N,N'-비스아크릴아미드 유도체의 합성

이석기; 김우식

Journal of the Korean Industrial and Engineering Chemistry, Vol.8, No.6, 1054-1057, December, 1997

Export Citation

N,N'-비스아크릴아미드 유도체의 합성

synthesis of N,N′-Bisacrylamide Derivatives

이석기, 김우식

초록

염화아크릴로일과 여러 종류의 디아민을 트리에틸아민 존재하에서 Schotten-Baumann 반응에 의해 N,N'-비스아크릴아미드 유도체 4종을 합성하였고, IR, ^-H-NMR, 원소분석을 통해 구조를 확인하였다. 합성한 N,N'-헥사메틸렌비스아크릴아미드(HMBA)와 N,N'-도데카메 틸렌비스아크릴아미드 (DMBA)의 수율은 56.0%와 70.4%로 디아민의 메틸렌기의 수가 증가할수록 높아졌다. 또한 N,N'-1,4-페닐렌비스아크릴아미드(PhBA)와 N,N'-비스아크릴아미드 유도체는 여러 종류의 가교고분자 제조에 이용될 수 있다.

Four kinds of N,N'-bisacrylamide derivatives were synthesized by Scotten-Baumann reaction from acryloyl chloride and several diamines in the presence of triethylamine, and their chemical structures were identified by IR, ¹ H-NMR, and elemental analysis. The yields of the synthesized N,N'- hexamethylenebisacrylamide and N,N'-dodecamethylenebisacrylamide were 56.0% and 70.4%, respectively, and were increased with the increased number of methylene group in the dimines. The yields of the synthesized N,N'-1,4-phenylenebisacrylamide and N,N'-2,6-pyridinebisacrylamide were 80.3% and 83.1%, respectively, which were higher than those of the alkylenebisacrylamide derivatives. The synthesized N,N'-bisacrylamide derivatives can be used to prepare various crosslinked polymers.

[References]

Takemoto K, Inaki Y, Ottenbrite RM, "Functional Monomers and Polymers," Macel Dekker, Inc., New York (1987)
Gebelein CG, Carraher CE, "Bioactive polymeric Systems," Plenum Press, New York (1985)
Endstra WC, Kautschukt Gummit Kunststoffe, 43, 790 (1990)
Sherrington DC, Hodge P, "Syntheses and Separations Using Functional Polymers," John Wiley & Sons, Chichester (1988)
Kim WS, Lee SK, Seo KH, Polym.(Korea), 14(2), 146 (1990)
Lee SK, Seo KH, Kim WS, Polymer, 34, 2392 (1993)
Kim WS, Lee SK, Seo KH, Macromol. Chem. Phys., 195, 449 (1994)
Perrin DD, Armarego WLF, "Purification of Laboratory Chemicals," 3rd Ed., Pergamon Press, New York (1988)
Tsuda M, Macromol. Chem., 72, 174 (1964)
Silverstein RM, Bassler GC, Morrill TC, "Spectrometric Identification of Organic Compounds," 4th Ed., John Wiley & Sons, New York (1981)

[Referenced By]

[1] Takemoto K, Inaki Y, Ottenbrite RM, "Functional Monomers and Polymers," Macel Dekker, Inc., New York (1987)

[2] Gebelein CG, Carraher CE, "Bioactive polymeric Systems," Plenum Press, New York (1985)

[3] Endstra WC, Kautschukt Gummit Kunststoffe, 43, 790 (1990)

[4] Sherrington DC, Hodge P, "Syntheses and Separations Using Functional Polymers," John Wiley & Sons, Chichester (1988)

[5] Kim WS, Lee SK, Seo KH, Polym.(Korea), 14(2), 146 (1990)

[6] Lee SK, Seo KH, Kim WS, Polymer, 34, 2392 (1993)

[7] Kim WS, Lee SK, Seo KH, Macromol. Chem. Phys., 195, 449 (1994)

[8] Perrin DD, Armarego WLF, "Purification of Laboratory Chemicals," 3rd Ed., Pergamon Press, New York (1988)

[9] Tsuda M, Macromol. Chem., 72, 174 (1964)

[10] Silverstein RM, Bassler GC, Morrill TC, "Spectrometric Identification of Organic Compounds," 4th Ed., John Wiley & Sons, New York (1981)