2,6-Dihydroxyhexyl 2-methylprop-2-enoate | 101504-94-3

• 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: 2,6-Dihydroxyhexyl 2-methylprop-2-enoate
• CAS: 101504-94-3
• 化学式: C₁₀H₁₈O₄
• 分子量: 202.251
• InChiKey: RMYJRIZTYQPMTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 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 、 甲基丙烯酸甲酯 在 Novozyme 435 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 120.0h， 生成 5,6-dihydroxyhexyl methacrylate 、 2,6-Dihydroxyhexyl 2-methylprop-2-enoate 、 1,6-Dihydroxyhexan-2-yl 2-methylprop-2-enoate 、 2,6-dimethacryloyl-1,2,6-hexanetriol 、 2-hydroxyhexane-1,6-diyl bis(2-methylacrylate)
  参考文献：
  名称：

  Hydroxy functional acrylate and methacrylate monomers prepared via lipase—catalyzed transacylation reactions

  摘要：

  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.

  DOI：

  10.1016/j.molcatb.2009.09.008

文献信息

• Thermosetting coating composition
  申请人：FORD MOTOR COMPANY LIMITED

  公开号：EP0027719A1

  公开（公告）日：1981-04-29

  A thermosetting coating composition which may have nonvolatile solids content as high as 60%or greater and which may be employed as an automotive topcoat. The composition, exclusive of pigments, solvent, reactive and non-reactive diluents and other non-reactive components, consists essentially of: (A) A binder composition consisting essentially of: (1) Between about 30 and about 75 weight percent of one or more low viscosity resins selected from hydroxy functional acrylic polymers, hydroxy functional polyethers and hydroxy functional polyesters, each of which (i) is substantially soluble in the solvent of the composition and (ii) has a number average molecular weight of between about 1000 and about 2500; and (2) Between about 70 and about 25 weight percent of one or more crosslinked dispersion polymers each of which is substantially insoluble in the solvent of the composition; and (B) An amino crosslinking agent in an amount of between about 5 and about 40 parts per 100 parts of said binder composition. The crosslinked dispersion polymer is prepared by free radical polymerization of 0.5 to 3.5 weight percent of di-,tri- or tetravinyl monomers and 99.5 to 96.5 weight percent of at least one other copolymerizable monoethylenically unsaturated monomer, in the present of a (i) hydrocarbon dispersing liquid which is a solvent for the polymerizable monomer, but a non-solvent for the resulting crosslinked polymer, and (ii) polymeric dispersion stabilizer which is solvated by said dispersing liquid and associated with said crosslinked polymer so as to maintain a separation between particles thereof, thereby inhibiting coagulation of said particles, wherein polymerization is carried out at elevated temperature such that the dispersion polymer first forms and then is crosslinked.

  一种热固性涂料组合物，其非挥发性固体含量可高达 60% 或更高，可用作汽车面漆。该组合物不含颜料、溶剂、活性和非活性稀释剂以及其他非活性成分，主要由以下成分组成： (A) 粘结剂组合物，主要包括：(1) 约 30%至约 75%的一种或多种低粘度树脂，这些树脂选自羟基官能丙烯酸聚合物、羟基官能聚醚和羟基官能聚酯，其中每种树脂 (i) 基本上可溶于组合物的溶剂，(ii) 平均分子量在约 1000 至约 2500 之间；(2) 约 70%至约 25%的一种或多种交联分散聚合物，其中每种聚合物基本上不溶于组合物的溶剂；以及 (B) 氨基交联剂，其用量为每 100 份所述粘结剂组合物中约 5 至约 40 份。交联分散聚合物是通过自由基聚合 0.5 至 3.5 重量百分比的二乙烯基、三乙烯基或四乙烯基单体和 99.5 至 96.5 重量百分比的至少另一种可共聚的单乙烯基不饱和单体，在(i) 烃类分散液（可聚合单体的溶剂，但不是所得交联聚合物的溶剂）和(ii) 聚合物分散液（可聚合单体的溶剂，但不是所得交联聚合物的溶剂）的存在下制备、和 (ii) 聚合物分散稳定剂，它被所述分散液溶解，并与所述交联聚合物结合，以保持其颗粒之间的分离，从而抑制所述颗粒的凝结，其中聚合反应在高温下进行，使分散聚合物首先形成，然后交联。
• Coating composition
  申请人：FORD MOTOR COMPANY LIMITED

