• Title/Summary/Keyword: HEA(2-hydroxyethyl acrylate)

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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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Synthesis and Characterization of Fluorine-induced, UV Curable Urethane Acrylate Oligomers (불소가 도입된 광경화형 우레탄 아크릴레이트 올리고머의 합성 및 특성분석)

  • Won, Jong-Woo;Park, Jung-Hyun;Kim, Ju-Yeol;Yoon, Yoo-Jung;Jang, Ki-deog;Park, Myung-Chul;Chun, Jae Hwan;Hwang, Jin-Sang
    • Journal of Adhesion and Interface
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    • v.18 no.3
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    • pp.127-133
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    • 2017
  • In this study, to develop the adhesives with improved waterproof properties for display application, UV-curable urethane acrylate oligomers containing a fluorine moiety were synthesized from hydrogenated polybutadiene diol (HLBH-P2000), perfluoropolyether diol (HTPFPE), isophorone diisocyanate (IPDI) and 2-hydroxyethyl acrylate (HEA). The properties which were related waterproof performance such as contact angle, surface energy and water vapor transmission ratio (WVTR) of synthesized fluorine induced urethane acrylate oligomers were measured. As the HTPFPE content increased, the contact angle also increased from 97.9 degree to 104.4 degree. The surface energy and WVTR decreased as the HTPFPE content increased. The adhesion strength also decreased according to the HTPFPE content increased, and the adhesion strength reduction had greatly increased as the HTPFPE content increased. The findings of this study will be beneficial for developing waterproofing adhesives in the field of display which has recently been a waterproof issue.

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).

Adhesion Performance and Curing Behaviors of Acid-free Acrylic PSAs Using Two Types of Curing Agents (Acid-free 아크릴계 점착제의 접착 물성 및 경화거동 연구)

  • Lee, Seung-Woo;Park, Ji-Won;Kwon, Young-Eun;Kim, Hyun-Joong
    • Journal of Adhesion and Interface
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    • v.12 no.2
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    • pp.67-72
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    • 2011
  • Acrylic pressure-sensitive adhesives are used in many different parts in the world. But acrylic acid in PSAs may occur unexpected results such as corroding adherends or producing by-products when applied within electronic devices. This study employed acrylic PSAs based on 2-ethylhexyl acrylate (2-EHA), 2-hydroxyethyl acrylate (2-HEA) and butyl acrylate (BA) with different coating thickness. There are two types of curing agents. One is methylaziridine derivative (MAZ) and the other is aluminum acetylacetonate (AlACA). This study examined the adhesion performance and curing behaviors using peel strength, probe tack and gel fraction. Also, the viscoelastic properties of acrylic PSAs were investigated from Advanced rheometric expansion system (ARES).

Effect of Chemical Structure on the Properties of UV-cured Polyurethane Acrylates Films

  • Kwon, Ji-Yun;Yoo, Hye-Jin;Kim, Han-Do
    • Fibers and Polymers
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    • v.2 no.3
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    • pp.141-147
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    • 2001
  • The effect of compositions of isophorone diisocyanate (IPDl)/4.4'-diphenylmethane diisocyalate (MDI) and polypropylene oxide diol (PPG, $M_w$: 3000)/1,4-butane diol (BD) on the properties of UV-cured polyurethane acrylate films based on 2-hydroxyethyl acrylate (HEA) was examined. UV-curable polyurethane acrylates were formulated from the prepolymer. trimethylol propane triacrylate (TMPTA) as a reactive diluent, and 1-hydroxycyclohexyl ketone (Irgacure 184) as a photoinitiator. Dynamic mechanical thermal properties and elastic properties of UV-cured polyurethane acrylates was fecund to depend on the chemical composition of IPDl/MDl and PPG/BD. As the BD content increased, the tensile storage modulus of all series samples increased significantly. The storage modulus increased in the order of samples A (IPDI based samples)> samples B (IPDI/MDl (7/3 molar ratio) based samples) > samples C (IPDI/MDl (5/5 molar ratio) based samples at the same composition. Two distinct louts modulus peaks for all samples are observed owing to the softs segment glass transition temperature ($T_gh$) and hard segment glass transition temperature ($T_gh$). The difference between $T_gh$, and $T_gh$, (Δ$T_g$) increases in the order of A > B > C at the same composition. In cycle test, the initial onset strain (%) was found to decrease with increasing BD content in PPG/BD and with increasing MDI content in IPDI/MDl.

