• Title/Summary/Keyword: 2-Hydroxyethyl Acrylate

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Effect of Liquid Isoprene Rubber on the Adhesion Property of UV Curable Acrylic Pressure-Sensitive Adhesive (액상 이소프렌 고무가 자외선 경화형 아크릴 점착제의 점착 특성에 미치는 영향)

  • Lee, Jiye;Chung, Kyungho
    • Elastomers and Composites
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    • v.49 no.3
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    • pp.210-219
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    • 2014
  • In this study, the acrylic pressure sensitive adhesive (PSA) for the optical functionality sheet was prepared by blending liquid isoprene rubber. The acrylic PSA was synthesized with butyl acrylate, acrylic acid, 2-ethylhexyl acrylate and 2-hydroxyethyl methacrylate. Toluene was used to a solvent for polymerization. Liquid isoprene rubber (LIR-50) was blended with the acrylic PSA and blend ratio was 0 ~ 50 wt%. According to the results, the adhesive transfer, which was the big problem of acrylic adhesive, was reduced with the addition of LIR-50. The secondary bonding of LIR-50 with substrate did not occurred due to absence of polar group in LIR-50. The peel strength and adhesive transfer were decreased by UV curing and the degreed of decrease depended on the amounts of photoinitiator and UV irradiation time. On the other hand holding power increased drastically by increasing amounts of photoinitiator and UV irradiation time.

A Study on the Preparation of New Functionalized Aminosilanes as a promising coupling agent(I) (결합제로서 가능성 있는 새로운 작용기를 갖는 Aminosilane 제조에 관한 연구(I))

  • 한정식;서태석
    • Proceedings of the Korean Society of Propulsion Engineers Conference
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    • 1998.10a
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    • pp.23-23
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    • 1998
  • Michael Reaction을 이용하여 상업적으로 이용 가능한 APS(3-aminopropyltrime thoxysilane)과 AEAPS(N-[3-(trimethoxysilyl)propy1] ethylenediamine)을 다수의 Michael acceptor(ethyl acrylate, acrylonitrile, acrylamide, 2-cyanoethyl acrylate, 2-hydroxyethyl acrylate 그리고 3-(trimethoxysilyl)propylmethacrylate)와 반응시켜 10종류의 aminosilane ([3-{N-2-carboethoxyethyl)aminopropyl]triethoxysilane, [3-(N-2-cyanoethyl)aminopropyl] triethoxysilane, [3-(N-di-2-carboethoxyethyl) aminopropyl]triethoxysilane, [3-(N-di-2-cyanoethyl)aminopropyl]triethoxysilane, [3-(N-2-cyanoethoxypropionyl)aminopropyl] triethoxysilane, [3-(N-di-2-cyanoethoxypropionyl)aminopropyl] triethoxysilane, [3-(N-di-2-hydroxyethoxypropionyl) aminopropyl]-triethoxysilane, [3-(N-2-amidoethyl aminopropyl]triethoxysilane, {3-[N-(N-di-2-cyanoethyl)ethyl]aminopropyl)triethoxysilane, {3-[N-(3-trimethoxy-silylpropyl)-2-methylpropionyl]aminopropyl)triethoxysilane 등을 35-70% 수율로 제조하였으며, 이들의 구조는 $^1$H-NMR과 FT-IR spectroscopy를 이용하여 확인하였다.

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The Preparation and Characteristics of High Solids Acrylic/Polyisocyanate Coatings (하이솔리드 아크릴/폴리이소시아네이트 도료의 제조와 도막 특성)

  • 김대원;황규현;정충호;우종표;박홍수
    • Polymer(Korea)
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    • v.24 no.4
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    • pp.520-528
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    • 2000
  • New high solid acrylic resins (BMHA) containing 70% of solids content have been synthesized. The environmental friendly high solid coatings (BNHS) were prepared by using these acrylic resins and polyisocyanates. The BMHA was obtained by introducing a new functional group, acetoacetoxyethyl methacrylate (AAEM), in the copolymerization of n-butyl acrylate, methyl methacrylate, and 2-hydroxyethyl acrylate. Lowering T$_{g}$ and increasing the AAEM amount in the BMHA resulted in a high value of conversion. There was no difference in conversion with the variations of OH values. In the next step, high solid BNHS coatings were prepared by the curing reaction between BMHA and polyisocyanate at room temperature. The properties of these coatings were evaluated especially for the application of automotive top-coating materials. The introduction of AAEM in the BNHS enhanced the abrasion resistance and solvent resistance of the coatings, which indicated the possible use of BNHS coatings for top-coating materials of automobile..

