Citation: HUANG Jin-bao, WU Shu-bin, CHENG Hao, LEI Ming, LIANG Jia-jin, TONG Hong. Theoretical study of bond dissociation energies for lignin model compounds[J]. Journal of Fuel Chemistry and Technology, ;2015, 43(4): 429-436. shu

Theoretical study of bond dissociation energies for lignin model compounds

1.
1. School of Science, Guizhou Minzu University, Guiyang 550025, China;

Corresponding author: HUANG Jin-bao,
Received Date: 12 January 2015

Fund Project: 国家自然科学基金(51266002) (51266002)国家重点基础研究发展规划("973"计划,2013CB228101) ("973"计划,2013CB228101)贵州省教育厅自然科学研究招标项目(黔教科研发[2013]405号)。 (黔教科研发[2013]405号)

The bond dissociation energies (BDE) of C-O and C-C bond in 63 lignin model compounds for six prevalent linkages (β-O-4, α-O-4, 4-O-5, β-1, α-1 and 5-5) were theoretically calculated by using density functional theory methods B3P86 at 6-31G(d,p) level. The effect of various substituents on BDE and the correlation between the bond lengths and the corresponding BDE were analyzed. The calculation results show that C-O bond is generally weaker than C-C bond, and the average bond dissociation energy of C_α-O (182.7 kJ/mol) is the lowest, and that of C_β-O is second lowest. The substituent group on both the aromatic and alkyl groups can substantially weaken C-O bonds, and C-O bonds do not exhibit such a strong correlation between C-O bond lengths and BDE. Compared with C-O bonds, BDE of C-C bonds are little affected by the substituent on the aromatic groups, but affected obviously by the substituent on alkyl groups. There is a strong linear relationship between C-C bond lengths and BDE. The BDE are weak when the C-C bond lengths are long.
- lignin model compounds,
- bond dissociation energies,
- substituent group,
- density functional theory
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