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The Effect of Crosslinker Type on Adhesion Properties of Transparent Acrylic Pressure Sensitive Adhesives for Optical Applications (가교제 변화에 따른 광학용 아크릴 점착제의 점착물성에 대한 연구)

  • Baek, Seung-Suk;Jang, Se-Jung;Hwang, Seok-Ho
    • Elastomers and Composites
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    • v.49 no.3
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    • pp.199-203
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    • 2014
  • Terpolymer syrups were photopolymerized from 2-ethylhexyl acrylate, 2-hydroxylethyl acrylate and isobornyl acrylate to prepare acrylic pressure sensitive adhesives (PSAs). After polymerization, various crosslinkers as 1,6-hexanediol diacrylate (HDDA), poly (ethylene glycol) diacrylate (PEGDA, Mn = 250, 575, and 700) were added and then UV-irradiated to prepare the semi-IPN type PSAs. Their adhesion performance and storage modulus (G') were strongly dependent on their chemical structure and molecular weight of the crosslinkers. Optical properties such as transmittance (> 92.5 %), haze (< 1.0 %) and color-difference (< 0.3) of PSAs samples were not affected by crosslinker types used in this study.

Effect of Acrylic Acid on the Physical Properties of UV-cured Coating Films for Metal Coating (금속코팅용 광경화 코팅필름의 물성에 대한 아크릴산(Acrylic acid)의 영향)

  • Seo, Jong-Chul;Choi, Jun-Suk;Jang, Eui-Sung;Seo, Kwang-Won;Han, Hak-Soo
    • Korean Chemical Engineering Research
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    • v.49 no.1
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    • pp.75-82
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    • 2011
  • Five different composition UV-cured poly(urethane acrylate-co-acrylic acid) (PU-co-AA) films have been prepared by reacting isophorone diisocyanate(IPDI), polycaprolactone triol(PCLT), 2-hydroxyethyl acrylate(HEA), and different weight ratio trimethylolpropane triacrylate(TMPTA) and acrylic acid(AA) as diluents, and characterized using a Fourier transform infrared spectroscopy(FT-IR). The adhesion properties onto the stainless steel, morphology, mechanical hardness, and electrical property of UV-cured PU-co-AA films were investigated as a function of acrylic acid(AA) content. All the PU-co-AA films are structure-less and the molecular ordering and packing density decreased with increasing content of AA due to the flexible structure and -COOH side chains in AA. The crosscut test showed that PU-co-AA films without AA and with low content of AA showed 0% adhesion(0B) and the adhesion of PU-co-AA films in the range of 40-50% AA increased dramatically as the content of AA increases. The pull-off measurements showed that the adhesion force of PU-co-AA films to stainless steel substrate varied from 6 to 31 kgf /$cm^2$ and increased linearly with increasing AA content. The mechanical hardness also decreased as the content of AA increases. This may come from relatively linear and flexible structure in AA and low crystallinity in PU-co-AA films with higher content of AA. The higher AA-containing PU-co-AA films showed higher dielectric constant due to the increase of polarization by introducing AA monomer. In conclusion, the physical properties of UV-cured PU-co-AA films are strongly dependent upon the content of AA and the incorporation of AA in polyurethane acrylate is very useful way to increase the adhesion strength of UV-curable polymers on the stainless steel substrate.

Synthesis and Adhesion Properties of UV Curable Acrylic PSAs for Semiconductor Manufacturing Process (반도체 제조 공정용 UV 경화형 아크릴 점착제의 합성과 점착 특성)