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Synthesis of Adhesion Promoters with Improved Compatibility and Properties of UV-Curable Adhesives Containing Adhesion Promoters (상용성이 개선된 접착 증진제의 합성 및 이를 함유한 자외선 경화형 접착제의 특성분석)

  • Park, Jung-Hyun;Won, Jonh-Woo;Kim, Ju-Yeol;Yoon, Yoo-Jung;Kwon, Oh-Hyeong;Hwang, Jin-Sang
    • Journal of Adhesion and Interface
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    • v.19 no.4
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    • pp.145-153
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    • 2018
  • In this study, adhesion promoters with acrylate and carboxylic acid moiety were synthesized from malenized polybutadiene and 2-hydroxyethyl acrylate for producing adhesive film with low water absorption and high adhesion. The surface properties, adhesion strength, mechanical properties and water absorption of adhesive films were characterized according to the amount of acrylate and carboxylic acid in the synthesized adhesion promoters. As the carboxylic acid in the adhesion promoters increased, the adhesion strength showed a tendency to increase and the mechanical properties also improved compared to the commercial adhesion promoter. The compatibility of adhesion promoters improved remarkably due to the presence of polybutadiene (hydrophobic nature), maleic anhydride (hydrophilic nature) and carboxylic acid (hydrophilic nature).

The Preparation and Adhesion Performances of Transparent Acrylic Pressure Sensitive Adhesives Containing Acrylamide Monomer for Optical Applications

  • Baek, Seung-Suk;Jang, Se-Jung;Hwang, Seok-Ho
    • Elastomers and Composites
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    • v.51 no.3
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    • pp.181-187
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    • 2016
  • Transparent acrylic pressure sensitive adhesives (PSAs) were successfully prepared by photopolymerization with 2-ethylhexyl acrylate (2-EHA) and 2-hydroxyethyl acrylate (2-HEA) as a default constituent and with isobornyl acrylate (IBOA) and N-(isobutoxymethyl)acrylamide (IBMA) as a variable constituent. The IBMA mole fraction effect in the acrylic PSAs was investigated on adhesion performances and the optical properties including 85/85 test as well as the characteristics (solid content, and molecular weight) of the PSA syrups were also investigated. Regardless increasing the IBMA mole fraction in the acrylic PSAs, the acrylic PSAs exhibited almost the same adhesion performance such as $180^{\circ}$ peel strength (~4.0 kg/25 mm) and probe tack (~0.27 kg). All the acrylic PSA samples also showed high transmittance (more than 91%), low haze (less than 1.0%) and low color-difference (less than 1.0) before and after 85/85 test.

Synthesis and Characterization of UV-curable Aliphatic Epoxy Acrylate (자외선 경화형 지방족 에폭시 아크릴레이트의 합성 및 특성분석)

  • Kim, Young Chul;Lee, Byung-Hoon
    • Journal of Adhesion and Interface
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    • v.10 no.4
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    • pp.191-198
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    • 2009
  • UV-curable aliphatic epoxy acrylates were prepared by the reaction of glycerol diglycidyl ether (GDE) with 2-carboxyethyl acrylate (2-CEA) or 2-hydroxyethyl acrylate (2-HEA). The structures of the epoxy acrylates were characterized by FT-IR, $^1H$-NMR, and $^{13}C$-NMR and the yield was obtained by prep-LC. The UV- and the thermal-curing behaviors of the product were investigated using photo-DSC and DSC, respectively. The reactivity of 2-CEA was higher than 2-HEA and the yield of the product (GEA-C) which was prepared using 2-CEA was about 83%. The maximum UV-curing time ($T_{max}$) of the GEA-C contained non-reactive components and by-product was about 10 seconds. The GEA-C showed low color difference (${\Delta}E^*$), low viscosity, and good thermal stability - its value was 2.51, 192 cps, and $299^{\circ}C$ (at 5% weight loss), respectively. The activation energies ($E_a$) of thermal-curing reaction calculated from Kissinger and Ozawa-Flynn-Wall method were 91~92 kJ/mol.

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Preparation of Silylated Acrylic Polyurethane Dispersion Using Aminopropyl Triethoxysilane and Acrylate Monomers (Aminopropyl Triethoxysilane과 아크릴 단량체를 이용한 Silylated Acrylic Polyurethane Dispersion의 제조)

  • Kim, Byung Suk;Yun, Dong Gu;Yoo, Byung Won;Lee, Myung Goo;Byun, Tae Gang;Song, Ki Chang
    • Korean Chemical Engineering Research
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    • v.50 no.4
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    • pp.639-645
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    • 2012
  • Waterborne polyurethane dispersion (PUD) was synthesized by capping the NCO groups of polyurethane prepolymers, prepared from isophorone diisocyanate, polycarbonate diol and dimethylol propionic acid, with aminopropyl triethoxysilane (APS). Subsequently, silylated acrylic polyurethane dispersion was synthesized by reacting the PUD with the mixture of acrylate monomers, 2-hydroxyethyl methacrylate and methyl methacrylate. The average particle size of silylated acrylic polyurethane dispersion, measured by the dynamic light scattering method, was increased from 39.0 nm to 399.8 nm by increasing the addition amounts of APS. Also, the pencil hardness of coating films of silylated acrylic polyurethane dispersion was enhanced from B grade to F grade with increasing APS content.