  公开号：EP0029683A1

  公开（公告）日：1981-06-03

  A fast curing coating composition that is adapted for use as an automotive topcoat and which upon curing forms a hard, glossy, durable coating exhibiting excellent resistance to solvents and water. The coating composition which may contain greater than about 55 percent by weight of nonvolatile solids and, exclusive of pigments, solvents and other nonreactive components, consists essentially of: (A) a polyepoxide resin having a number average molecular weight (Mn) of between about 140 to about 3,000; (B) a reactive catalyst comprising at least one phosphonic acid derivative; (C) an amino resin crosslinking agent; and (D) optionally, a hydroxy functional additive. The phosphonic acid derivative is included in the composition in an amount sufficient to provide between about .8 and about 1.4 equivalents of acid functionality for each equivalent of epoxy functionality in the polyepoxide resin and the amino resin crosslinking agent is included in the composition in an amount sufficient to provide at least about .4 equivalents of nitrogen crosslinking functionality for each equivalent of hydroxy functionality included in the composition.

  一种快速固化涂料组合物，可用作汽车面漆，固化后可形成坚硬、光亮、耐久的涂层，具有优异的耐溶剂性和抗水性。该涂料组合物的非挥发性固体含量按重量计可超过 55%，除颜料、溶剂和其他非反应性成分外，主要由以下成分组成： (A) 聚环氧化物树脂，其平均分子量（Mn）在 140 到 3000 之间； (B) 由至少一种膦酸衍生物组成的活性催化剂； (C) 一种氨基树脂交联剂；以及 (D) 可选的羟基官能添加剂。 膦酸衍生物加入组合物中的量足以为聚环氧树脂中的每一当量环氧官能团提供约 0.8 至约 1.4 当量的酸官能团，氨基树脂交联剂加入组合物中的量足以为组合物中的每一当量羟基官能团提供至少约 0.4 当量的氮交联官能团。
• Polymeric stabilizer, stable dispersions prepared therefrom and paint compositions comprising such dispersions
  申请人：FORD MOTOR COMPANY LIMITED

  公开号：EP0051400A2

  公开（公告）日：1982-05-12

  A stabilizer capable of forming a stable dispersion in an organic liquid includes a copolymer bearing pendent ethylenic unsaturation which comprises the reaction product of ethylenically unsaturated monomers (A) and copolymer reactant (B), said ethylenically unsaturated monomers (A) bearing functionality capable of condensation reaction with complementary functionality of said copolymer reactant (B) which comprises a random copolymer of (i) from about 20 to about 45 weight percent of ethylenically unsaturated monomers, homopolymers of which would be substantially insoluble in a selected organic liquid; (ii) from about 40 to about 75 weight percent of ethylenically unsaturated monomers, homopolymers of which would be substantially soluble in said organic liquid; and (iii) from about 2 to about 15 weight percent of ethylenically unsaturated monomers bearing said complementary functionality capable of condensation reaction with said ethylenically unsaturated monomers (A), said ethylenically unsaturated monomers (A) being reacted with said copolymer reactant (B) in an amount sufficient to react with at least about 10 percent of said complementary functionality of said copolymer reactant (B). The stable dispersions may be incorporated in coating compositions comprising (1) an hydroxy film-forming component, (II) a crosslinking agent bearing functionality capable of reacting with the hydroxy groups of the film-forming component, and (III) a flow control additive of which the dispersion forms part.

