Synthesis of model terpene-derived copolymers in supercritical carbon dioxide for cosmetic applications
Synthesis of model terpene-derived copolymers in supercritical carbon dioxide for cosmetic applications
复制标题
用于化妆品应用的超临界二氧化碳中模型萜烯衍生共聚物的合成
DOI：
10.1016/j.eurpolymj.2021.110621
复制
发表时间：
2021
影响因子：
6
通讯作者：
Bennett T
中科院分区：
文献类型：
--
作者：
Bennett T
目前，化妆品行业中有一股强烈的驱动力，希望用可再生的替代品取代石油溶剂和聚合物。丙烯酸2-乙基己酯(2EHA)和马来酸酐(MA)的共聚物是用于化妆品和护肤品的可交联膜材料的有趣的候选模型，但目前是在有机溶剂中合成的，并且是从石油中提取的。本文对这两种单体在超临界二氧化碳(ScCO2)中的共聚反应进行了研究和优化。将反应动力学和产物与在乙酸乙酯/异十二烷(EtOAc/IDD)的30/70混合溶剂中合成的类似物进行了比较，该混合物模拟了当前的工业实践。最初，这两种单体在没有溶剂的情况下不相容，导致在反应器加压过程中产生混合的同质和共聚产物。这是通过设计一种新的合成方法来克服的，在该方法中，MA首先在高温下溶解在scCO2中，然后通过高效液相泵在环境中添加2EHA和自由基引发剂。用这种新方法合成的共聚物被添加到简单的化妆品配方中，并评估了它们对橄榄油的耐受性，在那里它们的表现与在EtOAc/IDD中合成的聚合物相当。然后，通过用萜类衍生的丙烯酸异龙脑酯和α-松烯丙烯酸酯取代单体2EHA，进一步增加了反应的可再生含量。这项研究是朝着在各种化妆品应用中实现卓越性能的材料迈出的重要一步，也更符合绿色化学标准。
There is currently a strong drive within the cosmetics industry to replace petroleum based solvents and polymers with renewable alternatives. Copolymers of 2-ethylhexyl acrylate (2EHA) and maleic anhydride (MA) are interesting model candidates to be used in make-up and skincare applications as cross-linkable film forming materials, but are currently synthesised in organic solvents and are derived from petroleum. Herein, we have studied and optimised the copolymerisation of these two monomers in supercritical carbon dioxide (scCO2). The kinetics of the reaction and resulting products were compared with analogues synthesised in a 30/70 solvent mixture of ethyl acetate/isododecane (EtOAc/IDD), which mimics current industry practices. Initially, the incompatibility of these two monomers in the absence of a solvent lead to mixed homo- and copolymer products during reactor pressurisation. This was overcome by devising a new synthesis approach, in which MA is first dissolved in scCO2at high temperature, followed by the addition of 2EHA and a radical initiatorin situvia a HPLC pump. Copolymers synthesised using this new methodology were added to simple cosmetic formulations and evaluated for their resistance to olive oil, where they performed comparably with those synthesised in EtOAc/IDD. The renewable content of the reaction was then increased further, by substituting the monomer 2EHA with the terpene-derived alternatives isobornyl acrylate and α-pinene acrylate. This study is an important step towards materials that can achieve outstanding levels of performance in a variety of cosmetic applications, and are also more in phase with green chemistry criteria.
登录
查看更多内容
DOI：
10.3390/molecules18067194
发表时间：
2013-06-19
期刊：
Molecules (Basel, Switzerland)
影响因子：
--
作者：
Capuzzo A;Maffei ME;Occhipinti A
通讯作者：
Occhipinti A
DOI：
--
发表时间：
1982
期刊：
影响因子：
--
作者：
B. C. Trivedi;B. M. Culbertson
通讯作者：
B. M. Culbertson
甲基丙烯酸甲酯与马来酸酐的共聚
DOI：
--
发表时间：
1956
期刊：
影响因子：
--
作者：
D. C. Blackley;H. Melville
通讯作者：
H. Melville
影响因子：
15
作者：
Jennings, James;Beija, Mariana;Howdle, Steven M.
通讯作者：
Howdle, Steven M.
聚合物在化妆品中的作用：最新趋势
DOI：
--
发表时间：
2007
期刊：
影响因子：
--
作者：
R. Lochhead
通讯作者：
R. Lochhead