• Title/Summary/Keyword: isophorone

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Comparision of the Properties of UV-cured Polyurethane Acrylates Containing Different Diisocyanates and Low Molecular Weight Diols

  • Yoo, Hye-Jin;Lee, Young-Hee;Kwon, Ji-Yun;Kim, Han-Do
    • Fibers and Polymers
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    • v.2 no.3
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    • pp.122-128
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    • 2001
  • UV-curable polyurethane acrylate prepolymers were prepared from diisocyanates [isophorone diisocyanate (IPDI), 2,4-toluene diisocyanate (TDI), or 4,4'-dicyclohexylmethane diisocyanate (H$_{12}$MDI)], diols [ethylene glycol (EG), 1,4-butane diol (BD), or 1,6-hexane diol (HD)], polypropylene glycol as a polyol. UY-curable mixtures were formulated from the prepolymer (90 wt%), reactive diluent monomer trimethylol propane triacrylate (10 wt%). and photoinitiator 1-hydroxycy-clohexyl ketone (3 wt% based on prepolymer/diluent). The effects of different diisocyanates/low molecular weigh dial on the dynamic mechanical thermal properties and elastic recovery of UV-cured polyurethane acrylate films were examined. The tensile storage modulus increased a little in the order of EG > BD > HD at the same diisocyanate. Two loss modulus peaks for all samples are observed owing to the glads transition of softs segments ($T_gh$) and the glass transition temperature of hard segments ($T_gh$). For the same diisocyanate, $T_gh$, decreased, however, $T_gh$ increased, in the order of HD > BD > EG. The elastic recovery also increased in the order of HD > BD > EG at the same diisocyanate. In case of same diols, $T_gh$ increased in the order of $H_12$MDl > TDI > IPDI significantly. The ultimate elongation and elastic recovery increased in the order of TDI > IPDI > $H_12$MDl at the same diol.l.

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The Syntheses of charge transfer dyes and nanofiber formation for recognition and sensing (진단/감응용 전하 이동형 색소의 합성 및 나노 섬유의 제조)

  • Jung, Young-Sun;Park, Joon-Bae;Moon, Hee-Jung;Kim, Sung-Hoon;Bae, Jin-Seok
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2012.03a
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    • pp.48-48
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    • 2012
  • 화학센서는 분석물질과 감응물질간의 화학적 반응을 통해 분석물질을 선택적으로 인지하고 이를 통하여 특정물질을 실시간으로 분석할 수 있는 기술이다. 최근 화학센서로 색소를 이용하여 음이온을 진단/감응하는 기술이 각광 받고 있으며, 더불어 음이온을 선택적으로 인지함에 있어 검출하고자 하는 특정 음이온에 대한 민감도를 높이기 위한 노력이 계속되고 있다. 감응물질로 이용되는 색소는 주로 분자 내 전하 이동형 색소(intramolecular charge transfer dye)로 주위 환경 변화에 민감하게 반응하며, 자극에 따른 변화를 흡수와 발광, 굴절률의 변화 등으로 나타낸다. 또한 다양한 음이온 중 분석물질로써 연구 가치가 큰 음이온에는 플루오린화물(fluoride)이 있다. 이는 플루오린화물이 치아 보호와 골다공증에 중요한 역할을 하는 순기능을 가지는 반면 고농도 상태에서는 불소증(fluorosis)을 비롯한 악영향을 잠재적으로 가지기 때문에 그 양을 인지하는 것이 중요하게 여겨지기 때문이다. 따라서 본 연구에서는 2-(3,5,5-trimethylcyclohex-2-enylidene)-malononitirle과 indole-3-carboxaldehyde를 통하여 분자 내 전하 이동형 색소를 합성하고, $^1H$ NMR, GC-mas, EA로 합성된 색소의 물성을 분석하였다. 우선 반응물인 2-(3,5,5-trimethylcyclohex-2-enylidene)-malononitirle을 합성하기 위해 dimethylfor mamide(DMF) 용매 하에서 isophorone과 malononitrile을 12시간 반응시키고, 얻어진 결과물을 정제한다. 이후 indole-3-carboxaldehyde와 10시간 환류시켜 색소를 얻는다. 합성된 색소는 F 이온 검출에 이용되며, UV-vis 분광법을 이용하여 분석물질에 따른 흡수 정도와 강도 변화를 살펴본다. 연구의 최종적인 목적은 비단 진단/감응 색소의 합성이 아니라 나노 섬유 소재와 색소의 접합을 통해 진단/감응형 나노 섬유를 개발하는 것으로 이를 위해 전기방사법이 이용된다.

