5,6-dihydroxyhexyl acrylate | 101462-24-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5,6-dihydroxyhexyl acrylate
• 英文别名: 5,6DHHA；5,6-Dihydroxyhexyl prop-2-enoate
• CAS: 101462-24-2
• 化学式: C₉H₁₆O₄
• 分子量: 188.224
• InChiKey: HAUXPEUSOPGTJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2,6-己三醇 、 丙烯酸甲酯（MA） 在 Novozyme 435 作用下， 以 2-methyl-2-butanol 为溶剂， 反应 24.0h， 生成 5,6-dihydroxyhexyl acrylate 、 2,6-dihydroxyhexyl acrylate 、 1,6-dihydroxyhexyl-2-acrylate
  参考文献：
  名称：

  自由基和氮氧化物介导的通过脂肪酶催化的酰基转移反应制备的羟基官能丙烯酸酯的聚合

  摘要：

  丙烯酸3-羟基丙酯，丙烯酸4-羟基丁酯，丙烯酸2-甲基-3-羟基丙酯，丙烯酸2-羟基丙基，丙烯酸新戊二醇酯，丙烯酸甘油酯和丙烯酸二羟基己酯是通过南极假丝酵母催化的丙烯酸甲酯与二醇和三醇的酰基转移反应制得的在通过过滤除去酶并通过蒸馏除去丙烯酸甲酯之后，将单体通过自由基聚合（FRP）与偶氮二异丁腈作为引发剂进行聚合，并使用Blocbuilder™烷氧基胺引发剂和SG-1游离硝基氧化物进行氮氧化物介导聚合（NMP）。产生羟基官能的聚（丙烯酸酯）。NMP动力学进行了详细讨论。另外，比较了通过FRP和NMP获得的聚合物，并且结果与由酰基转移反应产生的初始单体混合物中存在的双丙烯酸酯的量有关。©2010 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem 48：2610–2621，2010

  DOI：

  10.1002/pola.24041

文献信息

• Continuous bulk polymerization and esterification process and compositions including the polymeric product
  申请人：——

  公开号：US20020082375A1

  公开（公告）日：2002-06-27

  A continuous bulk polymerization and esterification process includes continuously charging into a reaction zone at least one ethylenically unsaturated acid-functional monomer and at least one linear or branched chain alkanol having greater than 11 carbon atoms. The process includes maintaining a flow rate through the reaction zone sufficient to provide an average residence time of less than 60 minutes and maintaining a temperature in the reaction zone sufficient to produce a polymeric product incorporating at least some of the alkanol as an ester of the polymerized ethylenically unsaturated acid-functional monomer. The polymeric product is used in various processes to produce water-based compositions including emulsions and dispersions such as oil emulsions, wax dispersions, pigment dispersions, surfactants and coatings which contain the polymeric product. A polymeric surfactant includes at least one ethylenically unsaturated acid-functional monomer which has been radically incorporated into the polymeric surfactant and at least one ester of the incorporated ethylenically unsaturated acid-functional monomer which has a linear or branched chain alkyl group with greater than 11 carbon atoms. The molar critical micelle concentration of the polymeric surfactant is less than 1.0×10 −2 moles/liter. Aqueous 2 percent solutions of certain polymeric surfactants have a surface tension of less than 45 mN/m at 30° C. and exhibit a decrease in surface tension of at least 5 mN/m as the temperature warms from 30° C. to 50° C.

  一种连续大体积聚合和酯化工艺包括将至少一种乙烯不饱和酸官能团单体和至少一种具有大于 11 个碳原子的线性或支链烷醇连续充入反应区。该工艺包括保持通过反应区的流速足以提供小于 60 分钟的平均停留时间，并保持反应区的温度足以生产出一种聚合产品，其中含有至少部分作为聚合乙烯基不饱和酸官能团单体的酯的烷醇。聚合产物可用于生产水基组合物的各种工艺中，包括乳液和分散体，如含有聚合产物的油乳液、蜡分散体、颜料分散体、表面活性剂和涂料。聚合表面活性剂包括至少一种从根本上掺入聚合表面活性剂的乙烯不饱和酸官能团单体，以及至少一种掺入乙烯不饱和酸官能团单体的酯，该单体具有大于 11 个碳原子的直链或支链烷基。聚合物表面活性剂的摩尔临界胶束浓度小于 1.0×10 -2 摩尔/升。某些聚合物表面活性剂的 2%水溶液在 30 摄氏度时的表面张力小于 45 毫牛顿/米，当温度从 30 摄氏度升至 50 摄氏度时，表面张力下降至少 5 毫牛顿/米。
• Continuous bulk polymerization and esterification process and compositions
  申请人：Andrist M. Kevin

