• Title/Summary/Keyword: isophorone

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Microbiological Oxidation of Isophorone to 4-Hydroxyisophorone and Chemical Transformation of 4-Hydroxyisophorone to 2,3,5-Trimethyl-p-benzoquinone

  • Joe, Young-Ae;Goo, Yang-Mo;Lee, Youn-Young
    • Archives of Pharmacal Research
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    • v.12 no.2
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    • pp.73-78
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    • 1989
  • Oxidation of isophorone by various fungi was examined. Aspergillus niger oxidized isophorone to 4-hydroxyisophorone, 3-hydroxymethyl-5,5-dimethyl-2-cyclohexen-1-one and 5-hydroxymethyl-3,5-dimethyl-2-cyclohexen-1-one. 4-Oxoisophorone obtained by chromic acid oxidation of 4-hydroxyisophorone was transformed to 2,3,5-trimethyl-p-benzoquinone by acid treatment.

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Stability of $4-Chloro-{\alpha}-(4-chlorophenyl)-{\alpha}-(trichloromethyl)$ Benzyl Alcohol(Dicofol) in Various Organic Solvents ($4-Chloro-{\alpha}-(4-chlorophenyl)-{\alpha}-(trichloromethyl)$ Benzyl Alcohol(Dicofol)의 각종유기용매중(各種有機溶媒中)에서의 안정성(安定性))

  • Shin, Hyeon-Hwa;Hong, Jong-Uck
    • Applied Biological Chemistry
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    • v.25 no.3
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    • pp.177-181
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    • 1982
  • This experiment was carried out to investigate the stability of Dicofol solutions which were prepared with various organic solvents such as xylene, toluene, methylisobutyl ketone (M.I.B.K.), cyclohexanone, N.N.-dimetyl formamide (N.N.-D.M.F.) and isophorone under different temperature and storage period. The decomposition rate of Dicofol was increased in the order of cyclohexanone> N.N.-D.M.F.>W.P.>toluene, xylene, M.I.B.K. and isophorone. However, it was shown that precipitation was found in Dicofol solutions such as xylene, toluene and M.I..B.K. except isophorone. Therefore, isophorone was recognized as the best of organic solvents tested for Dicofol in the case of emulsifiable concentrate formulation with it.

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An Efficient and Mild Oxidation of α-Isophorone to Ketoisophorone Catalyzed by N-Hydroxyphthalimide and Copper Chloride

  • Chen, Lihua;Tang, Ruiren;Li, Zhongying;Liang, Shan
    • Bulletin of the Korean Chemical Society
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    • v.33 no.2
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    • pp.459-463
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    • 2012
  • N-hydroxyphthalimide (NHPI) and copper chloride ($CuCl_2$) were first utilized for aerobic oxidation of ${\alpha}$-isophorone (${\alpha}$-IP) to ketoisophorone (KIP) and the effects of co-catalysts, temperature, reaction time, solvent, amount of $CuCl_2$ and pressure of oxygen were investigated extensively. NHPI/$CuCl_2$ turned out to be highly efficient to this oxidation with up to 91.3% conversion and 81.0% selectivity under mild conditions. And various hydrocarbons including benzylic compounds, cycloalkene and its derivatives were also oxidized smoothly under optimized conditions. Moreover, the possible reaction mechanism was proposed and verified by FT-IR spectra.

Effects of Neutralizers and Chain Extenders on the Properties of Cationic Polyurethane Water Dispersions (양이온성 수분산 폴리우레탄의 물성에 대한 중화제와 사슬연장제의 영향)

  • Shin, Eun-Young;Kim, Hyung-Joong
    • Polymer(Korea)
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    • v.35 no.2
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    • pp.171-175
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    • 2011
  • Isophorone diisocyanate(IPDI), polytetramethylene glycol 1000 (PTMG1000), and N-methyl diethanol amine (MDEA) were applied to prepare cationic polyurethane water dispersions (PUD). Various neutralizers and chain extenders were introduced in order to investigate property changes, such as particle size, viscosity, $T_g$, tensile strength, and water swellability, depending on chemical structure of those chemicals. While the PUDs neutralized by acetic acid showed a typical elastomeric behavior, the others used with hydrochloride presented crystalline behavior. Among chain extenders isophorone diamine (IPDA) provided the best mechanical property. The particle size of the PUD neutralized with HCl was smaller than that with acetic acid. It is believed that this is attributed to the size difference of counter ions. The PUD chain-extended with hydrazine had the smallest particle size.