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Effect of Types of Acrylic Monomers on Properties of Anti-static Waterborne Acrylic Polyurethane Dispersion (아크릴 단량체 종류 변화가 대전방지용 수분산 아크릴 폴리우레탄의 물성에 미치는 영향)

  • Huh, Woo Young;Yun, Dong Gu;Song, Ki Chang
    • Korean Chemical Engineering Research
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    • v.52 no.4
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    • pp.451-458
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    • 2014
  • Waterborne polyurethane dispersion (WPUD) was prepared from polycarbonate diol (PCD), isophorone diisocyanate (IPDI) and dimethylol propionic acid (DMPA) as starting materials. Then, waterborne acrylic polyurethane dispersion (AUD) was synthesized by reacting the WPUD with different types of acrylate monomers, such as methyl methacrylate (MMA), 2-hydroxyethyl methacrylate (HEMA) and butyl acrylate (BA). Subsequently, the AUD was mixed with multi-walled carbon nanotube (MWCNT) to yield a conductive coating solution, and the mixture was coated on the polycarbonate substrate. The pencil hardness, abrasion resistance and chemical resistance of the coating films from AUD were improved than those from WPUD, while the electrical conductivity of the coating films from AUD was decreased than that of WPUD. Also, the effect of acrylate types on the properties of coating films was investigated. The AUD obtained from HEMA showed the strongest pencil hardness, while the AUD obtained from MMA exhibited the strongest abrasion resistance, chemical resistance and electrical conductivity among several types of acrylate monomers.

Effects of low molecular weight Diols as Chain Extender on the Mechanical Properties of HTPB Urethane Elastomers (저분자량 디올이 체인 연장제로서 HTPB 우레탄 탄성 중합체의 기계적 성질에 미치는 영향)

  • Myong Pyo Hong;Man Gyoon No;Yong Joon Kim
    • Journal of the Korean Chemical Society
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    • v.27 no.1
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    • pp.58-65
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    • 1983
  • The mechanical properties (tensile strength, 100% modulus and hardness) of the urethane elastomers prepared from hydroxyl terminated polybutadiene (HTPB), several low molecular weight diols (ethylene glycol, 1, 3-propane diol, 1,4-butane diol, 1,5-pentane diol and 1,6-hexane diol) and two kinds of diisocyanates(TDI: toluene diisocyanate, IPDI: isophorone diisomechanical properties were enhanced for the increases of the concentrations of the urethane group, as predicted. In case of TDI, when the mechanical properties of the elastomers were plotted patterns were observed, which can be explained by hydrogen bondings depending on the number of the methylene carbons. But the mechanical properties of the elastomers derived from IPDI had decreasing curves against the number of methylene carbons in low molecular weight diols, without the characteristic zigzag patterns.

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Synthesis and Characterization of Energetic Thermoplastic Elastomers based on Carboxylated GAP Copolymers

