1,3-dicyclohexyl-O-(N-diphenylmethylideneamino)-isourea | 1254204-59-5

• 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: 1,3-dicyclohexyl-O-(N-diphenylmethylideneamino)-isourea
• 英文别名: 1,3-Dicyclohexyl-O-(N-diphenylmethylideneamino)-isourea；(benzhydrylideneamino) N,N'-dicyclohexylcarbamimidate
• CAS: 1254204-59-5
• 化学式: C₂₆H₃₃N₃O
• 分子量: 403.568
• InChiKey: JXJUDLVPIKAFAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  533.6±33.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯甲酮肟 、 N,N'-二环己基碳二亚胺 以 四氢呋喃 为溶剂， 以45 %的产率得到1,3-dicyclohexyl-O-(N-diphenylmethylideneamino)-isourea
  参考文献：
  名称：

  开发基于邻亚氨基异脲的光/热聚合自由基引发剂

  摘要：

  利用邻亚氨基异脲，系统开发并合成了三种光热双响应自由基引发剂dicyheDCC、CyheDCC和BnDCC。通过在自由基引发剂中添加芳香环，使紫外-可见吸收红移，吸收系数增大。与其他引发剂相比，BnphDCC在光差示扫描量热法（DSC）下表现出优异的光引发速率和高吸收系数（ ε = 15 420 M -1 cm -1 ）。因此，它是一种合适的潜在光引发剂。 DicyheDCC 由环状烃组成，在热 DSC 过程中表现出快速热引发（ T峰= 82 °C），使其成为一种有价值的热自由基引发剂。由于自由基引发剂中 N-O 连接的刚度较低，密度泛函理论预测脂肪族环的焓明显低于芳香环。此外，在这项研究中，CyhephDCC 和 BnphDCC 作为双响应自由基引发剂，表明通过丙烯酸酯的通用自由基聚合形成光热双固化体系的潜力。这些重大发现可能有助于开发需要协同光热效应的高效且多样化的聚合物网络系统。

  DOI：

  10.1039/d3ra07296g

文献信息

• [EN] O-IMINO-ISO-UREA COMPOUNDS AND POLYMERIZABLE COMPOSITIONS THEREOF<br/>[FR] COMPOSÉS DE O-IMINO-ISO-URÉE ET LEURS COMPOSITIONS POLYMÉRISABLES
  申请人：BASF SE

  公开号：WO2010128062A1

  公开（公告）日：2010-11-11

  The invention relates to the use of O-imino-iso-urea compounds as source of radicals to polymerizable compositions comprising these O-imino-iso-urea and to new O-imino-iso-urea compounds. The O-lmino-isoureas compounds are compounds of the Formula (I), wherein n is 1, 2, 3 or 4, R100and R101 are independently H, C1-18 alkyl, C3-C12cycloalkyl, C6-C14aryl, C1-C14heteroaryl, C7-C15aralkyl, C2-C14heteroaralkyl, Cyano, or R100 and R101 form together with the carbon to which they are attached a mono or polycyclic C3-C18 carbocyclic or C1-C18 heterocyclic ring; R102 and R103 are independently C1-C18alkyl, C3-C12cycloalkyl, C6-C14aryl, C6-C14aryl once or more than once substituted by C1-C18alkyl; C7-C15aralkyl, (CH3)3Si-; or R102 and R103 are C1-C18alkyl, C3-C12cycloalkyl, C6-C14aryl, C7-C15aralkyl or R102 and R103 are C1-C18alkyl, C3-C12cycloalkyl which are interrupted or substituted by O or by N containing groups selected from C1-C18alkylamino, bis(C1-C18alkyl)amino or tris(C1-C1talkyl)ammonium; R104 if n is 1 is is H, C1-C18alkyl, C3-C12cycloalkyl, C7-C14aralkyl, C6-C14aryl or acyl selected from the group consisting of the following acyls -C(=O)-H, -C(=O)-C1-C18alkyl, -C(=O)-C2-d18alkenyl, -C(=O)-C6-C14aryl, -C(=O)-C2-C18alkenyl-C6-C14aryl, -C(=O)-O-C1C18alkyl, -C(=O)-O-C6-C14aryl, -C(=O)-NH-C1-C18alkyl, -C(=O)-NH-C6-C14aryl and -C(=O)-N(C1C18alkyl)2; or R102 and R104 if n is 1 form together with the nitrogen atom to which they are attached a 5 to 12 membered ring which may contain additional heteroatoms, R104 if n is more than 1 is di-, tri-, tetra-C1-C18alkylidene, diacyls, triacyls or tetraacyls and salts thereof.

