成非所需副产物。实际上，本发明方法获得对皮肤和/或毛发具有改进的保湿功效的组合物(即式(I)化合物与多元醇的混合物)。此外，式(I)化合物与多元醇的组合产生协同相对保湿功效。因此，组合相较于预期具有增加的保湿功效，且大于个别组分保湿功效总和。另外，本发明的方法可在有或无催化剂下进行，且产物组合物可不经任何进一步纯化、处理或蒸馏即使用。此外，该制程使用相对廉价且安全的市售多元醇酯起始物质。多元醇酯化合物(如三醋精(1,2,3-三乙酰氧基丙烷))也可用作个人护理配制剂中的湿润剂。因此，即使过量多元醇酯化合物用于该制程中，其也无需自所得产物组合物移除。
本发明的一个方面提供一种制备包含式(I)化合物及多元醇的组合物的方法，该方法包括使式(II)的烷醇胺
与包含至少一个-C(O)R1部分的多元醇酯反应。
在一个实施方案中，通过本发明方法制备的组合物的多元醇通过使至少一个-C(O)R1部分自该多元醇酯裂解获得。举例而言，若多元醇酯为1,2,3- 三乙酰氧基丙烷(三醋精)，则所得多元醇为甘油。
任何适合多元醇酯可用于本发明方法中且可由本领域熟练技术人员基于最终组合物的需求及特性选择。适合多元醇酯包括(但不限于)三醋精；二醋精；单醋精；以下的乙酸酯(例如单乙酸酯、二乙酸酯或其混合物)： 1,2-丙二醇、1,3-丙二醇、2-甲基-1,3-丙二醇、1,2-丁二醇、1,3-丁二醇、1,4- 丁二醇、1,2-戊二醇、1,5-戊二醇、1,2-己二醇、1,6-己二醇及1,2-辛二醇；及以下的乙酸酯(例如单乙酸酯、二乙酸酯、聚乙酸酯或其混合物)：丁-1,2,3,4-四醇、戊-1,2,3,4,5-五醇及己-1,2,3,4,5,6-六醇(例如山梨糖醇六乙酸酯)；单糖(例如D-葡萄糖五乙酸酯)；双糖(例如蔗糖乙酸酯异丁酸酯)；寡糖及多糖。
在一个实施方案中，多元醇酯具有式(III)：
其中
R1为未经取代的直链或支化C1-C3烷基；
R5为直链或支化C3-C6烷基或单糖、双糖、寡糖或多糖糖基；
m为1至10的整数；且
p为0至9的整数，其限制条件为m和p的总和为至少2且小于或等于R5中的碳原子数。
因此，本发明的该实施方案可用以下化学反应表示：
其中Z、R1、R5、m及n如上文所定义。
本发明方法可在无任何催化剂或有催化剂下进行。在一个实施方案中，使式(II)的烷醇胺与多元醇酯在催化剂存在下反应。此类催化剂可为酸催化剂或碱催化剂。适用于本发明方法的酸催化剂包括(但不限于)硫酸、磷酸、乳酸及亚磷酸。适用于本发明方法的碱催化剂包括(但不限于)碳酸钾及碳酸钠。催化量的亚磷酸(H3PO3)产生几乎无色的组合物。
在一个实施方案中，以式(II)的烷醇胺的量计，催化剂(若存在)的量为约0.1mol％至约10mol％。在其他实施方案中，以式(II)的烷醇胺的量计，催化剂(若存在)以如下量使用：约0.1mol％至约5mol％、或约0.1mol％至约2mol％、或约0.1mol％至约1mol％、或约0.1mol％至约0.5mol％、或约0.5mol％至约5mol％、或约0.5mol％至约2mol％、或约0.5mol％至约1mol％、或约1mol％至约5mol％、或约1mol％至约3mol％、或约1mol％至约2mol％。
在一个实施方案中，式(II)的烷醇胺与多元醇酯在无催化剂下反应。
本发明方法可在存在或不存在适合溶剂下进行。适合溶剂优选为可容易移除的挥发性溶剂，如(但不限于)甲醇、乙醇、异丙醇、甘油、丙二醇及其类似物。有利地，本发明方法获得可不经任何进一步纯化、处理或蒸馏即使用的组合物。因此，如下方法为优选，其中式(II)的烷醇胺与多元醇酯在不使用额外溶剂下反应。
在一个实施方案中，式(II)的烷醇胺与多元醇酯的摩尔比为约X:1，其中X为多元醇酯上-C(O)R1部分的数目。举例而言，若多元醇酯为1,2,3- 三乙酰氧基丙烷(三醋精)，则X为3，且式(II)的烷醇胺与1,2,3-三乙酰氧基丙烷的比率为约3:1。
可使用稍过量的多元醇酯。因此，在另一实施方案中，式(II)的烷醇胺与多元醇酯的摩尔比为约X:1.01、或约X:1.05、或约X:1.1、或约X:1.15、或约X:1.2、或约X:1.25，其中X为多元醇酯上-C(O)R1部分的数目。在一个实施方案中，式(II)的烷醇胺与多元醇酯的摩尔比为约X:1.05，其中X 为多元醇酯上-C(O)R1部分的数目。