  公开号：US20050059782A1

  公开（公告）日：2005-03-17

  A continuous bulk polymerization and esterification process includes continuously charging into a reaction zone at least one ethylenically unsaturated acid-functional monomer and at least one linear or branched chain alkanol having greater than 11 carbon atoms. The process includes maintaining a flow rate through the reaction zone sufficient to provide an average residence time of less than 60 minutes and maintaining a temperature in the reaction zone sufficient to produce a polymeric product incorporating at least some of the alkanol as an ester of the polymerized ethylenically unsaturated acid-functional monomer. The polymeric product is used in various processes to produce water-based compositions including emulsions and dispersions such as oil emulsions, wax dispersions, pigment dispersions, surfactants and coatings which contain the polymeric product. A polymeric surfactant includes at least one ethylenically unsaturated acid-functional monomer which has been radically incorporated into the polymeric surfactant and at least one ester of the incorporated ethylenically unsaturated acid-functional monomer which has a linear or branched chain alkyl group with greater than 11 carbon atoms. The molar critical micelle concentration of the polymeric surfactant is less than 1.0×10 −2 moles/liter. Aqueous 2 percent solutions of certain polymeric surfactants have a surface tension of less than 45 mN/m at 30° C. and exhibit a decrease in surface tension of at least 5 mN/m as the temperature warms from 30° C. to 50° C.

  一种连续大体积聚合和酯化工艺包括将至少一种乙烯不饱和酸官能团单体和至少一种具有大于 11 个碳原子的线性或支链烷醇连续充入反应区。该工艺包括保持通过反应区的流速足以提供小于 60 分钟的平均停留时间，并保持反应区的温度足以生产出一种聚合产品，其中含有至少部分作为聚合乙烯基不饱和酸官能团单体的酯的烷醇。聚合产物可用于生产水基组合物的各种工艺中，包括乳液和分散体，如含有聚合产物的油乳液、蜡分散体、颜料分散体、表面活性剂和涂料。聚合表面活性剂包括至少一种从根本上掺入聚合表面活性剂的乙烯不饱和酸官能团单体，以及至少一种掺入乙烯不饱和酸官能团单体的酯，该单体具有大于 11 个碳原子的直链或支链烷基。聚合物表面活性剂的摩尔临界胶束浓度小于 1.0×10 -2 摩尔/升。某些聚合物表面活性剂的 2%水溶液在 30 摄氏度时的表面张力小于 45 毫牛顿/米，当温度从 30 摄氏度升至 50 摄氏度时，表面张力下降至少 5 毫牛顿/米。
• Hydroxy functional acrylate and methacrylate monomers prepared via lipase—catalyzed transacylation reactions
  作者：Dragos Popescu、Richard Hoogenboom、Helmut Keul、Martin Moeller

  DOI：10.1016/j.molcatb.2009.09.008

  日期：2010.1

  Candida antarctica lipase B (CAL-B, Novozyme 435) catalyzes the transacylation of methyl acrylate and methyl methacrylate with diols and triols in 2-methyl-2-butanol at 50 degrees C. Under the experimental conditions, up to 70 mol% of the acyl donor methyl acrylate was converted. Methyl methacrylate is the less efficient acyl donor (up to 60 mol%) due to the higher sterical hindrance in the enzymatic transacylation. Under the reaction conditions high yields of the mono-acylated products are obtained, which contain minor amounts of bis(meth)acrylates. In addition it was observed that Novozyme 435 catalyzes regioselectively the acylation of the primary hydroxyl groups. In comparison with the chemical catalyzed route no selectivity was observed for unsubstituted diols. For substituted diols more mono-acylated product was formed in the lipase-catalyzed reaction than in the chemical catalyzed reaction. (C) 2009 Elsevier B.V. All rights reserved.
• CONTINUOUS PRODUCTION OF REDUCED GEL CONTENT HYDROXYLATED ADDITION POLYMERS
  申请人：S.C. JOHNSON & SON, INC.

  公开号：EP0787154A1

  公开（公告）日：1997-08-06
• CONTINUOUS BULK POLYMERIZATION AND ESTERIFICATION PROCESS AND COMPOSITIONS INCLUDING THE POLYMERIC PRODUCT
  申请人：BASF CORPORATION

  公开号：EP1097177B1

  公开（公告）日：2007-11-21