  一种能够在有机液体中形成稳定分散体的稳定剂，包括一种具有悬垂乙烯不饱和性的共聚物，该共聚物由乙烯不饱和单体（A）和共聚物反应物（B）的反应产物组成，所述乙烯不饱和单体（A）具有能够与所述共聚物反应物（B）的互补官能团发生缩合反应的官能团，所述共聚物反应物（B）由以下物质的无规共聚物组成 (i) 约 20 至约 45 重量％的乙烯基不饱和单体，其均聚物基本上不溶于所选有机液 体； (ii) 约 40%至约 75%重量百分比的乙烯基不饱和单体，其均聚物基本上可溶 于所述有机液体；以及 (iii) 约 2 至约 15 重量百分比的乙烯基不饱和单体，其具有可与所述乙烯基不饱和单体 (A) 发生缩合反应的所述互补官能度，所述乙烯基不饱和单体 (A) 与所述共聚物反应物 (B) 反应的量足以与所述共聚物反应物 (B) 中至少约 10% 的所述互补官能度发生反应。稳定的分散体可掺入涂料组合物中，该涂料组合物包括：（1）羟基成膜组分；（2）具有能与成膜组分的羟基反应的官能团的交联剂；（3）流动控制添加剂，该分散体是其中的一部分。
• Coating composition and hydroxy acrylic copolymer precursor therefor
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0092624A2

  公开（公告）日：1983-11-02

  A thermosetting coating composition with enhanced flexibility and impact strength and excellent weatherability adapted for use as an automotive topcoat which upon curing forms a hard, glossy, durable coating. The coating composition comprises:- (A) a modified hydroxy acrylic copolymer which is the stepwise reaction product of:- (i) a copolymer bearing pendant hydroxyl groups and having a number average molecular (Mn) of between about 1000-5000, (ii) a dicarboxylic acid anhydride comprising at least about 50 percent by weight of an alkyl hexahydrophthalic anhydride, and (iii) a monoepoxide functional monomer comprising at least about 90 percent by weight of a C2-C10 monoepoxide functional monomer; (B) an amine-aldehyde or polyisocyanate crosslinking agent; (C) optionally a hydroxy functional additive, and (D) solvent. The anhydride is reacted in an amount sufficient to esterify at least about 30 percent of the pendant hydroxyl groups of copolymer (i) thereby generating carboxyl functionality, substantially all of which is thereafter reacted with the monoepoxide functional monomer. The crosslinking agent is included in the composition in an amount sufficient to provide at least about 0.5 equivalent of crosslinking functionality per equivalent of hydroxy functionality included in the composition either as a hydroxyl group of the modified hydroxy acrylic copolymer or as a hydroxyl group of the optional hydroxy-functional additive. (ii) dicarboxylic acid anhydride comprising at least 50 percent by weight of an alkyl hexahydrophthalic anhydride, wherein (i) and (ii) are reacted in an amount sufficient to esterify from 30 to 100 percent of the hydroxyl groups of the copolymer, thereby generating pendant carboxyl groups; and (iii) a monoepoxide functional monomer comprising at least 90 percent by weight C - C10 monoepoxide functional monomers, wherein the monomer is reacted with the pendant carboxyl groups of the polymer reaction product of (i) and (ii) so as to provide at least 1.0 equivalent of epoxide groups per equivalent of the pendant carboxyl groups generate pendant hydroxyl groups; (B) an amine-aldehyde or polyisocyanate crosslinking a gent; (C) 0-50 weight percent based on the total weight of (A), (B), (C) and (L) of a hydroxy functional additive having a number average molecular weight (Ln) of from 150 to 6000, preferably 500-2500; and (D) solvent. The amine-aldehyde crosslinking agent is included in the composition in an amount sufficient to provide at least 0.60, preferably from 0.75 to 3.75, equivalents of nitrogen crosslinking functionality for each equivalent of hydroxyl functionality included in the composition either as a hydroxyl group on the modified hydroxy acrylic copolymer or as a hydroxyl group on the hydroxy functional additive. The polyisocyanate crosslinking agent is included in an amount sufficient to provide 0.5 to 1.6 reactive isocyanate groups for each equivalent of hydroxy functionality included in the composition as an hydroxyl group on either the said copolymer or said additive. The composition preferably contains at least 60% by weight and preferably at least 70% by weight of non-volatile solids. In addition, the coating composition of this invention may include additives such as catalysts, antioxidants, U.V. absorbers, flow control or wetting agents, antistatic agents, pigments, plasticizers,