本发明方法可在适合于进行反应的温度下进行。在一个实施方案中，反应在约100℃至约140℃的温度下进行。在一些实施方案中，温度为约 100℃至约130℃、或约110℃至约140℃、或约110℃至约130℃、或约120 ℃至约140℃、或约120℃至约130℃、或约120℃至约125℃。在一些实施方案中，式(II)的烷醇胺与多元醇在约120℃至约125℃的温度下反应。
通过本发明方法制备的组合物包含式(I)化合物
其中
Z为(a)直链或支化C2-C6亚烷基，其任选地经一个或多个-OH或 -(C1-C3烷基)-OH取代，或(b)(-R2-O-R3-)n，其中n为1至5的整数，且各 R2和R3独立地为-CH2-CR4H-，其中R4为H或未经取代的直链或支化 C1-C3烷基；且
R1为未经取代的直链或支化C1-C3烷基。
本文的任何实施方案的式(I)化合物为其中R1为未经取代的直链或支化C1-C3烷基。在一个实施方案中，R1选自甲基和乙基。在另一实施方案中，R1为甲基。
本文的一个实施方案的式(I)化合物为其中Z为任选地经一个或多个 -OH或-(C1-C3烷基)-OH取代的直链或支化C2-C6亚烷基。在一个实施方案中，Z选自亚乙基、亚丙基、亚异丙基及亚叔丁基。
本文的另一实施方案的式(I)化合物为其中Z为(-R2-O-R3-)n，其中n 为1至5的整数，各R2和R3独立地选自-CH2-CR4H-，且R4为H或未经取代的直链或支化C1-C3烷基。在某些实施方案中，n为1至4的整数。在其他实施方案中，n选自1或3。在一个实施方案中，n为1。在另一实施方案中，n为2。在一个实施方案中，式(I)化合物为其中R4独立地选自 H、甲基和乙基。在另一实施方案中，R4独立地选自H及甲基。在某些实施方案中，R4独立地为H。在其他某些实施方案中，R4独立地为甲基。在一些实施方案中，Z为-CH2-CH2-O-CH2-CH2-。
尤其适用的式(I)化合物的实例为
(N-(2-(2-羟基乙氧基)乙基)乙酰胺)、
(N-(2-羟基乙基)乙酰胺)、
(N-(2-羟基丙基)乙酰胺)、
(N-(1-羟基-2-甲基丙-2-基)乙酰胺)、
(N-(1,3-二羟基-2-甲基丙-2-基)乙酰胺)，及
(N-(1,3-二羟基-2-(羟基甲基)丙-2-基)乙酰胺)。
式(I)化合物充当保湿剂，其能够通过例如保留水而提供保湿。因此，在一些实施方案中，式(I)化合物以足以提供增加的保湿的量存在。
本发明的组合物包含多元醇。此类多元醇为副产物且来自制程中所用的多元醇酯。多元醇的实例包括(但不限于)甘油、赤藻糖醇、木糖醇、山梨糖醇、葡萄糖、麦芽糖、乳糖、乳糖醇、蔗糖、麦芽糊精及其类似物。在一个实施方案中，本发明组合物的多元醇为甘油。
包含通过本发明方法制备的个人护理配制剂也可包括化妆品可接受的载体。尽管个人护理配制剂的载体可包含相对简单的溶剂或分散剂(如水)，但此类载体也可视组合物的类型(例如皮肤护理或毛发护理)及所要功能及特性而发生极大变化。举例而言，化妆品可接受的载体可经选择以更有利于局部涂覆，包括将在涂覆组合物的皮肤上形成膜或层以固定涂覆且对因浸渍于水中或发汗而洗掉提供一些抗性的载体。载体可为乳膏、洗剂、精华液、凝胶、乳液或其他液体且可包括其他成分，如增稠剂(如胶)或亲水性胶体。化妆品可接受的载体可包含水相、油相、醇、聚硅氧相或其混合物。化妆品可接受的载体也可包含乳液。适合乳液的非限制性实例包括油包水乳液、水包油乳液、水包聚硅氧乳液、聚硅氧包水乳液、水包蜡乳液、水-油-水三重乳液或其具有乳膏、凝胶或微乳液的外观的类似物。乳液可包括乳化剂，如非离子、阴离子或两性表面活性剂。合适的化妆品可接受的载体及其他组分为熟习化妆品调配技术者所熟知且可见于例如 McCutcheon's 2015Emulsifiers andDetergents:北美版,Michael Allured,MC Publishing Co.,2015版(2015年3月2日)及McCutcheon's 2015 Functional Materials:北美版,Michael Allured,MC PublishingCo.,2015版(2015年3月2日)，两者均以引用的方式并入本文中。
