3-o-tolyl-1H-pyrrole-2,5-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-o-tolyl-1H-pyrrole-2,5-dione
• 英文别名: Tolylmaleimide；3-(2-methylphenyl)pyrrole-2,5-dione
• 化学式: C₁₁H₉NO₂
• 分子量: 187.198
• InChiKey: RIGJHQFSJDRFFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  马来酰亚胺 、 2-methylbenzenesulfonohydrazide 在 三氟乙酸 、 palladium dichloride 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以47%的产率得到3-o-tolyl-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  在不同温度下通过脱硫酰化合成不对称/不对称马来酰亚胺的方法。

  摘要：

  创新了单和二芳基马来酰亚胺选择性合成的新途径。为此目的的唯一要求是通过升高温度。该方法对马来酸酐和马来酸也有效。另外，揭示了通过萘醌与芳烃磺酰氯的反应的2-芳基萘醌的第一种方便的合成方法。

  DOI：

  10.1021/acs.joc.0c01323

文献信息

• [EN] POLYMERIZABLE COMPOSITION COMPRISING AN OXIME SULFONATE AS THERMAL CURING AGENT<br/>[FR] COMPOSITION POLYMÉRISABLE COMPRENANT UN SULFONATE D'OXIME EN TANT QU'AGENT DE DURCISSEMENT THERMIQUE
  申请人：BASF SE

  公开号：WO2012101245A1

  公开（公告）日：2012-08-02

  The present invention relates to a polymerizable composition comprising at least one ethylenically unsaturated, polymerizable compound and at least one oxime sulfonate compound of the formula (I) QAaBbCc where a is 0, 1, 2, 3, 4 or 6, b is 0, 1, 2, 3, 4 or 6, and c is 0, 1, 2, 3, 4 or 6, where the sum of a + b + c is 1, 2, 3, 4 or 6 where (A) is a group (B) is a group (C) is a group where # denotes the point of attachment to Q; X is S or NR14 and Q, R1, R2, R3 and R14 are as defined in claim 1 and in the description. The present invention also relates to the use of the this composition, to novel oxime sulfonates and the use of the oxime sulfonates as thermal curing promoter.

  本发明涉及一种可聚合的组成，包括至少一种乙炔基不饱和的可聚合化合物和至少一种具有公式（I）QAaBbCc的亚硝基亚磺酸酯化合物，其中a为0、1、2、3、4或6，b为0、1、2、3、4或6，c为0、1、2、3、4或6，其中a+b+c的总和为1、2、3、4或6，其中（A）是一个基团，（B）是一个基团，（C）是一个基团，其中#表示与Q连接的点；X是S或NR14，Q、R1、R2、R3和R14如权利要求1和说明书中所定义。本发明还涉及使用这种组成物，新型亚硝基亚磺酸酯及其作为热固化促进剂的应用。
• [EN] OXIME ESTER PHOTOINITIATORS<br/>[FR] PHOTOINITIATEURS À BASE D'ESTER D'OXIME
  申请人：BASF SE

  公开号：WO2015004565A1

  公开（公告）日：2015-01-15

  Compounds of the formula (I) n, wherein Q is a direct bond or an n-valent linking group; n is an integer 2, 3, or 4; Z is for example C1-C20alkylene, C2-C20alkenylene,C5-C8 cycloalkylene or C5-C8 cycloalkenylene; Y is for example C6-C20aryl or C3-C20heteroaryl; R1 is for example hydrogen, C2-C5alkenyl, C3-C8cycloalkyl, C1-C12alkyl, phenyl, naphthyl, C3-C20heteroaryl, C1-C8alkoxy, benzyloxy or phenoxy; R2 is for example C1-C20alkyl, C2-C12alkenyl, C4-C8cycloalkenyl, C2-C12alkinyl, C3-C10cycloalkyl, phenyl or naphthyl; R15, R16, R17, R18, R19 and R20 independently of each other for example are hydrogen, halogen, C1-C20alkyl, C6-C20aryl or C4-C20heteroaryl; provided that a compound wherein R15, R16, R17, R18, R19 and R20 are hydrogen, Y is thienyl, R1 is methyl, R2 is ethyl, n is 2, Q is a direct bond and Z is n-propylene and a compound wherein R15, R16, R17, R18, R19 and R20 are hydrogen, Y is thienyl, R1 is methyl, R2 is ethyl, n is 2, Q as an n-valent linking group is methylene and Z is methylene are excluded; are reactive photoinitiators in particular in electronic applications.

  化合物的公式（I）n，其中Q是直接键或n价键合基团；n是整数2、3或4；Z例如是C1-C20烷基，C2-C20烯基，C5-C8环烷基或C5-C8环烯基；Y例如是C6-C20芳基或C3-C20杂环芳基；R1例如是氢，C2-C5烯基，C3-C8环烷基，C1-C12烷基，苯基，萘基，C3-C20杂环芳基，C1-C8烷氧基，苄氧基或苯氧基；R2例如是C1-C20烷基，C2-C12烯基，C4-C8环烯基，C2-C12炔基，C3-C10环烷基，苯基或萘基；R15、R16、R17、R18、R19和R20彼此独立地例如是氢，卤素，C1-C20烷基，C6-C20芳基或C4-C20杂环芳基；前提是化合物中R15、R16、R17、R18、R19和R20为氢，Y为噻吩基，R1为甲基，R2为乙基，n为2，Q为直接键，Z为n-丙烯基和化合物中R15、R16、R17、R18、R19和R20为氢，Y为噻吩基，R1为甲基，R2为乙基，n为2，Q作为n价键合基团为亚甲基，Z为亚甲基被排除；在特定电子应用中是具有反应性的光引发剂。
• [EN] OXIME SULFONATE DERIVATIVES<br/>[FR] DÉRIVÉS DE SULFONATE D'OXIME
  申请人：BASF SE