  • Lee, Seon Ho;Lee, Sang Keon;Hwang, Taek Sung
    • Applied Chemistry for Engineering
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    • v.24 no.2
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    • pp.148-154
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    • 2013
  • UV curable acryl resin, pressure-sensitive adhesives (PSAs), are used in many different parts in the world. In particular, PSAs has been used in the wafer manufacturing process of semiconductor industry. As wafers become much thinner, UV curable PSAs require more proper adhesion performance. In this study, acrylic PSAs containing hydroxyl groups were synthesized using monomers of 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, styrene monomer and 2-hydroxyethyl acrylate. Isocyanate modified UV curable PSAs were then prepared by the adduct reaction that facilitates the UV curing property via controlling the amount of methacryloyloxyehtyl isocyanate. The proper adhesion performance and UV curing behavior of UV curable PSAs with various hydroxyl values were studied, and experimental conditions were then optimized to raise the efficiency of wafer manufacturing process. It was found that in case of using the equivalent ratio of 1 : 1 isocyanate hardener used in the UV curable PSAs, the peel strength before the UV curing process decreased as the amount of hydroxyl groups increased in the PSAs. The peeling adhesive strength was also decreased with increasing UV dose due to high curing characteristics.

Study on the Preparation and Characterization of Ophthalmic Polymer with High and Low-Water Content

  • Lee, Min-Jae;Sung, A-Young
    • Journal of the Korean Chemical Society
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    • v.61 no.6
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    • pp.346-351
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    • 2017
  • This study was planned considering the chain length, hydrophilicity, and hydrophobicity of the additives to be used in the polymerization, while various ophthalmic lenses that use various additives with similar water contents were manufactured before their optical and physical properties were compared and analyzed. With regard to the additives required for manufacturing high-, medium-, and low-water content lens groups, HEA (hydroxyethyl acrylate), PVP (polyvinylpyrrolidone), and NMV(N-methyl-N-vinylacetamide) were used as additives for preparing the high-water content lens group, HEMA(2-hydroxyethyl methacrylate), HPMA(hydroxypropyl methacrylate) and BD(1,4-butanediol) were used for the medium-water content lens group. For the low-water content lens group, BMA(buthyl methacrylate), BDDA(1,4-butanediol diacrylate), and Bis-GMA(bisphenol A glycerolate diacrylate) were used, respectively. The average water content of HEA was 40.14%; that of PVP, 39.63%; and that of NMV, 40.52%. The mean of water content was 35.92% for HEMA, 35.74% for BD, and 34.62% for HPMA. For the low-water content lens group, the mean of water content was 26.69% for BMA, 27.76% for BDDA, and 26.14% for Bis-GMA. With regard to the results of the water content measurement using a moisture analyzer, the average water content of the high-water content lens group was 41.34% for HEA, 42.62% for PVP, and 42.73% for NMV. Finally, for the low-water content lens group, the average water content was 28.62% for BMA, 28.82% for BDDA, and 28.32% for Bis-GMA. The measurements of the water contents of the lenses using the two methods showed that the water content and refractive index of the lenses were similar in all the lens groups. The measurements of the contact angles, however, showed a different wettability value for each lens with a similar water content. Also, the change tendency of the lens curvature according to the change of time showed that the change amount became larger and the recovery time became longer from the lens samples with a lower water content to those with a higher water content. Based on these results that will be helpful for the study of ophthalmic lenses.

Effect of Rheological Properties on Mascara by Water-soluble Gelling Agents (점증폴리머의 레올로지 특성이 마스카라 물성에 미치는 영향)

  • Choi, Sun-Kyung;Roh, Young-Hea;Choo, Jeong-Han;Choi, Yeong-Jin;Kang, Hak-Hee;Lee, Ock-Sub
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.33 no.3
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    • pp.159-163
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    • 2007
  • The relationship between texture and rheological properties of mascara(oil-in-water emulsion) was analyzed in this study. The final mascara product and gelling agents(2.0 wt%) used therein, such as hydroxyethylcellulose(HC), carboxymethylcellulose(CMC), hectorite, sodium magnesium silicate (SMS), hydroxyethyl acrylate/sodium acryloyldimethyl taurate copolymer(HS), and polyacrylate 13/polyisobutene/polysorbate 20 (PPP), were measured for rheological properties. As a result, HS and PPP showed the highest adhesiveness which were related to the volumizing effect of mascara. The viscosities of HC, SMS, and HS were measured at the stress range of $1{\sim}1,000s^{-1}$. SMS, with the lowest storage modulus range of $100{\sim}1,000s^{-1}$, affected the mascara in terms of smooth texture. The results of this study suggest that the rheology of gelling agents used influences the final texture of the mascara.