ethylene glycol bis (2-cyanoacrylate) | 10029-40-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethylene glycol bis (2-cyanoacrylate)
• 英文别名: 2-(2-Cyanoprop-2-enoyloxy)ethyl 2-cyanoprop-2-enoate
• CAS: 10029-40-0
• 化学式: C₁₀H₈N₂O₄
• 分子量: 220.185
• InChiKey: OASCBCSOGZCQJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(2-Cyanobicyclo[2.2.1]hept-5-ene-2-carbonyl)oxyethyl 2-cyanobicyclo[2.2.1]hept-5-ene-2-carboxylate 生成 ethylene glycol bis (2-cyanoacrylate)
  参考文献：
  名称：

  KAMEHYAMA, MAKOTO;VATANABEH, AKIXISA;SUGIYAMA, IVAESI

  摘要：

  DOI：

文献信息

• Modified cyanoacrylate monomers and methods for preparation
  申请人：Johnson & Johnson

  公开号：US04012402A1

  公开（公告）日：1977-03-15

  Difunctional monomers of the formula, ##STR1## where R is an organic linking group derived from a diol or a dihalide of the formula X-R-X, where X is either chlorine, bromine, iodine, or hydroxy, are prepared by reacting a conjugated diene, exemplified by anthracene, with an ester of 2-cyanoacrylic acid to form the Diels-Alder adduct of the ester. The ester adduct is hydrolyzed to ultimately obtain either the Diels-Alder adduct of either 2-cyanoacrylic acid--alkali metal salt of 2-cyanoacryloyl halide. These latter intermediates are respectively reacted with either the dihalide or the diol to afford the bis-Diels-Alder adduct of the R substituted bis (2-cyanoacrylate) monomer. The protective diene group may then be removed, for example, by reaction with excess maleic anhydride and the resulting difunctional monomer isolated. The difunctional monomers thus prepared can be utilized as crosslinking agents in blends comprising one or more of these difunctional monomers and at least one monofunctional monomer, exemplified by an ester of 2-cyanoacrylic acid. Alternately, one or more difunctional monomers can be homopolymerized or copolymerized to a highly crosslinked polymer. The copolymerized compositions of the monomer blends are particularly useful as adhesives, especially in dental applications for coating or sealing enamel surfaces of teeth to allay decay, or for the bonding of brackets to teeth in orthodontics the bond being substantially more resistant to moisture than where the monofunctional monomer is used alone.

  该文献介绍了一种制备双官能单体的方法，化学式为##STR1## 其中R为源自二元醇或二卤代物X-R-X的有机连接基，其中X为氯、溴、碘或羟基。该方法通过将一种共轭二烯与2-氰基丙烯酸酯反应形成Diels-Alder加合物，然后水解酯加合物，最终获得2-氰基丙烯酸的Diels-Alder加合物-2-氰基丙烯酰卤化物的碱金属盐。这些中间体分别与二卤代物或二元醇反应，得到R取代的双(2-氰基丙烯酸酯)单体的双Diels-Alder加合物。然后可以去除保护二烯基团，例如通过与过量马来酸酐反应，得到所需的双官能单体。这些制备的双官能单体可用作交联剂，与至少一种单官能单体混合使用，例如2-氰基丙烯酸酯。另外，一个或多个双官能单体可以进行均聚或共聚反应，形成高度交联的聚合物。共聚物的组成物在黏合剂中特别有用，特别是在牙科应用中，用于涂覆或密封牙齿的珐琅质表面以防止腐烂，或用于在正畸学中将托槽粘接到牙齿上，其粘合强度比单官能单体使用时更耐潮湿。
• Adhesive composition
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0063037A2

  公开（公告）日：1982-10-20

  An adhesive composition which possesses an improved adhesion strength which comprises (A) an a-cyanoacrylate ester, (B) an aliphatic polyol or a derivative thereof or a polyether or a derivative thereof and (C) an aromatic polyol.