  公开号：WO2016030790A1

  公开（公告）日：2016-03-03

  Oxime sulfonate compounds of the formula (I), wherein R 1 is O(CO)R 4, COOR 5 or CONR 6R 7; n is 1 or 2; R 2 for example is C 1-C 8alkyl, C 3-C 6cycloalkyl or benzyl; R 3 is for example C 1-C 8alkyl, C 3-C 6cycloalkyl, C 1-C 8haloalkyl, C 2-C 8alkenyl, benzyl, phenyl or naphthyl, which optionally are substituted; R 4 is for example C 1-C 8alkyl, C 3-C 6cycloalkyl, C 1-C 8haloalkyl, C 2-C 8alkenyl, benzyl, phenyl or naphthyl, which optionally are substituted; R 5 is for example C 3-C 20alkyl, C 3-C 14cycloalkyl, C 2-C 8alkenyl, C 1-C 12alkyl which is substituted for example by one or more halogen; or R 5 is phenyl or naphthyl, which are unsubstituted; R 6 and R 7 each independently of one another for example are hydrogen, C 1-C 12alkyl, C 1-C 4haloalkyl, phenyl-C 1-C 4alkyl, C 2-C 8alkenyl or C 3-C 6cycloalkyl, phenyl or naphthyl; or R 6 and R 7, together with the N-atom to which they are attached, form a 5- or 6-membered ring; are suitable as thermal radical initiators.

  化合物的氧肟磺酸盐，其化学式为（I），其中R1为O（CO）R4，COOR5或CONR6R7; n为1或2; R2例如为C1-C8烷基，C3-C6环烷基或苄基; R3例如为C1-C8烷基，C3-C6环烷基，C1-C8卤代烷基，C2-C8烯基，苄基，苯基或萘基，可以选择性地被取代; R4例如为C1-C8烷基，C3-C6环烷基，C1-C8卤代烷基，C2-C8烯基，苄基，苯基或萘基，可以选择性地被取代; R5例如为C3-C20烷基，C3-C14环烷基，C2-C8烯基，C1-C12烷基，例如被一个或多个卤素取代; 或者R5是未被取代的苯基或萘基; R6和R7各自独立地例如为氢，C1-C12烷基，C1-C4卤代烷基，苯基-C1-C4烷基，C2-C8烯基或C3-C6环烷基，苯基或萘基; 或者R6和R7与它们所连接的N原子一起形成一个5-或6-成员环; 适用于热引发自由基反应剂。
• Mono-functional monomers and methods for use thereof
  申请人：Dershem Stephen M.

  公开号：US20070155869A1

  公开（公告）日：2007-07-05

  The invention is based on the discovery that adhesive compositions containing certain low-viscosity, mono-ethylenically unsaturated monomers have surprisingly good cure parameters, resulting in very little weight loss upon cure. Many of these monofunctional monomers used alone or in combination with other monofunctional monomers described herein have high glass transition temperatures when cured. Moreover, since these monomers are monofunctional the crosslink density of the adhesive composition does not increase (relative to multi-functional monomers), which in turns results in lower stress, lower modulus adhesive compositions. As such, these monomers are useful in a variety of thermoset adhesive compositions, such as for example, die attach adhesive compositions.

  该发明是基于发现，含有某些低黏度、单乙烯不饱和单体的粘合剂组合物具有惊人的固化参数，固化后重量损失非常小。其中许多单官能单体单独使用或与本文所述其他单官能单体组合使用时，在固化后具有较高的玻璃转移温度。此外，由于这些单体是单官能的，粘合剂组合物的交联密度不会增加（相对于多官能单体），这反过来将导致较低的应力、较低的模量粘合剂组合物。因此，这些单体在各种热固性粘合剂组合物中非常有用，例如，封装粘合剂组合物。
• THERMOSETTING ADHESIVE COMPOSITIONS
  申请人：Designer Molecules, Inc.

  公开号：US20130187095A1

  公开（公告）日：2013-07-25

  The invention is based on the discovery that adhesive compositions containing certain low-viscosity, mono-ethylenically unsaturated monomers have surprisingly good cure parameters, resulting in very little weight loss upon cure. Many of these monofunctional monomers used alone or in combination with other monofunctional monomers described herein have high glass transition temperatures when cured. Moreover, since these monomers are monofunctional the crosslink density of the adhesive composition does not increase (relative to multi-functional monomers), which in turns results in lower stress, lower modulus adhesive compositions. As such, these monomers are useful in a variety of thermoset adhesive compositions, such as for example, die attach adhesive compositions.

  该发明基于发现，含有某些低粘度、单乙烯不饱和单体的粘合剂组合物具有出人意料的良好固化参数，固化后重量损失非常小。这些单官能单体中的许多单体，单独或与本文所述的其他单官能单体组合使用时，固化后具有较高的玻璃化转变温度。此外，由于这些单体是单官能的，粘合剂组合物的交联密度不会增加（相对于多官能单体），这反过来导致应力更低、模量更低的粘合剂组合物。因此，这些单体在各种热固性粘合剂组合物中都很有用，例如，铸模粘合剂组合物。