10,12-docosadiyne-1,22-diol | 78304-93-5

• 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: 10,12-docosadiyne-1,22-diol
• 英文别名: docosa-10,12-diyne-1,22-diol
• CAS: 78304-93-5
• 化学式: C₂₂H₃₈O₂
• 分子量: 334.543
• InChiKey: JPSHXPSMQLXQJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  24
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  壬二酸 、 10,12-docosadiyne-1,22-diol 在 hafnium(IV) trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以62%的产率得到1,11-dioxacyclotritriaconta-21,23-diyne-2,10-dione
  参考文献：
  名称：

  Direct synthesis of macrodiolides via hafnium(iv) catalysis

  摘要：

  通过使用Hf(OTf)₄催化剂，可以高产率地直接合成大环二酯，形成水作为唯一副产物。

  DOI：

  10.1039/c5cc03586d
• 作为产物：
  描述：

  10-十一炔醇 在 吡啶 、 nickel(II) nitrate hexahydrate 、 氧气 、 三乙胺 、 copper dichloride 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以47%的产率得到10,12-docosadiyne-1,22-diol
  参考文献：
  名称：

  Direct synthesis of macrodiolides via hafnium(iv) catalysis

  摘要：

  通过使用Hf(OTf)₄催化剂，可以高产率地直接合成大环二酯，形成水作为唯一副产物。

  DOI：

  10.1039/c5cc03586d

文献信息

• Synthesis and solid-state polymerization of monomers with a conjugated diyne–triene–diyne structure
  作者：Kazumasa Higuchi、Keita Sasamura、Kei Mizuguchi、Yoko Tatewaki、Shuji Okada

  DOI：10.1016/j.polymer.2013.04.018

  日期：2013.5

  diyne–triene–diyne structure were synthesized and their solid-state polymerization was investigated for the first time. The monomers could be polymerized by UV irradiation at 254 nm or 365 nm and increase of the absorption in the visible region was observed during polymerization. Since the absorption tail of the photoproducts shifted to longer wavelength than that of the corresponding monomers, the main photoreaction

  合成具有共轭二炔-三烯-二炔结构的Tetradeca-5,7,9-三烯-1,3,11,13-四炔衍生物，并对其固态聚合进行了首次研究。可以通过在254nm或365nm处的UV辐射使单体聚合，并且在聚合过程中观察到在可见光区域吸收的增加。由于光产物的吸收尾移到比相应单体的吸收尾更长的波长，因此估计聚合初期的主要光反应方案为在二炔部分中的1,4-加成。然而，没有观察到具有规则结构的聚二乙炔的激子吸收带。通过粉末X射线衍射确认的结晶度在光聚合过程中损失，并且发现聚合物无序。
• Polyoxazolines with Inert Terminating Groups, Polyoxazolines Prepared from Protected Initiating Groups and Related Compounds
  申请人：Bentley Michael David

  公开号：US20110123453A1

  公开（公告）日：2011-05-26

  The present disclosure provides novel functional polyoxazoline derivatives prepared by terminating polyoxazoline polymerization with inert chemical groups. In addition, the present disclosure demonstrates the synthesis of novel electrophilic initiators with protected functional groups capable of initiating oxazoline polymerization and capable of surviving the conditions of polymerization. These initiators are used to synthesize the above inert-terminal polyoxazoline derivatives as well as other poly-oxazolines with active terminal groups. Furthermore, the present disclosure provides for polyoxazoline-lipid conjugates and liposomal compositions prepared using such polyoxazoline-lipid conjugates. Methods of using the foregoing to prepare conjugates with target molecules are also disclosed.

  本公开提供了通过使用惰性化学基团终止聚合反应制备的新型功能性聚氧氮杂环衍生物。此外，本公开还展示了合成具有受保护功能基团的新型亲电引发剂的方法，这些引发剂能够引发氧氮杂环聚合反应并能够在聚合反应条件下存活。这些引发剂用于合成上述惰性末端聚氧氮杂环衍生物以及其他具有活性末端基团的聚氧氮杂环。此外，本公开还提供了聚氧氮杂环-脂质共轭物和使用这种聚氧氮杂环-脂质共轭物制备的脂质体组合物。还公开了使用上述方法制备与目标分子结合物的方法。
• Polyoxazolines with inert terminating groups, polyoxazolines prepared from protected initiating groups and related compounds
  申请人：Bentley Michael David

  公开号：US08883211B2

  公开（公告）日：2014-11-11

  The present disclosure provides novel functional polyoxazoline derivatives prepared by terminating polyoxazoline polymerization with inert chemical groups. In addition, the present disclosure demonstrates the synthesis of novel electrophilic initiators with protected functional groups capable of initiating oxazoline polymerization and capable of surviving the conditions of polymerization. These initiators are used to synthesize the above inert-terminal polyoxazoline derivatives as well as other polyoxazolines with active terminal groups. Furthermore, the present disclosure provides for polyoxazoline-lipid conjugates and liposomal compositions prepared using such polyoxazoline-lipid conjugates. Methods of using the foregoing to prepare conjugates with target molecules are also disclosed.