  一种热固性涂料组合物，具有增强的柔韧性和抗冲击强度以及优异的耐候性，适合用作汽车面漆，固化后可形成坚硬、光亮、耐用的涂层。该涂料组合物包括 (A) 改性羟基丙烯酸共聚物，它是下列物质的逐步反应产物 (i) 含有悬垂羟基且平均分子数（Mn）在 1000-5000 之间的共聚物、 (ii) 二羧酸酐，包括至少约 50%（按重量计）的烷基六氢邻苯二甲酸酐， 以及 (iii) 单环氧化物官能团单体，包括至少约 90%（按重量计）的 C2-C10 单环氧化物官能团单体； (B) 胺醛或多异氰酸酯交联剂； (C) 可选的羟基官能添加剂，以及 (D) 溶剂。 酸酐的反应量足以酯化共聚物 (i) 中至少约 30% 的悬垂羟基，从而产生羧基官能团，此后，基本上所有的羧基官能团都与单环氧官能团单体反应。交联剂加入组合物中的量足以为组合物中每一当量羟基官能团提供至少约 0.5 个当量的交联官能团，可以是改性羟基丙烯酸共聚物的羟基，也可以是任选羟基官能团添加剂的羟基。 (ii) 二羧酸酐，包括至少 50%（重量）的烷基六氢邻苯二甲酸酐，其中(i)和(ii) 的反应量足以酯化共聚物 30%至 100%的羟基，从而生成悬垂羧基；以及 (iii) 单环氧化物官能团单体，包括至少 90%（重量百分比）的 C - C10 单环氧化物官能团单体，其中该单体与(i)和(ii)的聚合物反应产物的垂羧基反应，以提供至少 1.0 个当量的环氧化物基团，每个当量的垂羧基生成垂羟基； (B) 一种胺-醛或多异氰酸酯交联剂； (C) 以(A)、(B)、(C)和(L)的总重量为基准，0-50 重量百分数的羟基官能团添加剂，其平均分子量 (Ln) 为 150-6000，最好为 500-2500；以及 (D) 溶剂。 胺-醛交联剂在组合物中的加入量足以为组合物中每一当量的羟基官能团提供至少 0.60（优选 0.75 至 3.75）当量的氮交联官能团，这些羟基官能团可以是改性羟基丙烯酸共聚物上的羟基，也可以是羟基官能添加剂上的羟基。 多异氰酸酯交联剂的加入量足以为组合物中每一当量的羟基官能团提供 0.5 至 1.6 个活性异氰酸酯基团，作为所述共聚物或所述添加剂上的羟基基团。 按重量计，该组合物最好含有至少 60%，最好至少 70%的非挥发性固体。此外，本发明的涂料组合物还可包括添加剂，如催化剂、抗氧化剂、紫外线吸收剂、流动控制剂或润湿剂、抗静电剂、颜料、增塑剂、
• Curable polymer mortar or concrete compositions
  申请人：Takemoto Yushi Kabushiki Kaisha

  公开号：EP0677494A2

  公开（公告）日：1995-10-18

  Curable polymer mortar or concrete compositions with improved workability and processability use polymerizable liquid resin composed of unsaturated urethane of a specified form and vinyl monomers as binder and also contain an inorganic powder filler, aggregates and a viscosity reducer of a specified kind and a low shrinking agent of a specified kind each at a specified rate. Cured compositions with improved accuracy in measurements, strength and water absorption can be obtained from such compositions. Self-leveling property can also be provided.

  可固化聚合物砂浆或混凝土组合物具有更好的施工性和加工性，它使用由特定形式的不饱和聚氨酯和乙烯基单体组成的可聚合液体树脂作为粘结剂，同时还含有无机粉末填料、集料、特定种类的降粘剂和特定种类的低收缩剂，每种降粘剂和低收缩剂的用量都是特定的。通过这种组合物可以获得测量精度、强度和吸水性都有所提高的固化组合物。还可提供自流平性能。