다양한 1,4-Cyclohexanedicarboxylate 가소제 합성 및 Poly(vinyl chloride) 적용 연구

노경현; 한영광; 배진영; Kyung-Hyun No; Young-Kwang Han; Jin-Young Bae

Polymer(Korea), Vol.44, No.1, 116-121, January, 2020

DOI10.7317/pk.2020.44.1.116 Export Citation

다양한 1,4-Cyclohexanedicarboxylate 가소제 합성 및 Poly(vinyl chloride) 적용 연구

Synthesis of Various 1,4-Cyclohexanedicarboxylate Plasticizers and Its Application to Poly(vinyl chloride) Fabrication

노경현, 한영광, 배진영^†

성균관대학교 고분자공학과

Kyung-Hyun No, Young-Kwang Han, and Jin-Young Bae^†

Department of Polymer Science and Engineering, Sungkyunkwan University, 300 Chunchun-dong, Jangan-gu, Suwon, Gyeonggi-do 16419, Korea

E-mail:

초록

전통적으로 poly(vinyl chloride)(PVC) 수지 가공에 dibutyl phthalate(DBP), di(2-ethylhexyl) phthalate(DEHP), di-n-octyl phthalate(DnOP) 및 di-iso-nonyl phthalate(DINP) 등의 프탈레이트계 가소제를 사용해 왔다. 하지만, 최근에는 프탈레이트계 화합물이 인체 독성 및 환경오염을 초래하는 것으로 밝혀져 친환경 가소제 연구가 수행되고 있고, 독일 BASF사의 DINCH는 시클로헥산 계의 대표적인 친환경 가소제로 세계로부터 주목받고 있다. 본 연구에서는 시클로헥산 구조의 1,4-cyclohexanedicarboxylic acid를 기반으로 하여 여러 종의 알코올과 반응시켜 1,4-cyclohexanedicarboxylate 기반의 에스터계 신규 가소제를 합성하였다. 합성된 신규 가소제 4종을 PVC에 각각 적용하여 PVC 배합 시편을 제작하였고, 제작된 시편을 이용하여 기계적 특성과 열적 특성에 대해 살펴보았을 뿐만 아니라, 다양한 용매를 이용하여 PVC 배합 시편으로부터 가소제의 이행성을 관찰하였다

Traditionally, phthalate plasticizers such as dibutyl phthalate (DBP), di(2-ethylhexyl) phthalate (DEHP), di-n-octyl phthalate (DnOP) and di-iso-nonyl phthalate (DINP) have been used for poly(vinyl chloride) (PVC) fabrications. However, phthalate compounds have been revealed to cause human toxicity and environmental pollution. Therefore nowadays, the development of eco-friendly plasticizer research is in progress. For example, DINCH (diisononyl cyclohexane-1,2-dicarboxylate) from BASF Germany is considered as an one of the best eco-friendly plasticizers. In this study, new ester type plasticizers containing cyclohexane structure were synthesized based on 1,4-cyclohexanedicarboxylic acid. The four newly synthesized plasticizers were employed to make various plasticized PVC samples. Mechanical and thermal properties were characterized using the fabricated plasticized PVC samples. Also, various solvent impregnation tests were used to determine the plasticizer migration property from the fabricated plasticized PVC samples

Keywords:poly(vinyl chloride);plasticizer;1,4-cyclohexanedicarboxylate;esterification;cyclohexane

[References]

Jia P, Zhang M, Hu L, Feng G, Bo C, Zhou Y, ACS Sustain. Chem. Eng., 3, 2187 (2015)
Dupont LA, Gupta VP, J. Vinyl Add. Technol., 15, 100 (1993)
Wypych G, Handbook of Plasticizers, 3rd ed., ChemTec Publishing, Toronto, Canada, 2017.
Kampouris EM, Regas F, Rokotas S, Polychronakis S, Pantazoglou M, Eur. Polym. J., 16, 840 (1975)
Zhang X, Li Y, Hankett JM, Chen Z, Phys. Chem. Chem. Phys., 17, 4472 (2015)
Ted Schettler JA, Guidotti T, McCally M, Am. J. Ind. Med., 39, 100 (2001)
Miao Y, Wang R, Lu C, Zhao J, Deng Q, Environ. Sci. Pollut. Res., 24, 312 (2017)
Bueno-Ferrer C, Garrigos MC, Jimenez A, Polym. Degrad. Stabil., 95, 2207 (2010)
Palacios OYS, Rincon PCN, Corriou JP, Pardo MC, Fonteix C, J. Vinyl Add. Technol., 20, 65 (2014)
Jia PY, Zhang M, Hu LH, Feng GD, Bo CY, Zhou YH, ACS Sustain. Chem. Eng., 3, 2187 (2015)
Neuse EW, Van Schalkwyk JD, J. Appl. Polym. Sci., 21, 3023 (1977)
Crespo JE, Sanchez L, Balart R, Lopez J, J. Elastom. Plast., 41, 145 (2009)
Hanwha Chemical, Korea Patent 1020190051370 (2011).
SK Chemicals, Korea Patent 1020050100941 (2005).

[1] Jia P, Zhang M, Hu L, Feng G, Bo C, Zhou Y, ACS Sustain. Chem. Eng., 3, 2187 (2015)

[2] Dupont LA, Gupta VP, J. Vinyl Add. Technol., 15, 100 (1993)

[3] Wypych G, Handbook of Plasticizers, 3rd ed., ChemTec Publishing, Toronto, Canada, 2017.

[4] Kampouris EM, Regas F, Rokotas S, Polychronakis S, Pantazoglou M, Eur. Polym. J., 16, 840 (1975)

[5] Zhang X, Li Y, Hankett JM, Chen Z, Phys. Chem. Chem. Phys., 17, 4472 (2015)

[6] Ted Schettler JA, Guidotti T, McCally M, Am. J. Ind. Med., 39, 100 (2001)

[7] Miao Y, Wang R, Lu C, Zhao J, Deng Q, Environ. Sci. Pollut. Res., 24, 312 (2017)

[8] Bueno-Ferrer C, Garrigos MC, Jimenez A, Polym. Degrad. Stabil., 95, 2207 (2010)

[9] Palacios OYS, Rincon PCN, Corriou JP, Pardo MC, Fonteix C, J. Vinyl Add. Technol., 20, 65 (2014)

[10] Jia PY, Zhang M, Hu LH, Feng GD, Bo CY, Zhou YH, ACS Sustain. Chem. Eng., 3, 2187 (2015)

[11] Neuse EW, Van Schalkwyk JD, J. Appl. Polym. Sci., 21, 3023 (1977)

[12] Crespo JE, Sanchez L, Balart R, Lopez J, J. Elastom. Plast., 41, 145 (2009)

[13] Hanwha Chemical, Korea Patent 1020190051370 (2011).

[14] SK Chemicals, Korea Patent 1020050100941 (2005).