  该发明涉及将O-亚亚胺基-异脲化合物用作自由基的来源，用于包括这些O-亚亚胺基-异脲化合物的聚合物组合物，以及新的O-亚亚胺基-异脲化合物。O-亚亚胺基-异脲化合物是具有以下式（I）的化合物，其中n为1、2、3或4，R100和R101独立地为H、C1-18烷基、C3-C12环烷基、C6-C14芳基、C1-C14杂芳基、C7-C15芳基烷基、C2-C14杂芳基烷基、氰基，或R100和R101与它们连接的碳共同形成一个单环或多环的C3-C18碳环或C1-C18杂环；R102和R103独立地为C1-C18烷基、C3-C12环烷基、C6-C14芳基、C6-C14芳基，或被C1-C18烷基取代一次或多次，C7-C15芳基烷基，（CH3）3Si-；或者R102和R103为C1-C18烷基、C3-C12环烷基、C6-C14芳基、C7-C15芳基烷基，或者R102和R103为被O或N含基团中断或取代的C1-C18烷基胺基、双（C1-C18烷基）胺基或三（C1-C1talkyl）铵；如果n为1，则R104为H、C1-C18烷基、C3-C12环烷基、C7-C14芳基烷基、C6-C14芳基或从以下酰基中选择的酰基 -C（=O）-H、-C（=O）-C1-C18烷基、-C（=O）-C2-d18烯基、-C（=O）-C6-C14芳基、-C（=O）-C2-C18烯基-C6-C14芳基、-C（=O）-O-C1C18烷基、-C（=O）-O-C6-C14芳基、-C（=O）-NH-C1-C18烷基、-C（=O）-NH-C6-C14芳基和-C（=O）-N（C1C18烷基）2；或者如果n为1，则R102和R104共同与它们连接的氮原子形成一个含有额外杂原子的5至12元环；如果n大于1，则R104为二、三、四个C1-C18烷基亚甲基、二酰基、三酰基或四酰基及其盐。
• O-IMINO-ISO-UREA COMPOUNDS AND POLYMERIZABLE COMPOSITIONS THEREOF
  申请人：Nesvadba Peter