  本公开提供了一种新型的功能性聚氧唑烷衍生物，其通过使用惰性化学基团终止聚氧唑烷聚合而制备。此外，本公开还展示了合成具有保护功能基团的新型亲电引发剂的方法，该亲电引发剂能够启动氧唑烷聚合并能够在聚合条件下生存。这些引发剂用于合成上述惰性末端聚氧唑烷衍生物以及其他具有活性末端基团的聚氧唑烷。此外，本公开还提供了聚氧唑烷-脂质共轭物和使用此类聚氧唑烷-脂质共轭物制备的脂质体组合物。还公开了使用上述方法制备与目标分子结合物的方法。
• Preparation of urethane substituted diacetylene monomers and polymers
  申请人：GTE LABORATORIES INCORPORATED

  公开号：EP0228272A2

  公开（公告）日：1987-07-08

  Synthesis of urethane substituted diacetylenes of the formula R-NHOCO(CH₂)₄-C≡C-C≡C-(CH₂) nOCONH-R where n is an integer of from 1 to 20, R=CH₃(CH₂) m(COOCH₂) p, C₆H₅(CH₂) m(COOCH₂) p, C₆H₁₁ (CH₂) m (COOCH₂) p, or C₁₀H₇-(CH₂) m(COOCH₂ p, where m is an integer of from 0 to 11 and p is 0 or 1. The compounds are free of impurities resulting from dehydration of diols of the formula HO-(CH₂) nC≡C-C≡C-(CH₂)-OH. The compounds are produced by first reacting an isocyanate of the formula R-NCO with an alcohol of the formula HC≡C-(CH₂) n-OH, then oxidatively coupling the resulting urethane substituted monoacetylenic compound in the presence of an amine-basic copper salt complex, preferably by bubbling oxygen through the solution. The diaceylenes are polymerized to form the polydiacetylenes. Also disclosed are the monomers and polymers produced.

  式 R-NHOCO(CH₂)₄-C≡C-C≡C-(CH₂) nOCONH-R 的氨基甲酸乙酯取代的二乙炔的合成 其中 n 为 1 至 20 的整数，R=CH₃(CH₂) m(COOCH₂) p、C₆H₅(CH₂) m(COOCH₂) p，C₆H₁₁ (CH₂) m (COOCH₂) p，或 C₁₀H₇-(CH₂) m(COOCH₂ p，其中 m 为 0 至 11 的整数，p 为 0 或 1。这些化合物不含式 HO-(CH₂) nC≡C-C≡C-(CH₂)-OH 的二元醇脱水产生的杂质。这些化合物的制备方法是：首先将式 R-NCO 的异氰酸酯与式 HC≡C-(CH₂) n-OH 的醇反应，然后在胺-碱式铜盐络合物存在下，最好是通过在溶液中通入氧气，将生成的聚氨酯取代的单乙炔化合物氧化偶联。二乙炔经聚合后形成聚二乙炔。同时公开的还有所生产的单体和聚合物。
• Diacetylene film sensitized with photoinitiator and applications of the film
  申请人：ISP INVESTMENTS LLC

  公开号：US10365154B2

  公开（公告）日：2019-07-30

  A process for improving sensitivity of a film base, coated with a dispersion of a normally crystalline polyacetylenic compound in a non-solvating liquid which is dried on the film surface, to particular photon energy band, specifically, long wavelength UV; the polyacetylenic compound preferably having at least two conjugated acetylenic linkages and containing from 12 to 60 carbon atoms. The sensitization of the film to long wavelength UV is achieved via the addition of photoinitiator(s) capable of absorbing UV energy and converting it to free radicals. The process comprises dispersing the normally crystalline polyacetylenic compound in the non-solvating liquid to a concentration of from about 2 to about 50% polyacetylene crystalline solids and a photoinitiator or combination of photoinitiators to a concentration of from 0.01 to 10%. The resultant dispersion is then coated and dried on a substrate. Additionally, applications using this film as a UVA illumination indicator and dosimeter are disclosed as well.

  一种用于提高薄膜基材对特定光子能带（特别是长波紫外线）的敏感性的工艺，薄膜基材上涂覆有正常结晶的聚乙炔化合物在非溶解液体中的分散液，该液体在薄膜表面干燥；聚乙炔化合物最好至少有两个共轭乙炔链节，并含有 12 至 60 个碳原子。薄膜对长波紫外线的敏化是通过添加能吸收紫外线能量并将其转化为自由基的光引发剂来实现的。该工艺包括将正常结晶的聚乙炔化合物分散在非溶解液中，使其浓度达到约 2%至约 50%的聚乙炔结晶固体和 0.01%至 10%的光引发剂或光引发剂组合。然后在基底上涂布并干燥所得到的分散体。此外，还公开了将这种薄膜用作 UVA 照明指示器和剂量计的应用。