• Title/Summary/Keyword: diisocyanate

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Synthesis and Characterization of New Thermotropic Liquid Crystalline Polyurethanes (새로운 형태의 액정폴리우레탄의 합성 및 특성)

  • Lee, Jong-Baek;Lee, Kwang-Hyun;Kang, Byung-Chul
    • Elastomers and Composites
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    • v.41 no.2
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    • pp.108-115
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    • 2006
  • A series of thermotropic polyurethanes containing biphenyl units was synthesized by polyaddition reaction of diisocyanates such as 2,6-tolylene diisocyanate, 2,5-tolylene diisocyanate, 2,4-tolylene diisocyanate, 1,4-phenylene diisocyanate, and hexamethylene diisocyanate with 4,4'-Bis(9-hydroxynonoxy)biphenyl (BP9). 4,4'-bis(9-hydroxynonoxy)biphenyl exhibited a smectic type mesophase. Mesophase was found for all synthesized liquid crystalline polyurethanes except 1,4-PDI/BP9 based polyurethane. Structures of the monomer and the corresponding polymers were identified using FT-IR and $^1H-NMR$ spectroscopies. Their phase transition temperatures and thermal stability were also investigated by differential scanning calorimetry and optical polarizing microscopy.

Effect of the Diisocyanate Type on the Hydrolysis Behavior of Polyurethane

  • Dong-Eun Kim;Seung-Ho Kang;Sang-Ho Lee
    • Elastomers and Composites
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    • v.58 no.3
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    • pp.121-127
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    • 2023
  • The effect of diisocyanate type on the decomposition temperature of polyurethane (PU) hydrolysis was investigated in a subcritical water medium up to 250℃. PU samples were prepared using different types of diisocyanate: two aromatic diisocyanates (4,4'-methylene diphenyl diisocyanate (MDI) and methyl phenylene diisocyanate (TDI)), one unbranched aliphatic diisocyanate (hexamethylene diisocyanate (HDI)), and two cyclic aliphatic diisocyanates (4,4'-methylene dicyclohexyl diisocyanate (H12MDI) and isophorone diisocyanate (IPDI)). The pressure had no effect on hydrolysis in the range of 70-250 bar. The decomposition temperature of the PU samples increased in the following order: TDI-PU (199℃) < H12MDI ≈ IPDI ≈ HDI (218-220℃) < MDI-PU (237℃). This order of increase in temperature is related to the electron-donating ability of the group to connected to the nitrogen of the urethane unit. When the temperature of the (PU + water) mixture reached the specific decomposition temperature, the PU samples hydrolyzed completely within 5 min into primary amine and 1,4-butanediol. The hydrolysis products from MDI-PU and H12MDI-PU were separated into a liquid phase rich in (BD + water) and a solid low phase rich in amine, whereas the products from TDI-, IPDI-, and HDI-PU existed in a single aqueous phase.

Thermotropic Polyurethanes Prepared from Diisocyanates and 4,4'-Bis(3-hydroxypropoxy)Biphenyl Containing Mesogenic Unit (4,4'-Bis(3-hydroxypropoxy)Biphenyl와 Diisocyanate 에 의한 열방성 액정폴리우레탄 합성)

  • Lee, Jong Baek
    • Korean Chemical Engineering Research
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    • v.48 no.5
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    • pp.615-620
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    • 2010
  • In this study, five series of novel polyurethanes was synthesized by the polyaddition reaction of diisocyanates such as 2,6-tolylene diisocyanate(2,6-TDI), 2,5-tolylene diisocyanate(2,5-TDI), 2,4-tolylene diisocyanate(2,4-TDI), and 1,4-phenylene diisocyanate(1,4-PDI), hexamethylene diisocyanate(HDI) with 4,4'-Bis(3-hydroxypropoxy)biphenyl (BP3), 4,4'-bis(3-hydroxypropoxy)biphenyl exhibited a smectic type mesophase. Monotropic mesophase was found for all synthesized liquid crystalline polyurethanes except HDI/BP3. In contrast, 1,4-PDI/BP3 without a methyl substituent in the phenylene unit exhibited no explicit mesomorphic behavior, which was confirmed by DSC and polarizing microscopy experiments. Structures of the compound were identified by FT-IR and $^1H$-NMR spectroscopies. Their phase transition temperatures and thermal stability were also investigated by differential scanning calorimetry(DSC), polarized optical microscopy(POM) and x-ray diffraction analysis.

Chemical Structure Effect of Diisocyanate on the Coating Performance of Polyurethane-based Gel-coats

  • Park, Jin Hwan;Baek, Seung-Suk;Kim, Oh Young;Hong, Seheum;Park, Dong Hyup;Hwang, Seok-Ho
    • Elastomers and Composites
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    • v.54 no.1
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    • pp.30-34
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    • 2019
  • Four different diisocyanates (IPDI; isophorone diisocyanate, HDI; hexamethylene diisocyanate, HMDI; dicyclohexylmethane-4,4'-diisocyanate, and XDI; m-xylylene diisocyanate) were used to prepare polyurethane gel-coats, and the weatherabilities, physical properties, and surface characteristics of the gel-coats were investigated with respect to the chemical structure of the diisocyanates. The weathering test results indicated that all of the diisocyanates used in this study were suitable for use in the preparation of the polyurethane gel-coat. However, the set-to-touch times and physical properties of the polyurethane gel-coat indicated that the cycloaliphatic diisocyanate (IPDI and HMDI) were ideal for the preparation of polyurethane gel-coats.