  公开号：US20120108696A1

  公开（公告）日：2012-05-03

  The invention relates to the use of O-imino-iso-urea compounds as source of radicals to polymerizable compositions comprising these O-imino-iso-urea and to new O-imino-iso-urea compounds. The O-lmino-isoureas compounds are compounds of the Formula (I), wherein n is 1, 2, 3 or 4, R 100 and R 101 are independently H, C 1-18 alkyl, C 3 -C 12 cycloalkyl, C 6 -C 14 aryl, C 1 -C 14 heteroaryl, C 7 -C 15 aralkyl, C 2 -C 14 heteroaralkyl, Cyano, or R 100 and R 101 form together with the carbon to which they are attached a mono or polycyclic C 3 -C 18 carbocyclic or C 1 -C 18 heterocyclic ring; R 102 and R 103 are independently C 1 -C 18 alkyl, C 3 -C 12 cycloalkyl, C 6 -C 14 aryl, C 6 -C 14 aryl once or more than once substituted by C 1 -C 18 alkyl; C 7 -C 15 aralkyl, (CH 3 ) 3 Si—; or R 102 and R 103 are C 1 -C 18 alkyl, C 3 -C 12 cycloalkyl, C 6 -C 14 aryl, C 7 -C 15 aralkyl or R 102 and R 103 are C 1 -C 18 alkyl, C 3 -C 12 cycloalkyl which are interrupted or substituted by O or by N containing groups selected from C 1 -C 18 alkylamino, bis(C 1 -C 18 alkyl)amino or tris(C 1 -C 18 alkyl)ammonium; R 104 if n is 1 is H, C 1 -C 18 alkyl, C 3 -C 12 cycloalkyl, C 7 -C 14 aralkyl, C 6 -C 14 aryl or acyl selected from the group consisting of the following acyls —C(═O)—H, —C(═O)—C 1 -C 18 alkyl, —C(═O)—C 2 -d 18 alkenyl, —C(═O)—C 6 -C 14 aryl, —C(═O)—C 2 -C 18 alkenyl-C 6 -C 14 aryl, —C(═O)—O—C 1 C 18 alkyl, —C(═O)—O—C 6 -C 14 aryl, —C(═O)—NH—C 1 -C 18 alkyl, —C(═O)—NH—C 6 -C 14 aryl and —C(═O)—N(C 1 C 18 alkyl) 2 ; or R 102 and R 104 if n is 1 form together with the nitrogen atom to which they are attached a 5 to 12 membered ring which may contain additional heteroatoms, R 104 if n is more than 1 is di-, tri-, tetra-C 1 -C 18 alkylidene, diacyls, triacyls or tetraacyls and salts thereof.

  本发明涉及将O-亚胺异脲化合物用作自由基的来源，所述自由基可用于包含这些O-亚胺异脲化合物的可聚合组合物，并涉及新的O-亚胺异脲化合物。O-亚胺异脲化合物是化合物(I)的化合物，其中n为1、2、3或4，R100和R101独立地为H、C1-18烷基、C3-C12环烷基、C6-C14芳基、C1-C14杂芳基、C7-C15芳基烷基、C2-C14杂芳基、氰基，或R100和R101与它们所连接的碳共同形成一个单环或多环的C3-C18碳环烷基或C1-C18杂环烷基；R102和R103独立地为C1-C18烷基、C3-C12环烷基、C6-C14芳基、C6-C14芳基经过一次或多次取代的C1-C18烷基；C7-C15芳基烷基、(CH3)3Si—；或R102和R103为C1-C18烷基、C3-C12环烷基、C6-C14芳基、C7-C15芳基烷基，或者R102和R103为C1-C18烷基、C3-C12环烷基，其中通过O或N含有的C1-C18烷基氨基、双(C1-C18烷基)氨基或三(C1-C18烷基)铵基中断或取代；如果n为1，则R104为H、C1-C18烷基、C3-C12环烷基、C7-C14芳基烷基、C6-C14芳基或从以下酰基中选择的酰基，所述酰基包括以下酰基：—C(═O)—H、—C(═O)—C1-C18烷基、—C(═O)—C2-d18烯基、—C(═O)—C6-C14芳基、—C(═O)—C2-C18烯基-C6-C14芳基、—C(═O)—O—C1C18烷基、—C(═O)—O—C6-C14芳基、—C(═O)—NH—C1-C18烷基、—C(═O)—NH—C6-C14芳基和—C(═O)—N(C1C18烷基)2；或者如果n为1，则R102和R104与它们所连接的氮原子共同形成一个5到12个成员的环，该环可以含有额外的杂原子；如果n大于1，则R104为二、三、四个C1-C18烷基亚甲基，二酰基、三酰基或四酰基及其盐。
• O-imino-iso-urea compounds and polymerizable compositions thereof
  申请人：Nesvadba Peter

