3,4-di-(2'-vinyloxyethoxy)benzaldehyde | 209159-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4-di-(2'-vinyloxyethoxy)benzaldehyde
• 英文别名: 3,4-Di-(2'-vinyloxyethoxy)benzaldehyde；3,4-bis(2-ethenoxyethoxy)benzaldehyde
• CAS: 209159-67-1
• 化学式: C₁₅H₁₈O₅
• 分子量: 278.305
• InChiKey: MMYMXVPKRBTZHD-UHFFFAOYSA-N

物化性质

• 熔点：
  56-57 °C(Solv: 1-butanol (71-36-3))
• 沸点：
  418.5±45.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-di-(2'-vinyloxyethoxy)benzaldehyde 在 哌啶 、 盐酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3,4-di-(2'-hydroxyethoxy)benzylidenemalononitrile
  参考文献：
  名称：

  Synthesis and Electro-Optic Properties of Novel Y-Type Polyurethanes having Dioxybenzylidenemalononitrile

  摘要：

  3,4-Di-(2'-hydroxyethoxy)benzylidenemalononitrile (3) was prepared and condensed with 2,4-loluenediisocyanate and 3,3'-dimethoxy-4,4'-biphenylenediisocyanate to yield unprecedented novel Y-type polyurethanes (4-5) containing 3,4-dioxybenzylidenemalononitrile group as a NLO-chromophore, which is a part of the polymer main chain. The resulting polyurethanes 4-5 were soluble in common organic solvents such as acetone and DMF. Polymers 4-5 showed a thermal stability up to 280degreesC in TGA thermograms with T-g values from DSC thermograms in the range of 148-152degreesC. The SHG coefficients (d(33)) of poled polymer films were around 5.96 x 10(-9) esu. These poled polymer films exhibited greater thermal stabilities of dipole alignments even at 20degreesC higher than T-g due to the partial main chain character of the polymer structure, which is acceptable for NLO device applications.

  DOI：

  10.1080/15421400490506595
• 作为产物：
  描述：

  2-氯乙基乙烯基醚 、 3,4-二羟基苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3,4-di-(2'-vinyloxyethoxy)benzaldehyde
  参考文献：
  名称：

  含二氰乙烯基硝基儿茶酚基团的新型聚酯的合成及非线性光学性能

  摘要：

  摘要制备并表征了含有 4-(2',2'-二氰基乙烯基)-5-硝基儿茶酚基团作为非线性光学 (NLO) 发色团的新型 X 型聚酯，该发色团构成了聚合物骨架的一部分。聚酯可溶于N,N-二甲基甲酰胺、丙酮等常用有机溶剂。它通过热重分析显示高达 300°C 的热稳定性，差示扫描量热法获得的玻璃化转变温度接近 105°C。极化聚合物薄膜在 1064 nm 基波波长处的二次谐波产生 (SHG) 系数 (d33) 为 5.31 × 10-9 esu。即使在比玻璃化转变温度 (Tg) 高 5°C 时，偶极排列也表现出热稳定性，并且由于聚合物结构的部分主链特征，在 110°C 以下未观察到显着的 SHG 衰减，

  DOI：

  10.1080/15421406.2017.1349996

文献信息

• Synthesis of Novel Y-type Nonlinear Optical Polyester with Enhanced Thermal Stability of Second Harmonic Generation for Electro-Optic Applications
  作者：You-Jin Cho、Ju-Suk Lee、Ju-Yeon Lee

  DOI：10.5012/bkcs.2010.31.6.1509

  日期：2010.6.20

  prepared and condensed with terephthaloyl chloride to yield novel Y-type polyester (4) containing 3,4-dioxybenzylidenecyanoacetate groups as NLO-chromophores, which constituted parts of the polymer main chains. The resulting polymer 4 is soluble in common organic solvents such as acetone and N,N-dimethylformamide. Polymer 4 shows thermal stability up to 280°C in thermogravimetric analysis with glass-transition

  制备 3,4-二-(2'-羟基乙氧基)亚苄基氰基乙酸甲酯 (3) 并与对苯二甲酰氯缩合，得到新型 Y 型聚酯 (4)，其含有 3,4-二氧亚苄基氰基乙酸酯基团作为 NLO-生色团，它构成了聚合物主链。所得聚合物4可溶于常用有机溶剂如丙酮和N，N-二甲基甲酰胺。聚合物 4 在热重分析中显示出高达 280°C 的热稳定性，通过差示扫描量热法获得的玻璃化转变温度接近 105°C。极化聚合物薄膜在 1064nm 基波波长下的二次谐波产生 (SHG) 系数 (d 33 ) 约为 2.42 pm/V。偶极子排列表现出高达接近 Tg 的高热稳定性，
• Synthesis and Properties of Novel Y-Type Nonlinear Optical Polyester with Enhanced Thermal Stability of Dipole Alignment
  作者：Han-Na Jang、Ga-Young Lee、Ju-Yeon Lee