  • Lim, Minkyung;Jang, Yoorim;Kweon, Jeong-Ohk;Seol, Yang-Ho;Rhee, Hakjune;Noh, Si-Tae
    • Applied Chemistry for Engineering
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    • v.31 no.3
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    • pp.284-290
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    • 2020
  • Energetic thermoplastic elastomers (ETPEs) based on glycidyl azide polymer (GAP) and carboxylated GA copolymers [GAP-ETPE and poly(GA-carboxylate)-ETPEs] were synthesized using isophorone diisocyanate (IPDI), dibutyltin dilaurate (DBTDL), 1,4-butanediol (1,4-BD), and soft segment oligomers such as GAP and poly(GA-carboxylate). The synthesized GAP-ETPE and poly(GA-carboxylate)-ETPEs were characterized by Fourier transform infrared (FT-IR), gel permeation chromatography (GPC), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), universal testing machine (UTM), calorimetry and sensitivity towards friction and impact. DSC and TGA results showed that the introduction of carboxylate group in GAP helped to have better thermal properties. Glass transition temperatures of poly(GA-carboxylate)-ETPEs decreased from -31 ℃ to -33 ℃ compared to that of GAP-ETPE (-29 ℃). The first thermal decomposition temperature in poly(GA0.8-octanoate0.2)-ETPE (242 ℃) increased in comparison to that of GAP-ETPE (227 ℃). Furthermore, from calorimetry data, poly(GA-carboxylate)-ETPEs exhibited negative formation enthalpies (-6.94 and -7.21 kJ/g) and higher heats of combustion (46713 and 46587 kJ/mol) compared to that of GAP-ETPE (42,262 kJ/mol). Overall, poly(GA-carboxylate)-ETPEs could be good candidates for a polymeric binder in solid propellant due to better energetic, mechanical and thermal properties in comparison to those of GAP-ETPE. Such properties are beneficial to application and processing of ETPE.

Core-Shell Poly(Styrene/Sulfonated N-hydroxy Ethyl Aniline) Latex Particles Prepared by Chemical Oxidative Polymerization in Emulsion Polymerization

  • Shin Jin-Sup;Lee Jung-Min;Suzuki Kiyoshi;Nomura Mamoru;Cheong In-Woo;Kim Jung-Hyun
    • Macromolecular Research
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    • v.14 no.4
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    • pp.466-472
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    • 2006
  • The kinetic behavior of emulsion polymerizations of styrene in the presence of sulfonated N-hydroxy ethyl aniline (SHEA) was investigated with two initiators: 2,2'-azobisisobutyronitrile (AIBN) and potassium persulfate (KPS). SHEA was synthesized using a stepwise polyurethane reaction method from 3-hydroxy-1-propane sulfonic acid sodium salt, isophorone diisocyanate (IPDI), and N-(2-hydroxyethyl) aniline. Stable core-shell poly(styrene/sulfonated N-hydroxy ethyl aniline, St/SHEA) latex particles were successfully prepared by using an appropriate amount of AIBN, in which SHEA plays the role of 'surfmer', i.e., acting as both a surfactant in the emulsion polymerization and a monomer in the chemical oxidative polymerization. The kinetic behavior was dissimilar to that of typical emulsion polymerization systems. A long inhibition period and low rate of polymerization were observed due to radical loss by the oxidative polymerization of SHEA. It was concluded, due to the low water-solubility of AIBN and retardation reaction by SHEA, that the initial loci of polymerization were monomer droplets. However, growing polymer particles as polymerization loci became predominant as polymerization proceeded. It was suggested that AIBN was more effective than KPS in the preparation of the core-shell type poly(St/SHEA) latex particles. With KPS, no substantial polymerization was observed in any of the samples.

Study on the Improvement of Film Shrinkage in UV-curing Process (자외선 경화 과정에서의 필름 수축현상 개선에 관한 연구)

  • Kwon, Youn-Joong;Cho, Ur-Ryong
    • Polymer(Korea)
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    • v.35 no.4
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    • pp.320-324
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    • 2011
  • Two functional urethane acrylates were synthesized by using polycarprolactonediol (PCLD) and diisocyanate. The synthesized fuctional urethane acrylate was mixed with butyl acrylate(BA) or adhesion promoters, and their properties were investigated. To synthesize an excellent transparent urethane acrylate, isophorone diisocyanate(IPDI) was used. In addition, the effect of adding butyl acrylate for the improvement of shrinkage of urethane acrylate was studied. The results showed that the addition of butyl acrylate improved the shrinkage, and the optimum butyl acrylate content was 15 wt%. Both 2-ethyl hexyl acrylate (2-EHA) and ethyl acrylate(EA) were polymerized at $85^{\circ}C$ for 4 hrs to use as adhesion promoters, and the polymerized adhesion promoters were mixed to the UV-curing resin. The results showed that the adhesion properties increased with the increase of adhesion promoters content up to 15 wt%.

