KINETICS AND MECHANISM OF CARBAMATE REACTION OF 4-HYDROXYBENZYL ALCOHOL WITH PHENYL ISOCYANATE

被引:12
|
作者
Yang, Pengfei [1 ,2 ]
Li, Tianduo [1 ,2 ]
Li, Junying [3 ]
Zhu, Xuwei [2 ]
Xia, Yongmei [2 ]
机构
[1] Jiangnan Univ, Sch Chem & Mat Engn, Wuxi 214122, Peoples R China
[2] Shandong Inst Light Ind, Instrumental Anal Ctr, Jinan 250353, Peoples R China
[3] Shandong Inst Light Ind, Sch Chem Engn, Jinan 250353, Peoples R China
基金
中国国家自然科学基金;
关键词
isocyanate; in-situ IR; polyurethane; carbamate reaction; 4-hydroxybenzyl alcohol; induction; DIISOCYANATE;
D O I
10.3184/146867809X12583840521471
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The reaction of 4-hydroxybenzyl alcohol with phenyl isocyanate in 1,4-dioxane was investigated, using in-situ FT-IR as the main tool. It was found that there was a remarkable induction phase in the reaction. Further, the reaction between isocyanate and the two types of hydroxyl groups in 4-hydroxybenzyl alcohol falls into two phases, with the phenolic hydroxyl being unexpectedly more reactive than the alcoholic hydroxyl. The reaction kinetics were also studied, and the activation energies were calculated to be 46.4 kJ mol(-1), 35.2 kJ mol(-1) and 41.5 kJ mol(-1) for the induction, phenolic and alcoholic phases, respectively.
引用
收藏
页码:93 / 104
页数:12
相关论文
共 50 条
  • [41] Anti-oxidative effects of 4-hydroxybenzyl alcohol in astrocytes confer protective effects in autocrine and paracrine manners
    Luo, Lidan
    Kim, Seung-Woo
    Lee, Hye-Kyung
    Kim, Il-Doo
    Lee, Hahnbie
    Lee, Ja-Kyeong
    PLOS ONE, 2017, 12 (05):
  • [42] QUINONE METHIDE FROM 4-HYDROXYBENZYL ALCOHOL DIACETATE - (PARA-ACETOXY)BENZYLATION OF BETA-DICARBONYLS
    SANNER, MA
    STANSBERRY, M
    WEIGELT, C
    MICHNE, WF
    TETRAHEDRON LETTERS, 1992, 33 (37) : 5287 - 5290
  • [43] Novel Adenosine Analog, N6-(4-Hydroxybenzyl)-Adenosine, Dampens Alcohol Drinking and Seeking Behaviors
    Hong, Sa-Ik
    Peyton, Lee
    Chern, Yijuang
    Choi, Doo-Sup
    JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 2019, 371 (02): : 260 - 267
  • [44] Kinetics and mechanism for the reaction of phenyl radical with formaldehyde
    Choi, YM
    Xia, WS
    Park, J
    Lin, MC
    JOURNAL OF PHYSICAL CHEMISTRY A, 2000, 104 (30): : 7030 - 7035
  • [45] Microreactor assisted method for studying isocyanate-alcohol reaction kinetics
    Lopez, Christian Orlando Camacho
    Fejes, Zsolt
    Viskolcz, Bela
    JOURNAL OF FLOW CHEMISTRY, 2019, 9 (03) : 199 - 204
  • [46] Voltammetric Studies of 1,4-dihydroxybenzene and 4-hydroxybenzyl Alcohol Prepared in Aqueous Solutions at Various pH Values
    Barham, Ahmad S.
    JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 2015, 162 (06) : G36 - G40
  • [47] Catalytic Kinetics and Mechanism Transformation of Fe(acac)3 on the Urethane Reaction of 1,2-Propanediol with Phenyl Isocyanate
    Yang, Pengfei
    Li, Tianduo
    Li, Junying
    INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, 2013, 45 (10) : 623 - 628
  • [49] Neuroprotective effect of 4-hydroxybenzyl alcohol against transient focal cerebral ischemia via anti-apoptosis in rats
    Yu, Shan-Shan
    Zhao, Jing
    Zhen, Wei-Ping
    Zhao, Yong
    BRAIN RESEARCH, 2010, 1308 : 167 - 175
  • [50] The antidepressant effect of 4-hydroxybenzyl alcohol 2-naphthoate through monoaminergic, GABAergic system and BDNF signaling pathway
    Zhang, Di
    Zhu, Hong-yan
    Bian, Xing-bo
    Zhao, Yan
    Zang, Pu
    Gao, Yu-gang
    Zhang, Lian-xue
    NATURAL PRODUCT RESEARCH, 2020, 34 (16) : 2328 - 2331