(4-(3-bromopropoxy)-2-hydroxy)benzophenone

• 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: (4-(3-bromopropoxy)-2-hydroxy)benzophenone
• 英文别名: [4-(3-Bromopropoxy)-2-hydroxyphenyl]-phenylmethanone
• 化学式: C₁₆H₁₅BrO₃
• 分子量: 335.197
• InChiKey: OFSGPCOYNVROBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2,3,3,4,4,5,5-八氟-1-戊醇 、 (4-(3-bromopropoxy)-2-hydroxy)benzophenone 在 sodium hydride 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以72.54%的产率得到(4-(3-(2,2,3,3,4,4,5,5-octafluorohexyloxy)propoxy)-2-hydroxy)benzophenone
  参考文献：
  名称：

  Ultraviolet light absorber with low surface energy: synthesis and characterization

  摘要：

  Novel fluorine-containing ultraviolet absorbers (FBPs) with low surface energy were successfully synthesized based on 2,4-dihydroxy benzophenone (BP-1), and their structures were characterized by H-1 NMR,C-13 NMR, FTIR, and HRMS. UV absorption of FBPs was studied in 10(-4) M dichloromethane (CH2Cl2), which demonstrated the superior UV absorption capability of FBPs (ca. epsilon=1.7 x 10(4) to 2.2 x 10(4) at lambda(max)) over the matrix (epsilon=1.7 x 10(4) at lambda(max)). Quantum chemistry calculation was performed to investigate the stable structure and UV electronic absorption bands of FBPs. The surface chemistry information of high-chlorinated polyethylene (HCPE) coating films embedded with ultraviolet absorbers (UVAs) was given by X-ray photoelectron spectroscopy (XPS) and contact angle measurement. The results show that the surface enrichment capability of FBPs is remarkably better than traditional UVAs (including BP-1, BP-3, BP-12) because of the low surface energy properties of FBPs. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.07.008
• 作为产物：
  描述：

  2,4-二羟二苯甲酮 、 1,3-二溴丙烷 在 potassium hydroxide 作用下， 以 丙酮 为溶剂， 反应 1.5h， 以47.11%的产率得到(4-(3-bromopropoxy)-2-hydroxy)benzophenone
  参考文献：
  名称：

  Ultraviolet light absorber with low surface energy: synthesis and characterization

  摘要：

  Novel fluorine-containing ultraviolet absorbers (FBPs) with low surface energy were successfully synthesized based on 2,4-dihydroxy benzophenone (BP-1), and their structures were characterized by H-1 NMR,C-13 NMR, FTIR, and HRMS. UV absorption of FBPs was studied in 10(-4) M dichloromethane (CH2Cl2), which demonstrated the superior UV absorption capability of FBPs (ca. epsilon=1.7 x 10(4) to 2.2 x 10(4) at lambda(max)) over the matrix (epsilon=1.7 x 10(4) at lambda(max)). Quantum chemistry calculation was performed to investigate the stable structure and UV electronic absorption bands of FBPs. The surface chemistry information of high-chlorinated polyethylene (HCPE) coating films embedded with ultraviolet absorbers (UVAs) was given by X-ray photoelectron spectroscopy (XPS) and contact angle measurement. The results show that the surface enrichment capability of FBPs is remarkably better than traditional UVAs (including BP-1, BP-3, BP-12) because of the low surface energy properties of FBPs. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.07.008

文献信息

• US3981884A
  申请人：——

  公开号：US3981884A

  公开（公告）日：1976-09-21
• US4073745A
  申请人：——

  公开号：US4073745A

  公开（公告）日：1978-02-14
• Ultraviolet light absorber with low surface energy: synthesis and characterization
  作者：Yuanpeng Liang、Bin Xiang、Chao Liu、Xiangdong Zhou、Dan Wang、Shan Song、Genghua Bai、Qi An、Quehong Huang、Shujun Chen、Xuefeng Wei

  DOI：10.1016/j.tet.2014.07.008

  日期：2014.9

  Novel fluorine-containing ultraviolet absorbers (FBPs) with low surface energy were successfully synthesized based on 2,4-dihydroxy benzophenone (BP-1), and their structures were characterized by H-1 NMR,C-13 NMR, FTIR, and HRMS. UV absorption of FBPs was studied in 10(-4) M dichloromethane (CH2Cl2), which demonstrated the superior UV absorption capability of FBPs (ca. epsilon=1.7 x 10(4) to 2.2 x 10(4) at lambda(max)) over the matrix (epsilon=1.7 x 10(4) at lambda(max)). Quantum chemistry calculation was performed to investigate the stable structure and UV electronic absorption bands of FBPs. The surface chemistry information of high-chlorinated polyethylene (HCPE) coating films embedded with ultraviolet absorbers (UVAs) was given by X-ray photoelectron spectroscopy (XPS) and contact angle measurement. The results show that the surface enrichment capability of FBPs is remarkably better than traditional UVAs (including BP-1, BP-3, BP-12) because of the low surface energy properties of FBPs. (C) 2014 Elsevier Ltd. All rights reserved.