化妆品可接受的载体可包括(但不限于)以下中的一个或多者：增稠剂、表面活性剂、乳化剂、悬浮剂、pH调节剂及中和剂、湿润剂、保湿剂、润肤剂、油、蜡、溶剂、螯合剂、聚硅氧烷、中和剂、防腐剂、芳香剂、染料、颜料、润发素、聚合物、去角质剂、成膜剂、推进剂、毛发固定剂及着色剂及其任何组合。式(I)化合物与已知个人护理配制剂中所用的大多数其他组分兼容。举例而言，配制剂也可含有一种或多种其他组分，如维生素、抗氧化剂、植物提取物、定型剂、止汗活性成分、抗痤疮剂、去头皮屑活性剂、UV过滤剂、防晒活性剂、助晒剂及其他活性成分。
个人护理配制剂可包含(但不限于)一种或多种选自以下的成分：增稠剂、表面活性剂、乳化剂、悬浮剂、pH调节剂及中和剂、其他湿润剂、润肤剂、油、蜡、溶剂、螯合剂、聚硅氧烷、防腐剂、芳香剂、染料、颜料、润发素、聚合物、去角质剂、成膜剂、推进剂、毛发固定剂及着色剂及其任何组合。本发明的式(I)化合物与已知个人护理配制剂中所用的大多数其他组分兼容。举例而言，化妆品配制剂也可含有一种或多种其他组分，如维生素、抗氧化剂、植物提取物、定型剂、止汗活性成分、抗痤疮剂、去头皮屑活性剂、UV过滤剂、防晒活性剂、助晒剂及其他活性成分。
The CTFA Cosmetic Ingredient Handbook,第七版,1997及第八版, 2000(其以全文引用的方式并入本文中)描述常用于适用于本发明配制剂的皮肤护理配制剂中的各种化妆品及医药成分。此参考文献中所公开的这些功能类别的实例包括：吸收剂、研磨剂、防结块剂、消泡剂、抗氧化剂、粘合剂、生物学添加剂、缓冲剂、膨胀剂、螯合剂、化学添加剂、着色剂、化妆品收敛剂、化妆品杀生物剂、变性剂、脱毛化合物、药物收敛剂、外部镇痛剂、成膜剂、香味组分、遮光剂、pH调节剂(如乳酸、柠檬酸及其类似物)、塑化剂、还原剂、皮肤漂白剂、皮肤调节剂(润肤剂、湿润剂、混杂剂及封闭剂)、护肤剂、溶剂、泡沫促进剂、增溶物、增溶剂、悬浮剂 (非表面活性剂)、防晒剂、紫外光吸收剂、SPF促进剂、驱虫剂、防水剂及增粘剂(水性及非水性)。
本发明的个人护理配制剂可包括一种或多种增稠剂。本发明的组合物可包含约0.01重量％至约10重量％、约0.05重量％至约1重量％、约0.1 重量％至约0.5重量％或约0.1重量％至约0.25重量％增稠剂或在存在时增稠剂的混合物。适合增稠剂类别包括(但不限于)羧酸聚合物、聚丙烯酰胺聚合物、磺化聚合物、其共聚物、其疏水性修饰衍生物及其混合物。适合增稠剂包括羧酸聚合物，如卡波姆(例如900系列，如/>940、/>954及Carbopol ETD 2050)及Ultrez 10及Ultrez 30(均购自Lubrizol)。其他适合的羧酸聚合剂包括C10-30烷基丙烯酸酯与丙烯酸、甲基丙烯酸的一种或多种单体或其短链(即C1-4醇) 酯中的一个的共聚物，其中交联剂为蔗糖或异戊四醇的烯丙醚。这些共聚物称为丙烯酸酯/C10-30烷基丙烯酸酯交联聚合物且以/>1342、/>1382、Ultrez 20、Ultrez 21、PEMULEN TR-1及 PEMULEN TR-2购得(均购自Lubrizol)。
本发明的个人护理配制剂可包括一种或多种表面活性剂。本发明的配制剂可包含约0.01重量％至约15重量％、约0.05重量％至约5重量％、约0.05重量％至约1重量％、约0.1重量％至约0.5重量％或约0.1重量％至约0.25重量％表面活性剂或表面活性剂的混合物。所选精确表面活性剂或表面活性剂混合物取决于组合物及存在的其他组分的pH值。适合表面活性剂包括阴离子、非离子、阳离子、两性或两性离子表面活性剂。术语表面活性剂也包括脂肪酸的盐，其通常称为皂类。适合阴离子表面活性剂包括(但不限于)皂类或脂肪酸的盐、硫酸烷酯、烷基醚硫酸酯、α-烯烃磺酸酯、烷基芳基磺酸酯、肌胺酸盐、烷基葡萄糖酯或其烷氧基化物、月桂基硫酸钠、月桂基硫酸铵、三乙醇胺月桂基硫酸酯、月桂醇醚硫酸钠、羟乙基磺酸盐及三乙醇胺硬脂酸酯。非离子表面活性剂包括(但不限于)甲基葡萄糖硬脂酸酯或其乙氧基化物、烷基聚葡萄糖苷及甘油单硬脂酸酯、脂肪酸烷醇酰胺、烷基芳基聚二醇醚、聚二醇醚及尤其椰油酰基二乙醇酰胺、壬苯醇醚-7及辛苯聚醇-9。例示性阳离子表面活性剂包括(但不限于)单及二 -二甲基铵盐、氯化苯甲烃铵、二硬脂基-二甲基铵盐、烷基三甲基铵盐、乙二胺的季铵化酰胺、烷基吡啶盐、氯化鲸蜡基三甲基铵、氯化硬酯基二甲基苯甲基铵及氯化鲸蜡基吡啶/>及两性物质，包括β-氨基丙酸烷基酯、甜菜碱、烷基咪唑啉、椰油酰氨基丙基甜菜碱及N-癸酰氨基乙基-N- 羟乙基氨基丙酸盐(caproamphocarboxy propionate)。