  公开号：US08664288B2

  公开（公告）日：2014-03-04

  The invention relates to the use of O-imino-iso-urea compounds as source of radicals to polymerizable compositions comprising these O-imino-iso-urea and to new O-imino-iso-urea compounds. The O-lmino-isoureas compounds are compounds of the Formula (I), wherein n is 1, 2, 3 or 4, R100 and R101 are independently H, C1-18 alkyl, C3-C12cycloalkyl, C6-C14aryl, C1-C14heteroaryl, C7-C15aralkyl, C2-C14heteroaralkyl, Cyano, or R100 and R101 form together with the carbon to which they are attached a mono or polycyclic C3-C18 carbocyclic or C1-C18 heterocyclic ring; R102 and R103 are independently C1-C18alkyl, C3-C12cycloalkyl, C6-C14aryl, C6-C14aryl once or more than once substituted by C1-C18alkyl; C7-C15aralkyl, (CH3)3Si—; or R102 and R103 are C1-C18alkyl, C3-C12cycloalkyl, C6-C14aryl, C7-C15aralkyl or R102 and R103 are C1-C18alkyl, C3-C12cycloalkyl which are interrupted or substituted by O or by N containing groups selected from C1-C18alkylamino, bis(C1-C18alkyl)amino or tris(C1-C18alkyl)ammonium; R104 if n is 1 is H, C1-C18alkyl, C3-C12cycloalkyl, C7-C14aralkyl, C6-C14aryl or acyl selected from the group consisting of the following acyls —C(═O)—H, —C(═O)—C1-C18alkyl, —C(═O)—C2-d18alkenyl, —C(═O)—C6-C14aryl, —C(═O)—C2-C18alkenyl-C6-C14aryl, —C(═O)—O—C1C18alkyl, —C(═O)—O—C6-C14aryl, —C(═O)—NH—C1-C18alkyl, —C(═O)—NH—C6-C14aryl and —C(═O)—N(C1C18alkyl)2; or R102 and R104 if n is 1 form together with the nitrogen atom to which they are attached a 5 to 12 membered ring which may contain additional heteroatoms, R104 if n is more than 1 is di-, tri-, tetra-C1-C18alkylidene, diacyls, triacyls or tetraacyls and salts thereof.

  本发明涉及将O-亚氨基异脲化合物用作自由基的来源，用于包含这些O-亚氨基异脲和新的O-亚氨基异脲化合物的聚合物组合物中。O-亚氨基异脲化合物是式（I）的化合物，其中n为1、2、3或4，R100和R101分别为H、C1-18烷基、C3-C12环烷基、C6-C14芳基、C1-C14杂芳基、C7-C15芳基烷基、C2-C14杂芳基烷基、氰基，或者R100和R101与它们连接的碳一起形成一个单环或多环的C3-C18碳环或C1-C18杂环；R102和R103分别为C1-C18烷基、C3-C12环烷基、C6-C14芳基、C6-C14芳基一次或多次被C1-C18烷基取代、C7-C15芳基烷基、(CH3)3Si-；或者R102和R103为C1-C18烷基、C3-C12环烷基、C6-C14芳基、C7-C15芳基烷基，或者R102和R103为C1-C18烷基、C3-C12环烷基，其中被O或N含有基团所取代或打断，所述基团选择自C1-C18烷基氨基、双(C1-C18烷基)氨基或三(C1-C18烷基)铵；如果n为1，则R104为H、C1-C18烷基、C3-C12环烷基、C7-C14芳基烷基、C6-C14芳基或酰基，所述酰基选择自以下酰基：—C(═O)—H、—C(═O)—C1-C18烷基、—C(═O)—C2-d18烯基、—C(═O)—C6-C14芳基、—C(═O)—C2-C18烯基-C6-C14芳基、—C(═O)—O—C1C18烷基、—C(═O)—O—C6-C14芳基、—C(═O)—NH—C1-C18烷基、—C(═O)—NH—C6-C14芳基和—C(═O)—N(C1C18烷基)2；或者如果n为1，则R102和R104与它们连接的氮原子一起形成一个5到12个成员的环，该环可以包含其他杂原子；如果n大于1，则R104为二元、三元、四元C1-C18烷基亚烷基、二酰基、三酰基或四酰基及其盐。
• US8664288B2
  申请人：——

  公开号：US8664288B2

  公开（公告）日：2014-03-04
• US9127098B2
  申请人：——

  公开号：US9127098B2

  公开（公告）日：2015-09-08