Synthesis and Characterization of Thermotropic Liquid Crystalline Polyurethanes (액정폴리우레탄의 합성 및 특성)

  • Lee, Jong-Back;Lee, Kwang-Hyun;Kang, Byung-Chul;Lee, Dong-Jin
    • Elastomers and Composites
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    • v.44 no.3
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    • pp.329-335
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    • 2009
  • Four series of novel liquid crystalline polyurethanes were synthesized by the polyaddition reaction of diisocyanates such as 2,6-tolylene diisocyanate (2,6-TDI), 2,5-tolylene diisocyanate (2,5-TDI), 2,4-tolylene diisocyanate (2,4-TDI), and 1,4-phenylene diisocyanate (1,4-PDI) with 4,4'-bis(5-hydroxypentoxy)biphenyl (BP5). 4,4'-bis(5-hydroxypentoxy)biphenyl exhibited a smectic type mesophase. Mesophase was found for all synthesized liquid crystalline polyurethanes except 1,4-PDI/BP5. The structures and the thermal properties of polyurethanes were studied by using FT-IR and ^1H$ NMR spectroscopy, DSC measurements and a polarizing microscope equipped with a heating stage.

Synthesis and Characterization of New Thermotropic Liquid Crystalline Polyurethanes with Naphthalene Moiety (나프탈렌기를 갖는 새로운 액정폴리우레탄의 합성 및 특성)

  • Lee, Jong-Baek;Lee, Kwang-Hyun
    • Elastomers and Composites
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    • v.40 no.1
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    • pp.37-44
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    • 2005
  • Novel polyurethanes containing no mesogenic unit were synthesized by the polyaddition reaction of para-type diisocyanates such as 2,5-tolylene diisocyanate (2,5-TDI) or 1,4-phenylene diisocyanate (1,4-PDI) with 2,6-bis(${\omega}$-hydroxyalkoxy)naphthalene (BHNm; m= 5, 6, 8, 11). Intrinsic viscosities of the polymers were in the range of 0.28-0.43 dL/g. The thermal properties of these polymers were studied by differential scanning calorimetry and polarizing microscopy. Polyurethanes prepared from BHNm and 2,5-TDI haying methyl substituent on the phenylene unit exhibited monotropic liquid crystallinity. However, in the series of polyurethanes prepared from 1,4-PDI and BHNm, no explicit mesomorphic behavior was observed by differential scanning calorimetry and polarizing microscopy.

Synthesis of Hard Coating Solution for Plastic Display Plate (플라스틱 디스플레이 기판용UV 하드 코팅 용액의 합성)

  • Back, Sung Kyun;Jang, Sun Ho;Cho, Ur Ryong
    • Journal of the Semiconductor & Display Technology
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    • v.16 no.1
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    • pp.45-51
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    • 2017
  • Poly(urethane acrylate) siloxane oligomers with Interpenetrating polymer netwoked nanoparticles were prepared to synthesize hard coating solution by reaction with diisocyanates. The diisocyanate combined siloxane hard coating solution showed more flexibility than the siloxane solution. In addition, diisocyanate resulted in improvement of curl property and surface hardness in the siloxane solution. Of the used diisocyanates, isophorone diisocyanate and acryloyloxy ethyl diisocyanate were good for UV hard coating solution. This effect will decrease brittleness in the siloxane solution using for plastic display plate.

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Synthesis and Emulsification of Polyurethane Anionomer (음이온성 폴리우레탄의 합성 및 에멀젼화에 관한 연구)

  • Ann, Choun-Kee;Jin, Je-Yong;Lee, Gyung-Won;Choi, Sei-Young
    • Elastomers and Composites
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    • v.34 no.5
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    • pp.399-406
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    • 1999
  • Polyurethane (PU) prepolymers were synthesized from polytetramethylene ether glycol (PTMG), 4,4'-diphenylmethane diisocyanate (MDI), toluene 2,4-diisocyanate (TDI) and isophoron diisocyanate (IPDI). After chain extention using dimethyol propionic acid (DMPA), aqueous polyurethane anionomers were prepared from triethyl amine (TEA) as a neutralizer. The effect of the content of chain extender and the degree of neutralization on the state of emulsification, adhesive strength, viscosity, glass transition temperature and physical properties of emulsion cast film were investigated using UTM, Viscometer and DSC.

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Study on the Synthesis of Polyurethane Cationomers and Their Mechanical Properties (양이온성 폴리우레탄의 합성 및 기계적 특성에 관한 연구)

  • Ann, Choun-Kee;Jin, Je-Yong;Choi, Sei-Yong
    • Elastomers and Composites
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    • v.33 no.3
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    • pp.177-184
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    • 1998
  • Polyurethane(PU) prepolymers were synthesized from polytetramethylene ether glycol(PTMG), with 4,4'-diphenylmethane diisocyanate(MDI), toluene 2,4-diisocyanate (TDI) and isophoron diisocyanate(IPDI). After chain extention using n-methyl-diethanol amine(n-MDEA), aqueous polyurethane cationomers were prepared by addition of glycolic acid(GA) as a quaternizer. The effect of the content of chain extender and the degree of neutralization on the stability of emulsion, adhesive strength, viscosity, glass transition temperature and physical properties of emulsion cast film were investigated using UTM, viscometer and DSC.

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Hexamethylene diisocyanate의 건강영향과 관리

  • Cha, Cheol-Hwan
    • 월간산업보건
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    • s.102
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    • pp.43-48
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    • 1996
  • 최근 Isocyanate의 일종으로 Hexamethylene diisocyanate(HDI)가 사용되고, 주로 자동차의 도장공을 중심으로 천식이나 과민성 폐장염의 보고가 증가하고 있다. 과거 20년에 걸친 주된 문헌을 요약해 보았다.

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