  一种粘合剂组合物，具有更好的粘合强度，它包括 (A) 一种氰基丙烯酸酯，(B) 脂肪族多元醇或其衍生物或聚醚或其衍生物，以及 (C) 芳香族多元醇。
• Cyanoacrylate adhesive compositions
  申请人：TAOKA CHEMICAL COMPANY, LIMITED

  公开号：EP0690112A1

  公开（公告）日：1996-01-03

  An α-cyanoacrylate adhesive composition which comprises an α-cyanoacrylate; a phthalic acid ester represented by the following formula [1]: wherein R₁ and R₂ are each independently a C₁₋₂₀ alkyl, C₂₋₁₀ alkenyl, C₁₋₁₀ alkoxy-C₁₋₁₀ alkyl or C₃₋₁₀ cycloalkyl group or an aralkyl group in which the alkyl part contains 1 to 5 carbon atoms; and an elastomer, gives greatly improved flexibility and brittleness to the cured adhesive without lowering fast-curing property and bonding strength, and is particularly excellent in maintaining flexibility.

  一种α-氰基丙烯酸酯粘合剂组合物，它包括一种α-氰基丙烯酸酯；一种由下式[1]表示的邻苯二甲酸酯： 其中R₁和R₂各自独立地为C₁₋₂₀烷基、C₂₋₁₀烯基、C₁₋₁₀ 烷氧基-C₁₋₁₀ 烷基或C₃₋₁₀ 环烷基或芳烷基，其中烷基部分含有1至5个碳原子；和一种弹性体，在不降低快速固化性能和粘接强度的情况下，大大提高固化粘合剂的柔韧性和脆性，尤其在保持柔韧性方面表现出色。
• Alpha-cyanoacrylate adhesive composition
  申请人：TAOKA CHEMICAL COMPANY, LIMITED

  公开号：EP0686681A1

  公开（公告）日：1995-12-13

  An α-cyanoacrylate adhesive composition having high thixotropy, excellent stability with age including difficulty of separation and excellent adhesiveness, for use of rubbers, plastics, metals or so, comprises (b) 10 through 20 parts by weight of polymers containing alkyl methacrylate having a weight average molecular weight of 100,000 through 300,000, (c) 2 through 20 parts by weight of ultrafine anhydrous silica, and (d) 0 through 20 parts by weight of quick curing additives, (b)-(d) being on the basis of (a) 100 parts by weight of α-cyanoacrylates.

  一种α-氰基丙烯酸酯粘合剂组合物，具有高触变性、优异的老化稳定性，包括难分离性和优异的粘合性，可用于橡胶、塑料、金属或其他，包括(b)10至20份(重量)含有甲基丙烯酸烷基酯的聚合物，其重量平均分子量为100、(c) 2 至 20 份（按重量计）超细无水二氧化硅，以及 (d) 0 至 20 份（按重量计）快速固化添加剂，(b)-(d) 以 (a) 100 份（按重量计）α-氰基丙烯酸酯为基础。
• Occlusive composition
  申请人：——

  公开号：US20030194389A1

  公开（公告）日：2003-10-16

  The present invention provides an occlusive composition comprising: a) a poly(2-cyanoacrylate) monomer of the following formula (I): 1 wherein n≧2 and R is an organic moiety; and b) a visualization agent. The present invention also provides a method for creating a solid mass in an ionic fluid-containing bodily cavity within a living organism, comprising delivering into the bodily cavity a clinically sufficient amount of an occlusive composition comprising a poly(2-cyanoacrylate) monomer of formula (I) and a visualization agent.

  本发明提供了一种闭塞组合物，该组合物包含： a) 下式（I）的聚（2-氰基丙烯酸酯）单体： 1 其中 n≧2 和 R 是有机分子；以及 b) 视觉剂。本发明还提供了一种在生物体内含有离子液体的体腔中形成固体块的方法，包括向体腔中输送临床上足够量的闭塞组合物，该组合物包含式（I）的聚（2-氰基丙烯酸酯）单体和显像剂。