本发明的个人护理配制剂可包括一种或多种乳化剂。本发明的配制剂可包含约0.01重量％至约10重量％、约0.05重量％至约5重量％、约0.05 重量％至约1重量％、约0.1重量％至约0.5重量％或约0.1重量％至约0.25 重量％乳化剂或乳化剂的混合物。例示性乳化剂包括(但不限于)聚氧亚乙基油基醚、PEG-40硬脂酸酯、鲸蜡硬脂醇醚-12、EumulginB-1(Henkel)、鲸蜡硬脂醇醚-20、Eumulgin B-2(Henkel)、鲸蜡硬脂醇醚-30、Lanette(Henkel)、硬脂酸甘油酯Cutina GMS(Henkel)、PEG-100硬脂酸酯、肉豆蔻酸甲酯、肉豆蔻酸异丙酯、Arlacel 165、硬脂酸甘油酯、PEG-100硬脂酸酯、硬脂醇醚-2及硬脂醇醚-20、二甲聚硅氧烷共聚醇、聚山梨醇酯20(Tween 20)、聚山梨醇酯40(Tween 40)、聚山梨醇酯60(Tween 60)、聚山梨醇酯80(Tween 80)、月桂酰胺DEA、椰油酰胺DEA及椰油酰胺MEA、磷脂PTC、海藻酸盐、角叉菜胶、Glucate DO、甲基纤维素、聚乙烯醇、椰油酰氨基丙基磷脂酰基PG-二甲基铵氯化物、硬脂酸、硬脂酸镁、奶中氨基酸、三乙醇胺及硅酸镁铝。
本发明的个人护理配制剂也可包括一种或多种防腐剂。本发明的配制剂可包含约0.01重量％至约10重量％、约0.05重量％至约5重量％、约 0.05重量％至约1重量％、约0.1重量％至约0.5重量％或约0.1重量％至约0.25重量％防腐剂或防腐剂的混合物。适用于本发明的配制剂的例示性防腐剂可包括(但不限于)5-氯-2-甲基-1,2-噻唑-3-酮、2-甲基-1,2-噻唑-3-酮、1,3-二羟甲基-5,5-二甲基乙内酰脲、氨基甲酸3-碘-2-丙炔基丁酯、KATHONTM CG及GLYDANTTMPLUSTM及对羟基苯甲酸酯(如对羟基苯甲酸甲酯及对羟基苯甲酸丙酯)。必要时也可使用其他防腐剂且包括熟知防腐组合物，尤其如苯甲醇、苯基乙醇及苯甲酸、重氮咪唑烷基脲及氯苯甘油醚。
本发明的个人护理配制剂也可包括一种或多种润肤剂。润肤剂为油性或油状物质，其有助于使皮肤光滑及软化，且也可降低其粗糙度、减少破裂或刺激。典型适合润肤剂包括粘度在50至500厘泊(centipoise，cps)范围内的矿物油、羊毛脂油、椰子油、可可油、橄榄油、杏仁油、澳洲胡桃油、芦荟提取物(如芦荟脂醌)、合成荷荷芭油、天然索诺拉荷荷芭油(sonora jojoba oil)、红花油、玉米油、液体羊毛脂、棉籽油、葡萄籽油、甜杏仁油及花生油。优选地，润肤剂为椰油甘油酯，其为可可油的甘油单酯、甘油二酯及甘油三酯的混合物，以Myritol 331的商标名由Henkel KGaA出售，或二辛酰基醚，其以商标名Cetiol OE由Henkel KGaA获得，或C12-C15 烷基苯甲酸酯，其以商标名Finsolv TN由Finetex出售。一种或多种润肤剂可以在约1重量％至约10重量％范围内、优选约5重量％的量存在。另一适合润肤剂为DC 200Fluid 350，一种聚硅氧流体，可获自Dow Corning Corp。
其他适合的润肤剂包括角鲨烷、蓖麻油、聚丁烯、甜杏仁油、鳄梨油、海棠油、蓖麻油、维生素E乙酸酯、橄榄油、聚硅氧油(如二甲基聚硅氧烷及环甲聚硅氧烷)、亚麻醇、油醇、谷类胚芽油(如小麦胚芽油)、棕榈酸异丙酯、棕榈酸辛酯、肉豆蔻酸异丙酯、硬脂酸十六烷酯、硬脂酸丁酯、油酸癸酯、甘油乙酰酯、(C12-C15)醇的辛酸酯及苯甲酸酯、醇及多元醇的辛酸酯及癸酸酯(如乙二醇及甘油基的辛酸酯及癸酸酯)、蓖麻酸酯(如己二酸异丙酯、月桂酸己酯及十二烷酸辛酯)、顺丁烯二酸二辛酰酯、氢化植物油、苯基三甲聚硅氧烷、荷荷芭油及芦荟提取物。
可使用在环境温度下为固体或半固体的其他适合润肤剂。此类固体或半固体化妆品润肤剂包括二月桂酸甘油酯、氢化羊毛脂、羟基化羊毛脂、乙酰化羊毛脂、石蜡脂、羊毛脂酸异丙酯、肉豆蔻酸丁酯、肉豆蔻酸鲸蜡酯、肉豆蔻酸肉豆蔻酯、乳酸肉豆蔻酯、鲸蜡醇、异硬脂醇及羊毛脂酸异鲸蜡酯。一种或多种润肤剂可任选地包括于配制剂中。