Preparation of Isophorone Diisocyanate-loaded Microcapsules and Their Application to Self-healing Protective Coating (Isophorone Diisocyanate 함유 마이크로캡슐의 제조와 자기치유형 보호코팅재에의 응용)

  • Lim, Ye-Ji;Song, Young-Kyu;Kim, Dong-Min;Chung, Chan-Moon
    • Polymer(Korea)
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    • v.39 no.1
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    • pp.56-63
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    • 2015
  • The object of this study is to prepare microcapsules containing a diisocyanate compound, apply them to self-healing protective coating, and evaluate the self-healing capability of the coating by atmospheric moisture. Isophorone diisocyanate (IPDI) polymerized under humid atmosphere, indicating that IPDI can be used as a healing agent. Microencapsulations of IPDI were conducted via interfacial polymerization of a polyurethane prepolymer with diol compounds. The formation of microcapsules was confirmed by Fourier-transform infrared (FTIR) spectroscopy and nuclear magnetic resonance (NMR) spectroscopy. The mean diameter, size distribution, morphology and shell wall thickness of microcapsules were investigated by optical microscopy and scanning electron microscopy (SEM). The properties of microcapsules were studied by varying agitation rates and diol structure. The self-healing coatings were prepared on test pieces of CRC board. When scratch was generated in the coatings, the core material flew out of the microcapsules and filled the scratch. The self-healing coatings were damaged and healed under atmosphere with 68~89% relative humidity for 48 h, and SEM and impermeability test for the specimens showed that the scratch could be healed by atmospheric moisture.

Basic Studies on Propellant Casting (II). Effects of Solid Additives on Urethane Polymerization (추진제 성형에 관한 기초연구 (제2보). 우레탄 중합에 미치는 첨가제 효과)

  • Young Gu Cheun;Ik Choon Lee;Shi Choon Kim
    • Journal of the Korean Chemical Society
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    • v.25 no.4
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    • pp.214-218
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    • 1981
  • Kinetic studies were carried out on urethane polymerization reaction of hydroxyl-terminated polybutadiene with isophorone diisocyanate under presence of Hexogen as solid additive. The rate was found to increase with the amount of Hexogen added. However the rate acceleration was not a catalytic effect but solely due to an increase of activation entropy. The reaction was a good 2nd order process with nearly constant activation energy of 8.4 kcal/mole.

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Basic Studies on Propellant Casting (Ⅰ). MO Theoretical Investigation of Structure and Reactivity of Curing Agent (추진제 성형에 관한 기초연구 (제1보). Curing Agent의 구조와 반응성에 관한 MO 이론적 고찰)

  • Ik Choon Lee;Ki Won Cha;Young Gu Cheun;Shi Choon Kim
    • Journal of the Korean Chemical Society
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    • v.25 no.3
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    • pp.140-144
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    • 1981
  • The structure and reactivity of isophorone diisocyanate, which is used as a curing agent in propellants casting, were investigated using the EHT, CNDO/2 and STO-3G MO methods. The results showed that the reactivity can be assessed by the positive charge on C atom of -NCO group. The structure of this compound was found to be such that it has slow polymerization rate but provides homogenous matrix for explosives.

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Physical and chemical Cross-Linking Effects in Thermoplastic Polyurethane Elastomers with Different Macroglycol

  • Heo, Jae-Ho;Jeong, Du-Gam;Kim, Eun-Young;Kim, Han-Do
    • Proceedings of the Korean Fiber Society Conference
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    • 1997.10a
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    • pp.126-130
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    • 1997
  • A series of Thermoplastic polyurethane elastomers was prepared via a two-step polymerization process. The NCO/OH feed ratio of polyurethane synthesized in this study was varied from 1 to 1.3. Studies have been made on the effects of chemical and physical cross-linkina, and the properties of thermoplastic polyurethane elastomers based on isophorone diisocyanate (IPDI)/1,4-butanediol (BD)/poly(propylene glycol) (PPG, MW:2000), isophorone diisocyanate (IPDI)/BD /poly(oxytetramethylene) glycol (PTMG, MW:2000) was compared. These materials were characterized using FTIR spectrometer, dynamic mechanical thermal analyzer, and tensile retraction tester. PTMG based polyurethane elastomers showed higher elasomeric behavior than PPG based polyurethane elastomers at the same NCO/OH ratio. This feature has been connected with the specific nature of the polyols. The permanent set(%) was decreased with increasing maximum elongation from 50% to 300%.

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