1,5-펜타메틸렌 디이소시아네이트를 이용한 바이오 기반 수분산 폴리우레탄의 합성 및 특성 연구

이도혁; 천정미; 정부영; 박소영; 천제환; 이원기; Do Hyeok Lee; Jungmi Cheon; Boo Young Jeong; So-Young Park; Jae hwan Chun; Won-Ki Lee

Polymer(Korea), Vol.44, No.3, 318-324, May, 2020

DOI10.7317/pk.2020.44.3.318 Export Citation

1,5-펜타메틸렌 디이소시아네이트를 이용한 바이오 기반 수분산 폴리우레탄의 합성 및 특성 연구

Synthesis and Properties of Bio-based Waterborne Polyurethane with 1,5-Pentamethylene Diisocyanate

이도혁^{1, 2}, 천정미¹, 정부영¹, 박소영¹, 천제환^{1, †}, 이원기^{2, †}

¹한국신발피혁연구원
²부경대학교 고분자공학과

Do Hyeok Lee^{1, 2}, Jungmi Cheon¹, Boo Young Jeong¹, So-Young Park¹, Jae hwan Chun^{1, †}, and Won-Ki Lee^{2, †}

¹Korea Institute of Footwear & Leather Technology, Busan 47154, Korea
²Department for Polymer Engineering, Pukyong National University, Busan 48547, Korea

E-mail:,

초록

바이오 기반의 isosorbide carbonate diol과 1,5-pentamethylene diisocyanate를 함께 이용하거나 1,5-penta-methylene diisocyanate만을 적용시킨 환경친화적인 폴리우레탄 접착제(WPIP)를 제조하였다. 사슬 연장제인 ethylene diamine(EDA)의 함량에 따라 WPIP를 제조하였고, FTIR과 1H NMR을 사용하여 WPIP의 합성을 확인하였다. 또한 DSC와 TGA를 통해 열적 특성인 유리전이온도 및 열분해 온도가 EDA의 함량이 높아질수록 향상되는 것을 확인하였고, UTM을 사용하여 WPIP의 접착 및 기계적 특성을 평가한 결과, prepolymer의 ratio of NCO/OH가 1.3일 때 접착 및 인장 강도가 가장 우수하였다.

A new eco-friendly biopolyurethane adhesives (WPIP) were prepared by using bio-based isosorbide carbonate diol, 1,5-pentamethylene diisocyanate or 1,5-pentamethylene diisocyanate. WPIP was manufactured according to the content of ethlyene diamine (EDA) as the chain extender, and synthesized WPIP was confirmed by using FTIR and 1H NMR. Through DSC and TGA, it was confirmed that the thermal properties such as glass transition temperature and thermal decomposition temperature were improved as the content of EDA was increased. Mechanical and adhesive properties were evaluated by UTM. When the ratio of NCO/OH of prepolymer was 1.3, tensile and adhesive strength were the best.

Keywords:biopolyurethane;bio-based isosorbide carbonate diol;bio-based 1,5-pentamethylene diisocyanate

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[1] Aran-Ais F, Torro-Palau AM, Orgiles-Bacel AC, Martin-Martinez JM, Adhes. Sci. Technol., 14, 1557 (2000)

[2] Nakamae K, Nishino T, Asaoka S, Sudaryanto, Int. J. Adhes., 19, 345 (1999)

[3] Saetung A, Kaenhin L, Klinpituksa P, Rungvichaniwat A, Tulyapitak T, Munleh S, Campistron I, Pilard JF, J. Appl. Polym. Sci., 124(4), 2742 (2012)

[4] Coutinho FMB, Delpech MC, Alves LS, J. Appl. Polym. Sci., 80(4), 566 (2001)

[5] Lee JE, Kim HJ, Polym. Korea, 29(2), 172 (2005)

[6] Saxena RC, Adhikari DK, Goyal HB, Renew. Sust. Energ. Rev., 13, 167 (2009)

[7] Demirbas A, Energy Edu. Sci. Technol., 17, 27 (2006)

[8] Hill J, Nelson E, Tilman D, Polasky S, Tiffany D, PNAS, 103, 11206 (2006)

[9] Gouveia L, Oliveira AC, J. Ind. Microbiol. Biotechnol., 36, 269 (2009)

[10] Mohanty AK, Misra M, Hinrichsen G, Macromol. Mater. Eng., 1, 276 (2000)

[11] Lee SH, Wang S, Compos. Pt. A-Appl. Sci. Manuf., 37, 80 (2006)

[12] Shin SH, Master’s Thesis, Pusan National University (2010).

[13] Kasmi N, Roso M, Hammami N, Majdoub M, Boaretti C, et al., Des. Monomers Polym., 20, 547 (2017)

[14] Chavan NN, Mater. Sci. Appl., 2, 1520 (2011)

[15] Kim KH, Ha KJ, Wu JP, Park HS, Kwon KS, Korea J. Oil Fat Chem., 1, 29 (1998)

[16] Lee DJ, Kim HD, J. Korean Fiber Soc., 36, 873 (1999)

[17] Cui S, Liu Z, Li Y, Ind. Crop. Prod., 180, 798 (2017)

[18] Kong XH, Liu GG, Curtis JM, Int. J. Adhes., 31, 559 (2011)

[19] Moghadam PN, Yarmohamadi M, Hasanzadeh R, Nuri S, Int. J. Adhes., 68, 273 (2016)

[20] Kwei TK, J. Appl. Polym. Sci., 27, 289 (1982)

[21] Seefried CG, Koleske JV, Critchfield FE, J. Appl. Polym. Sci., 19, 2493 (1975)

[22] Kim SK, Elastomer, 35, 281 (2000)

[23] Ahn JB, Cho HK, Jeong CN, Nho ST, J. Korean Ind. Eng. Chem., 8, 230 (1989)

[24] McLennaghan AW, Petherick RA, Eur. Polym. J., 24, 1063 (1988)

[25] Lee JC, Kim BK, Polymer, 19, 223 (1995)

[26] Xiao H, Xiao HX, Frisch KC, Malwitz N, J. Appl. Polym. Sci., 54(11), 1643 (1994)