适用于本发明的配制剂的成膜聚合物的非限制性实例包括(但不限于)：来自AkzoNobel Surface Chemistry LLC,Bridgewater N.J.的 AMPHOMER及AMPHOMER LV-71聚合物(辛基丙烯酰胺/丙烯酸酯/甲基丙烯酸丁基氨基乙酯共聚物)、AMPHOMER HC聚合物(丙烯酸酯/辛基丙烯酰胺共聚物)BALANCE 0/55、BALANCE CR及DERMACRYL AQF 聚合物(丙烯酸酯共聚物)、BALANCE 47聚合物(辛基丙烯酰胺/甲基丙烯酸丁基氨基乙酯共聚物)、RESYN 28-2930聚合物(VA/巴豆酸酯/新癸酸乙烯酯共聚物)、RESYN 28-1310聚合物(VA/巴豆酸酯共聚物)、FLEXAN聚合物(聚苯乙烯磺酸钠)、DynamX聚合物(聚氨基甲酸酯-14(及)AMP-丙烯酸酯共聚物)、RESYN XP聚合物(丙烯酸酯/辛基丙烯酰胺共聚物)、STRUCTURE 2001(丙烯酸酯/硬脂醇醚-20衣康酸酯共聚物)及 STRUCTURE 3001(丙烯酸酯/鲸蜡醇聚醚-20衣康酸酯共聚物)；来自ISP 的OMNIREZ-2000(PVM/MA半乙酯共聚物)、GANEX P-904(丁基化 PVP)、GANEX V-216(PVP/十六烯共聚物)、GANEX V-220(PVP/二十碳烯共聚物)、GANEX WP-660(三十烷基PVP)、GANTREZ A425(PVM的丁酯/MA共聚物)、GANTREZ AN-119PVM/MA共聚物、GANTREZ ES225(PVM的乙酯/MA共聚物)、GANTREZ ES425(PVM的丁酯/MA共聚物)、GAFFIXVC-713(乙烯基己内酰胺/PVP/甲基丙烯酸二甲基氨基乙酯共聚物)、GAFQUAT 755(聚季铵-11)、GAFQUAT HS-100(聚季铵-28)、 AQUAFLEX XL-30(聚酰亚胺-1)、AQUAFLEX SF-40(PVP/乙烯基己内酰胺/DMAPA丙烯酸酯共聚物)、AQUAFLEX FX-64(异丁烯/乙基顺丁烯二酰亚胺/羟基乙基顺丁烯二酰亚胺共聚物)、ALLIANZ LT-120(丙烯酸酯 /C1-2丁二酸酯/羟基丙烯酸酯共聚物)、STYLEZE CC-10(PVP/DMAPA丙烯酸酯共聚物)、STYLEZE 2000(VP/丙烯酸酯/甲基丙烯酸月桂酯共聚物)、STYLEZE W-20(聚季铵-55)、共聚物系列(PVP/二甲基氨基乙基甲基丙烯酸酯共聚物)、ADVANTAGE S及ADVANTAGE LCA(乙烯基己内酰胺NP/ 甲基丙烯酸二甲基氨基乙酯)、ADVANTAGE PLUS(VA/顺丁烯二酸丁酯/ 丙烯酸异冰片烷酯共聚物)；来自BASF的ULTRAHOLD STRONG(丙烯酸/丙烯酸乙酯/叔丁基丙烯酰胺)、LUVIMER 100P(丙烯酸叔胺酯/丙烯酸乙酯/甲基丙烯酸)、LUVIMER 36D(丙烯酸乙酯/丙烯酸叔胺酯/甲基丙烯酸)、LUVIQUAT HM-552(聚季铵-16)、LUVIQUAT HOLD(聚季铵-16)、LUVISKOL K30(PVP)、LUVISKOL K90(PVP)、LUVISKOL VA 64 (PVPNA共聚物)、LUVISKOL VA73W(PVPNA共聚物)、LUVISKOL VA、LUVISET PUR(聚氨基甲酸酯-1)、LUVISET Clear(VP/甲基丙烯酰胺/乙烯基咪唑共聚物)、LUVIFLEX SOFT(丙烯酸酯共聚物)、ULTRAHOLD 8 (丙烯酸酯/丙烯酰胺共聚物)、LUVISKOL Plus(聚乙烯己内酰胺)、LUVIFLEX Silk(PEG/PPG-25/25二甲聚硅氧烷/丙烯酸酯共聚物)；来自 Amerchol的AMERHOLD DR-25(丙烯酸/甲基丙烯酸/丙烯酸酯/甲基丙烯酸酯)；来自Rohm&Haas的ACUDYNE 258(丙烯酸/甲基丙烯酸/丙烯酸酯 /甲基丙烯酸酯/丙烯酸羟基酯，来自Mitsubishi且由Clariant分配)、 DIAFORMER Z-301、DIAFORMER Z-SM及DIAFORMER Z-400(甲基丙烯酰基乙基甜菜碱/丙烯酸酯共聚物)、ACUDYNE 180(丙烯酸酯/丙烯酸羟基酯共聚物)、ACUDYNE SCP(亚乙基羧基酰胺/AMPSA/甲基丙烯酸酯共聚物)及ACCULYN流变调节剂；来自ONDEO Nalco的FIXOMER A-30 及FIXOMER N-28(INCI名称：甲基丙烯酸/丙烯酰胺甲基丙烷磺酸钠共聚物)；来自Noveon的FIXATE G-100(AMP-丙烯酸酯/甲基丙烯酸烯丙酯共聚物)、FIXATE PLUS(聚丙烯酸酯-X)、CARBOPOL Ultrez 10(卡波姆)、CARBOPOL Ultrez 20(丙烯酸酯/C10-30烷基丙烯酸酯共聚物)、 AVALURE AC系列(丙烯酸酯共聚物)、AVALURE UR系列(聚氨基甲酸酯 -2、聚氨基甲酸酯-4、PPG-17/IPDI/DMPA共聚物)；聚乙二醇；水溶性丙烯酸聚合物；水溶性聚酯；聚丙烯酰胺；多元胺；聚季胺；苯乙烯顺丁烯二酸酐(SMA)树脂；聚乙烯胺；及极性溶剂可溶解或可经由用适当碱中和溶解的其他已知聚合物。