Cinnamic Acid Derivatives V. the Kinetics and Mechanism of the Hydrolysis of Cinnamenylisophorone Derivatives (신남산 유도체 V. Cinnamenylisophorone 유도체의 가수분해 반응에 대한 메카니즘과 그 반응속도론적 연구)

  • Lee, Ki-Chang;Yun, Cheol-Hun;Ryu, Jung-Wook;Lee, Seok-Woo;Jung, Duk-Chal
    • Journal of the Korean Applied Science and Technology
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    • v.8 no.2
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    • pp.161-167
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    • 1991
  • The kinetics of hydrolysis of cinnamenylisophorone derivatives (${rho}-H,\;{rho}-Br,\;P-Cl,\;{rho}-OCH_3$) was investigated using ultraviolet spectrophotometry in 20%(v/v) dicxane-$H_2O$ at 25$^{\circ}C$. A rate equation which can be applied over wide pH range (pH $1.0{\sim}13.0$) was obtained. In order to investigate the substituent effects on cinnarnenylisophorone derivatives, Hammett constant was plotted. As the result, the rate of hydrolysis of cinnamenylisophorone derivatives was facilitated by electron donating group. Final products of the hydrolysis were benzaldehyde and isophorone, From the measurement of reaction rate constant according to pH changes, substituent effect, and final products, it was found that the hydrolysis of cinnarnenylisophorone derivatives was initiated by the neutral $H_2O$ molecule which does not dissociated at below pH 9.0, and in the range of pH $9.0{\sim}11.0$ this reaction occurs by $H_2O$ or hydroxide ion competitively, but proceeded by the hydroxide ion above pH 11.0. On the basis of this kinetic study, the reaction mechanism of the hydrolysis of cinnamenylisophorone derivatives was proposed.

Study on Synthesis and Properties of Water-born Polyurethane (수분산성 폴리우레탄의 합성 및 물성에 관한 연구)

  • Cho, Ur-Ryong;Choi, Seo-Yoon
    • Elastomers and Composites
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    • v.40 no.4
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    • pp.249-257
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    • 2005
  • Polyurethane(PU) prepolymers were prepared from polyol and diisocyanate. Unionized PU prepolymers were synthesized from poly(propylene glycol)(PPG, MW: 1000), 2,2-bis (hydroxymethyl) propionic acid(DMPA), and isophorone diisocyanate(IPDI) by prepolymer syhthesizing process. After PU prepolymers were dispersed into water, the physical properties were investigated by changing the molar ratio of polyol and diisocyanate. The results showed a stable state with the best physical properties when the prepolymer was composed of PPG/DMPA with hard segment=40%, NCO%=3.43%, [NCO]: [OH]=1.5: 1.0 in molar ratio, and was dispersed into water with 30% solid content. PU prepolymers also were synthesized with various molar ratio of PPG and DMPA. Upon higher molar ratio of DMPA, particle size of polyurethane dispersion(PUD) gradually decreased. PU-prepolymers prepared from the various blocking agents represented characteristic initial deblocking temperatures that depended on the blocking agents, and the beginning of deblocking occured within 30 mins on all the blocking agents used.

Analysis of Properties of Water-Dispersed Bio-Polyurethane Based on Caster Oil for Lamb Leather Surface (Lamb Leather용 Caster Oil 기반 수분산 바이오 폴리우레탄필름의 제조)

  • Lee, Joo-Youb
    • Journal of the Korean Applied Science and Technology
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    • v.39 no.2
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    • pp.161-168
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    • 2022
  • Unmodified castor oil (CO) was used to obtain a castor-based aqueous polyurethane (CPUD) and isophorone diisocyanate (IPDI) was used to obtain a transparent film. The mixing effect of polypropyleneglycole (PPG) was analyzed to increase flexibility. In addition, ethylenediamine (EDA) was used as a chain extender. Tensile strength, elongation, and abrasion resistance were measured according to the change according to the castor oil content and the change in the chain extender, respectively. The tensile strength of the sample containing a lot of castor oil was 1.112 kgf/㎟, and the elongation was 88%. The tensile strength of the sample containing a lot of chain extender was 3.33kgf/㎟, and the elongation was 99%. The surface strength was visually confirmed through SEM. The surface strength was visually confirmed through SEM.