  DOI：10.1080/15421400802330788

  日期：2008.10.9

  ) was prepared and condensed with terephthaloyl chloride to yield novel Y-type polyester ( 4 ) containing the NLO-chromophores dioxybenzylidenemalononitrile group, which constituted parts of the polymer backbone. Polyester 4 is soluble in common organic solvents such as acetone and dimethylsulfoxide. Polymer 4 showed thermal stability up to 300°C in thermogravimetric analysis with glass-transition temperature

  制备 3,4-二-(2'-羟基乙氧基) 亚苄基丙二腈 (3) 并与对苯二甲酰氯缩合得到新型 Y 型聚酯 (4)，其含有 NLO-生色团二氧基亚苄基丙二腈基团，构成聚合物主链的一部分。聚酯4可溶于丙酮、二甲亚砜等常用有机溶剂。聚合物 4 在热重分析中显示出高达 300°C 的热稳定性，玻璃化转变温度 (T g ) 由差示扫描量热法测得大约为 91°C。极化聚合物薄膜在 1064 nm 基波波长下的二次谐波产生 (SHG) 系数 (d 33) 约为 4.39 × 10−9 esu。由于聚合物结构的部分主链特征，偶极排列表现出高达 T g 的高热稳定性，这对于 NLO 器件应用是可以接受的。
• Synthesis and properties of novel nonlinear optical polyester containing carbomethoxycyanovinylnitrocatecholic group
  作者：Jung-Eun Kim、Ju-Yeon Lee

  DOI：10.1080/15421406.2018.1450931

  日期：2017.12.12

  ABSTRACT A new X-type polyester 5 containing 4-(2′-carbomethoxy-2′-cyano)vinyl-5-nitrocatecholic groups as nonlinear optical (NLO) chromophores, which are parts of the polymer backbone, was prepared and studied its properties. Polyester 5 is soluble in common organic solvents such as acetone and dimethylsulfoxide. Polymer 5 shows a thermal stability up to 280°C from thermogravimetric analysis with

  摘要制备了一种含有 4-(2'-carbomethoxy-2'-cyano)vinyl-5-nitrocatecholic 基团作为非线性光学 (NLO) 发色团的新型 X 型聚酯 5，该发色团是聚合物骨架的一部分，并研究了其性能. 聚酯5可溶于丙酮、二甲亚砜等常用有机溶剂。聚合物 5 显示出热重分析高达 280°C 的热稳定性，玻璃化转变温度 (Tg) 从差示扫描量热法获得，接近 110°C。极化聚合物 5 膜在 1064 nm 基波波长下的二次谐波产生 (SHG) 系数 (d33) 为 6.13 × 10−9 esu。聚合物 5 的偶极排列表现出高达 Tg 的热稳定性，并且由于聚合物结构的部分主链特征，在 110°C 以下没有观察到显着的 SHG 衰减，
• 10.1080/10587250290089059
  作者：Lee, Ju-Yeon、Park, Eun-Ju、Kang, Tae-Sun、Lee, Hoosung、Yoon, Kukro、Byun, Nami、Rhee, Bum Ku、Jung, Changsoo、Joo, Mi Young

  DOI：10.1080/10587250290089059

  日期：——
• Synthesis and Electro-Optic Properties of Novel Y-Type Polyurethanes having Dioxybenzylidenemalononitrile
  作者：Ju-Yeon Lee、Han-Bae Bang、Chang Baek

  DOI：10.1080/15421400490506595

  日期：2004.1

  3,4-Di-(2'-hydroxyethoxy)benzylidenemalononitrile (3) was prepared and condensed with 2,4-loluenediisocyanate and 3,3'-dimethoxy-4,4'-biphenylenediisocyanate to yield unprecedented novel Y-type polyurethanes (4-5) containing 3,4-dioxybenzylidenemalononitrile group as a NLO-chromophore, which is a part of the polymer main chain. The resulting polyurethanes 4-5 were soluble in common organic solvents such as acetone and DMF. Polymers 4-5 showed a thermal stability up to 280degreesC in TGA thermograms with T-g values from DSC thermograms in the range of 148-152degreesC. The SHG coefficients (d(33)) of poled polymer films were around 5.96 x 10(-9) esu. These poled polymer films exhibited greater thermal stabilities of dipole alignments even at 20degreesC higher than T-g due to the partial main chain character of the polymer structure, which is acceptable for NLO device applications.