个人护理配制剂包括(但不限于)洗剂、乳膏(包括用于面部及身体的乳膏)、冲洗型身体洗剂、保湿清洁剂、皂类、抗衰老产品、滋养乳膏及洗剂、紧致及柔肤产品、剃须膏、脱毛剂、除臭剂、彩妆粉底、彩妆、唇膏、防晒剂、晒黑洗剂、晒后产品、个人护理拭布、婴儿护理产品、淋浴产品、洗发精、毛发存留型润发素、毛发冲洗型润发素、发胶、洗发剂、发乳、摩丝、毛发喷雾剂、染发剂、永久型烫发剂、毛发防卷曲剂及毛发蓬松产品。
在一个实施方案中，本发明的个人护理配制剂中的湿润剂基本上由上述HO-Z-NH2与多元醇酯的反应产物组成，该产物任选地不经任何纯化、处理或蒸馏。
在另一实施方案中，本发明的个人护理配制剂中的湿润剂包含上述 HO-Z-NH2与多元醇酯的反应产物(该产物任选地不经任何纯化、处理或蒸馏)及另一湿润剂。
在一些其他实施方案中，个人护理配制剂基本上不含羟基乙基脲、乳酸钠和/或吡咯烷酮甲酸钠。在一些其他实施方案中，个人护理组合物基本上不含泛醇(原维生素B5)。如本文所用，关于特定成分的术语“基本上不含”是指特定成分所存在的浓度小于该成分在使用时有效提供益处或特性所必需的浓度，例如约0.5重量％或小于0.5wt％、或约0.1重量％或小于 0.1重量％或约0.05重量％或小于0.05重量％(以个人护理配制剂的总重量计)。
在另一方面，本发明提供一种容器(例如管或罐)，其含有包含通过本发明方法制备的组合物的配制剂及将配制剂涂覆于皮肤或毛发以提高皮肤或毛发的保湿的说明，其中该类说明印刷于容器上、容器的包装上或与容器一起包括的文件上。
在另一方面，本发明提供一种使皮肤或毛发保湿的方法，该方法包括分别将有效保湿量的包含通过本发明方法制备的组合物的配制剂涂覆于皮肤或毛发。
定义
所用以下术语及表述具有所示含义。
在整个本说明书中，除非上下文另外要求，否则字词“包含”及“包括”应理解为暗示包括所述组分、特征、成分或步骤或组分、特征、成分或步骤的群，但并不排除任何其他整体或步骤或整体或步骤的群。
除非上下文另外明确规定，否则如本说明书及随附申请专利范围中所使用，单数形式“一”及“该”包括复数个指示物。
如本文所用，术语“约”是指既定值±该值的10％。
范围可在本文中表示为“约”一个特定值和/或至“约”另一特定值。当表示该范围时，另一方面包括一个特定值和/或至另一特定值。类似地，当通过使用前缀“约”将值表示为近似值时，应了解特定值形成另一方面。进一步应理解各范围的端点在相对于其他端点及独立于其他端点时均为重要的。
除非另外规定，否则本文的所有百分比、比率及比例均以重量计。除非特别地相反陈述，否则组分的重量百分比(重量％，也为wt％)以包括该组分的组合物的总重量(例如组合物的总量)计。除非另外描述，否则所有 mol％值以活性化合物的摩尔数计。
如本文所用，术语“烷基”是指除非另外指出，否则包含一至六个以直链或支化构型连接的饱和碳原子的基团。直链烷基的实例包括甲基、乙基、正丙基、正丁基、正戊基及正己基。分支链烷基的实例包括异丙基(1- 甲基乙基)、叔丁基(1,1-二甲基乙基)、异丁基(2-甲基丙基)、仲丁基(1-甲基丙基)、异戊基(2-甲基丁基)、新戊基(2,2-二甲基丙基)、异己基(2-甲基戊基、 3-甲基戊基及2,3-二甲基丁基)及新己基(2,2-二甲基丁基)。
如本文所用，术语“化妆品可接受”意谓适用于与大多数人类及低级动物种属的大多数成员的皮肤或毛发接触而无异常毒性、不兼容性、不稳定性、刺激、过敏性反应及其类似现象。
如本文所用，术语“多元醇酯”是指包含两个或多于两个羟基部分的化合物，其中至少一个羟基部分保护为-羰基烷基(例如乙酸酯)。实例包括 (但不限于)三醋精；二醋精；单醋精；以下的乙酸酯(例如单乙酸酯、二乙酸酯或其混合物)：1,2-丙二醇、1,3-丙二醇、2-甲基-1,3-丙二醇、1,2-丁二醇、1,3-丁二醇、1,4-丁二醇、1,2-戊二醇、1,5-戊二醇、1,2-己二醇、1,6- 己二醇及1,2-辛二醇；及以下的乙酸酯(例如单乙酸酯、二乙酸酯、聚乙酸酯或其混合物)：丁-1,2,3,4-四醇、戊-1,2,3,4,5-五醇及己-1,2,3,4,5,6-六醇(例如山梨糖醇六乙酸酯)；D-葡萄糖五乙酸酯；及蔗糖乙酸酯异丁酸酯。
