폴리에테르이미드 용융중합 공정개선을 위한 신규 디아민 합성 및 중합

서완기; 박노균; 정유리; 김상균; 김상균; 손영교; 송상민; 김윤호; 원종찬; Wan Gi Seo; No Kyun Park; Yuri Jeong; Ho Sub Kim; Sang Kyun Kim; Young Kyo Son; Sang Min Song; Yun Ho Kim; Jong Chan Won

Polymer(Korea), Vol.44, No.2, 233-239, March, 2020

DOI10.7317/pk.2020.44.2.233 Export Citation

폴리에테르이미드 용융중합 공정개선을 위한 신규 디아민 합성 및 중합

Synthesis of New Diamine and Polymerization of Polyetherimide for Improving Melt Process

서완기¹, 박노균¹, 정유리^{1, 2}, 김상균³, 김상균³, 손영교³, 송상민³, 김윤호^{1, 2, †}, 원종찬^{1, 2, †}

¹한국화학연구원 고기능고분자연구센터
²과학기술연합대학원대학교 KRICT스쿨
³코오롱인더스트리

Wan Gi Seo¹, No Kyun Park¹, Yuri Jeong^{1, 2}, Ho Sub Kim³, Sang Kyun Kim³, Young Kyo Son³, Sang Min Song³, Yun Ho Kim^{1, 2, †}, and Jong Chan Won^{1, 2, †}

¹Advanced Functional Polymers Research Center, Korea Reserch Institute of Chemical Technology, Gajeongro 141, Yuseong, Daejeon 34114, Korea
²KRICT School, University of Science and Technology (UST), Gajeongro 217, Yuseong, Daejeon 34113, Korea
³Kolon Industries, Inc., Magokdong-ro 110, Gangseo-gu, Seoul 07793, Korea

E-mail:,

초록

폴리에테르이미드(PEI)의 용융중합은 단량체의 양을 정밀하게 조절하기 어려워 동일한 품질을 양산하기 힘들 다는 큰 한계점이 있다. 특히, 기존 디아민 단량체인 m-PDA는 낮은 융점(64 °C)으로 인해 압출기의 투입구에서 용융되어 혼합비의 불균형을 초래하였다. 본 연구에서는 문제를 개선할 수 있는 신규 디아민 단량체 DABI를 소개한다. DABI는 98%의 높은 수득률로 제조되었으며 부가 반응이 없는 A-B-A 다이머 구조이다. 또한 DABI는 152 °C 의 높은 융점을 가지고 있는 것으로 나타났다. 최종적으로 DABI를 이용한 용융중합에서 높은 분자량을 가지는 PEI를 얻을 수 있었으며, 이러한 결과는 합성한 신규단량체 DABI가 혼합비 불균형 문제를 해소하고 공정을 개선하였음을 보여준다.

Melt process of polyetherimide (PEI) has a difficulty to precisely control mixing ratio of monomers, which results in failure of production on an industrial scale. Especially, a typical diamine monomer obstructs the feeder of the hot extruder due to its low melting point (mp) of 64 oC. In this work, we suggest that a novel diamine monomer, DABI, can be substituted for the conventional monomer. The molecular structure of DABI was designed with the A-B-A structure with amide linkage, where A was m-PDA and B was BPADA, and was identified by structural analysis (1H NMR and FTIR). DABI showed a high yield of 98% in synthesis process and a high mp of 152 oC in thermal analysis (DSC). Finally, we obtain high molecular weight of PEI via melt process with DABI, which indicates that DABI can solve the problem with imbalance in the mixing ratio in melt process.

Keywords:polyimide;polyetherimide;extruder;melt polymerization

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[2] Qu WL, Ko TM, J. Appl. Polym. Sci., 82(7), 1642 (2001)

[3] De Abajo J, de la Campa JG, Processable Aromatic Polyimides, Springer, Berlin, 1999.

[4] Hamciuc E, Hamciuc C, Cazacu M, Poly(etherimide)s for High Performance Materials, Nova Science, New York, 2008.

[5] Zaragoza S, Alvarez A, Alvarez B, Lopez-Beceiro J, Naya S, Forcen P, Artiaga R, J. Appl. Polym. Sci., 132, 42329 (2015)

[6] Wilson D, Stenzenberger HD, Hergenrother PM, Polyimides, Springer Netherlands, Beriln, 1990.

[7] Johnson RO, Teutsch EO, Polym. Compos., 4, 162 (1983)

[8] Johnson RO, Burlhis HS, J. Polym. Sci.: Polym. Symp., 70, 129 (1983)

[9] Terney S, Keating J, Zielinski J, Hakala J, Sheffer H, J. Polym. Sci. A: Polym. Chem., 8, 683 (1970)

[10] Hsiao SH, Yang CP, Chen CW, Liou GS, J. Polym. Res., 12, 289 (2005)

[11] Heath DR, Wirth JG, US Patent 3,838,097 (1974).

[12] Williams FJ, Relles HM, US Patent 4,297,474 (1981).

[13] Takehoshi T, Kochanowski JE, US Patent 3,803,085 (1972).

[14] Takekoshi T, US Patent 4,281,100 (1981).

[15] Silvi N, Giammattei MH, Howson PE, Khouri FF, US Patent 7,053,168 B2 (2006).

[16] Mckerrow AJ, Fox MA, Leu JP, Ho PS, J. Polym. Sci. A: Polym. Chem., 35(2), 319 (1997)