Synthesis of Novel Acyclonuclosides : Study on the Synthesis and Characteristics of New $N_1$-Substituted 5-Fluorouracil (새로운 Acyclonucloside의 합성 : 새로운 $N_1$-Substituted 5-Fluorouracil 유도체의 합성과 그 특성에 관한 연구)

  • Seung Ho Jung;Yong Jin Yoon;Chong Kwang Lee
    • Journal of the Korean Chemical Society
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    • v.35 no.3
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    • pp.233-239
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    • 1991
  • $N_1-alkyl-5-fluorouracil$ derivatives from 2-chloro-ethylacrylate(CEA) were synthesized. The reaction of 5-fluorouracil(5-FU) with 2-chloroethyl acrylate gave 1-hydroxyethyl-5-fluorouracil(HEFU) in 70% yield. The treatment of HEFU with acryloyl chloride afforded 1-acryloyloxyethyl-5-fluorouracil (AOEFU). Poly(1-acryloyloxyethyl-5-fluorouracil)[Poly(AOEFU)] was also synthesized from 5-fluorouracil and Poly(CEA). The hydrolysis rates of $N_1-alkyl-5-fluorouracil$ derivatives were observed by means of UV spectrophotometer at 265 nm in ethanol-water(1 : 1); k = the constant of hydrolysis rate, $k=1.38{\times}10^{-4}$/sec for HEFU, $k=9.25{\times}10^{-5}$/sec for AOEFU, $k=4.16{\times}10^{-5}$k = 4.16 ${\times}$ $10-5}sec$ for Poly(AOEFU). The differential thermal analysis and thermogravimetry of 5-fluorouracil derivatives have been discussed.

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Preparation and Properties of UV-Curable Polyurethane Acrylates(I) -Effect of Molecular Weights of Polyol and Diol with Low Molecular Weight into Polymer Chain- (UV-경화 폴리우레탄 아크릴레이트의 제조와 특성(I) -폴리올의 분자량과 저분자량 디올의 도입의 영향-)

  • 최준영;이동진;김한도
    • Textile Coloration and Finishing
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    • v.11 no.4
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    • pp.1-7
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    • 1999
  • Urethane-acrylate propelymers for secondary coating of optical fiber and high - performance material were prepared from the 4,4'-diphenylmethane diisocyanate(MDI), poly(tetramethylene oxide)glycol(PTMG, Mw 650 or 1000), 1,6-hexanediol(HD), 2-hydroxyethyl acrylate(HEA), and dibutyltin dilaurate as a catalyst. UV-Curable polyurethane acrylates were formulated from the urethane-acrylate prepolymers, three types of reactive diluents(DTs) having mono-, di-, and trifunctional-phenoxyethyl acrylate(PEA), hexanediol diacrylate(HDDA), and trimethylolpropane triacrylate(TMPTA), and 1-hydtoxycyclohexyl phenyl ketone(Irgacure 184) as a photoinitiator. The UV-cured films of polyurethane acrylates were obtained by curing using a medium-pressure mercury lamp(U W/cm, $\lambda_{max}=365\;nm)$. In this work, the effects of molecular weights of polyol and diol with low molecular weight into polymer chain on mechanical and dynamic mechanical properties of UV-cured polyurethane acrylates were studied. The structure and properties of the films obtained from the UV photopolymerization of urethane-acrylate prepolymer were investigated by FT-IR spectroscopy, dynamic mechanical measurement, tensile testing, and X-ray diffractometry.

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Effect of Multi-functional Group of Acrylate Crosslinker on Properties of Waterborne Polyurethane-acrylate

  • Moon, Seok Kyu;Kim, Eun-jin;Kwon, Yong Rok;Kim, Jung Soo;Kim, Hae Chan;Park, Han Soo;Kim, Dong Hyun
    • Elastomers and Composites
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    • v.57 no.3
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    • pp.100-106
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    • 2022
  • Waterborne polyurethane-acrylate(WPUA) dispersions were prepared by surfactant-free emulsion polymerization in a two-step process. In the first step, polytetrahydrofuran, isophorone diisocyanate, dimethylol proponic acid, and 2-hydroxyethyl methacrylate were used to synthesize a vinyl-terminated polyurethane prepolymer. In the second step, styrene, methyl methacrylate, butyl acrylate, and different multi-functional crosslinkers were copolymerized. 1,6-hexanediol diacrylate, trimethylolpropane triacrylate, and pentaerythritol tetraacrylate were used as the crosslinkers, and their effect on the mechanical and thermal properties of WPUA was investigated. Overall, as the number of functional groups of the cross-linker increased, the gel fraction improved to 79.26%, the particle size increased from 75.9 nm to 148.7 nm, and the tensile strength was improved from 5.86 MPa to 12.40 MPa. In thermal properties, the glass transition temperature and decomposition temperature increased by 9.9℃ and 18℃, respectively. The chemical structures of the WPUA dispersions were characterized by Fourier-transform infrared spectroscopy. The synthesized WPUA has high potential for applications such as coatings, leather coatings, adhesives, and wood finishing.