如本文所用，术语“糖”意谓包含碳、氢及氧原子的碳水化合物，通常氢-氧原子比为2:1(例如经验式Cm(H2O)n(其中m与n可相同或不同))。本发明的糖包括单糖(例如葡萄糖、果糖、木糖、半乳糖及其类似物)、双糖(例如(但不限于)蔗糖、乳酮糖、乳糖及麦芽糖)及多糖(例如(但不限于) 麦芽糊精及聚糖)。“糖”也包括上述碳水化合物的氢化开链型式，例如赤藻糖醇、木糖醇、山梨糖醇、半乳糖醇、麦芽糖醇、乳糖醇、寡葡糖醇及聚葡糖醇或其中任一个的混合物。
实施例
本发明的方法通过以下实施例进一步说明，该类实施例不应视为将本发明的范畴或精神限于特定程序及其中的材料。
在各实施例中，反应进展通过FT红外光谱法使用具有含ZnSe晶体的单反弹ATR附件及DTGS侦测器的Nicolet iS10光谱仪监测；监测反应中 1739cm-1处三醋精的酯羰基峰的消失及1646cm-1处产物的酰胺羰基峰的出现。
实施例1：MEA乙酰胺的制备
搅拌54.97g(0.9mol)2-氨基乙-1-醇(单乙醇胺，MEA)及65.46g(0.3 mol)1,2,3-三乙酰氧基丙烷(三醋精)的混合物且在约120-125℃下在N2氛围下于250ml浸于油浴中的圆底烧瓶中加热。搅拌混合物直至如通过FTIR 所监测反应展示三醋精完全转化为产物为止。因此获得3:1摩尔比的MEA 乙酰胺(N-(2-羟基乙基)乙酰胺)与甘油的混合物形式的液体产物(120.43g)。
实施例2：MEA乙酰胺的制备
搅拌67.60g(0.9mol)1-氨基丙-2-醇(单异丙醇胺，MIPA)、65.46g(0.3 mol)1,2,3-三乙酰氧基丙烷(三醋精)及1.24g(0.009mol)碳酸钾的混合物且在约120-125℃下在N2氛围下于250ml浸于油浴中的圆底烧瓶中加热。搅拌混合物直至如通过FTIR所监测反应展示三醋精完全转化为产物为止。因此获得3:1摩尔比的MIPA乙酰胺(N-(2-羟基丙基)乙酰胺)与甘油的混合物形式的液体产物(134.3g)。
实施例3：MIPA乙酰胺的制备
重复实施例2中的程序，其中使用1.48g(0.018mol)碳酸钠替代碳酸钾。获得3:1摩尔比的MIPA乙酰胺(N-(2-羟基丙基)乙酰胺)与甘油的混合物形式的液体产物。
实施例4：AMP乙酰胺的制备
搅拌80.23g(0.9mol)2-氨基-2-甲基丙-1-醇(AMP)及65.46g(0.3mol) 1,2,3-三乙酰氧基丙烷(三醋精)的混合物且在约120-125℃下在N2氛围下于 250ml浸于油浴中的圆底烧瓶中加热。搅拌混合物直至如通过FTIR所监测反应展示三醋精完全转化为产物为止。因此获得3:1摩尔比的AMP乙酰胺(N-(1-羟基-2-甲基丙-2-基)乙酰胺)与甘油的混合物形式的液体产物 (145.69g)。
实施例5：TRIS乙酰胺的制备
搅拌109.03g(0.9mol)2-氨基-2-羟基甲基-丙-1,3-二醇(TRIS)及65.46 g(0.3mol)1,2,3-三乙酰氧基丙烷(三醋精)的混合物且在约120-125℃下在 N2氛围下于250ml浸于油浴中的圆底烧瓶中加热。搅拌混合物直至如通过 FTIR所监测反应展示三醋精完全转化为产物为止。因此获得3:1摩尔比的 TRIS乙酰胺(N-(1,3-二羟基-2-(羟基甲基)丙-2-基)乙酰胺)与甘油的混合物形式的液体产物(174.49g)。
实施例6：DGA乙酰胺的制备
搅拌94.63g(0.9mol)2-(2-氨基乙氧基)乙醇(DGA)、65.46g(0.3mol) 1,2,3-三乙酰氧基丙烷(三醋精)及1.24g碳酸钾的混合物且在约120-125℃下在N2氛围下于250ml浸于油浴中的圆底烧瓶中加热。搅拌混合物直至如通过FTIR所监测反应展示三醋精完全转化为产物为止。因此获得3:1 摩尔比的DGA乙酰胺(N-(2-(2-羟基乙氧基)乙基)乙酰胺)与甘油的混合物形式的液体产物(161.33g)。
实施例7：DGA乙酰胺的制备
使用0.74g(0.009mol)亚磷酸而非碳酸钾作为催化剂重复实施例6中的程序。获得3:1摩尔比的DGA乙酰胺与甘油的混合物形式的液体产物。
应了解，本文所述的实施例及实施方案仅用于说明的目的，且根据其的各种修改或变化将由本领域熟练技术人员提出且并入本申请的精神及范围内及随附申请专利范围的范畴内。本文所引用的所有公开案、专利及专利申请以引用的方式并入本文中以用于所有目的。
Claims (15)
1.一种制备组合物的方法，所述组合物直接用于制备个人护理配制剂，所述组合物包含式(I)化合物
其中
Z为(a)直链或支化C2-C6亚烷基，其任选地经一个或多个-OH或-(C1-C3烷基)-OH取代，或(b)(-R2-O-R3-)n，其中n为1至5的整数，且各R2和R3独立地为-CH2-CR4H-，其中R4为H或未经取代的直链或支化C1-C3烷基；且
R1为未经取代的直链或支化C1-C3烷基；
及多元醇，
所述方法包括使式(II)的烷醇胺
与包含至少一个-C(O)R1部分的多元醇酯反应，
其中多元醇酯具有式(III)：
其中
R1为未经取代的直链或支化C1-C3烷基；
R5为直链或支化C3-C6烷基或单糖、双糖、寡糖或多糖糖基；
m为1至10的整数；且
p为0至9的整数，其限制条件为m和p的总和为至少2且小于或等于R5中的碳原子数。
2.根据权利要求1的方法，其中多元醇通过使至少一个-C(O)R1部分自所述多元醇酯裂解获得。
3.根据权利要求1的方法，其中反应在无催化剂下进行。
4.根据权利要求2的方法，其中反应在无催化剂下进行。
5.根据权利要求1的方法，其中反应在催化剂存在下进行。
6.根据权利要求2的方法，其中反应在催化剂存在下进行。
7.根据权利要求5或6的方法，其中催化剂为碳酸钠、碳酸钾、硫酸或亚磷酸。
8.根据权利要求1-6中任一项的方法，其中反应在无额外溶剂下进行。
9.根据权利要求1-6中任一项的方法，其中反应在100℃至140℃的温度下、或在115℃至130℃下、或在120℃至125℃下进行。
10.根据权利要求1-6中任一项的方法，其中式(II)的烷醇胺与多元醇酯的摩尔比为X:1、或X:1.01、或X:1.05、X:1.1、或X:1.15、或X:1.2、或X:1.25，其中X为多元醇酯上-C(O)R1部分的数目。
11.根据权利要求1-6中任一项的方法，其中R1选自甲基和乙基。
12.根据权利要求1-6中任一项的方法，其中Z为任选地经一个或多个-OH或-(C1-C3烷基)-OH取代的直链或支化C2-C6亚烷基。
13.根据权利要求1-6中任一项的方法，其中Z为(-R2-O-R3-)n，其中n为1至4的整数，且各R2和R3独立地选自-CH2-CR4H-，且R4为H或未经取代的直链或支化C1-C3烷基。
14.根据权利要求1-6中任一项的方法，其中多元醇酯为1,2,3-三乙酰氧基丙烷且多元醇为甘油。
15.根据权利要求1-6中任一项的方法，其中式(I)化合物为：
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| SG11201805822XA (en) | 2016-01-29 | 2018-08-30 | Akzo Nobel Chemicals Int Bv | Synergistic effects of alkanolamine alkylamides and other moisturizing agents |
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| CN108602759A (zh) | 2018-09-28 |
| SG11201805823QA (en) | 2018-08-30 |
| BR112018015037A2 (pt) | 2018-12-18 |
| CA3012023A1 (en) | 2017-08-03 |
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| EP3408255A1 (en) | 2018-12-05 |
| BR112018015037B1 (pt) | 2021-08-10 |
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| WO2017129272A1 (en) | 2017-08-03 |
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