SYNTHESIS OF POLYISOBUTYLENE WITH SEC-ARYLAMINO TERMINAL GROUP BY COMBINATION OF CATIONIC POLYMERIZATION WITH ALKYLATION

Cheng-long Zhang; Yi-xian Wu; Xiao-yan Meng; Qiang Huang; Guan-ying Wu; Ri-wei Xu

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SYNTHESIS OF POLYISOBUTYLENE WITH SEC-ARYLAMINO TERMINAL GROUP BY COMBINATION OF CATIONIC POLYMERIZATION WITH ALKYLATION

Papers | Updated：2021-06-21

- SYNTHESIS OF POLYISOBUTYLENE WITH SEC-ARYLAMINO TERMINAL GROUP BY COMBINATION OF CATIONIC POLYMERIZATION WITH ALKYLATION
- Vol. 27, Issue 4, Pages: 551-559(2009)
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- Published：20 July 2009
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Cheng-long Zhang, Yi-xian Wu, Xiao-yan Meng, et al. SYNTHESIS OF POLYISOBUTYLENE WITH SEC-ARYLAMINO TERMINAL GROUP BY COMBINATION OF CATIONIC POLYMERIZATION WITH ALKYLATION[J]. 2009, 27(4): 551-559.
DOI：

Cheng-long Zhang, Yi-xian Wu, Xiao-yan Meng, et al. SYNTHESIS OF POLYISOBUTYLENE WITH SEC-ARYLAMINO TERMINAL GROUP BY COMBINATION OF CATIONIC POLYMERIZATION WITH ALKYLATION[J]. 2009, 27(4): 551-559. DOI：

摘要

The highly reactive polyisobutylenes (PIBs) with α-double bonds (87.5 mol%) or tert-chloro (tert-Cl) groups (95 mol%) could be prepared via the cationic polymerization of isobutylene (IB) coinitiated by BF3 or TiCl4 respectively. The Friedel-Crafts alkylation of diphenylamine (DPA) with the highly reactive PIB with α-double bonds was further conducted under different conditions

such as at different alkylation temperature

in the mixed solvents of CH2Cl2/n-hexane with different solvent polarity and at DPA concentration ([DPA]). The resultant PIBs with sec-arylamino terminal groups were characterized by GPC with RI/UV dual detectors and 1H-NMR spectrum. The experimental results indicated that alkylation efficiency increased with increases in reaction temperature

solvent polarity and [DPA]. The 77 mol% of sec-arylamino terminated PIBs could be obtained in 10/90 (V/V) mixture of nHex/CH2Cl2 with [DPA]/[PIB] of 3.0 at 60°C for 45 h. Moreover

the alkylation of DPA with highly reactive PIBs with mainly tert-Cl terminal groups was also carried out in 10/90 (V/V) mixture of CH2Cl2/nHex with [DPA]/[PIB] = 3.0 at 60°C for 45 h

and almost monoalkylation with 100 mol% sec-arylamino terminal groups could be achieved. These results will help further explorations of the molecular engineering via combination of cationic polymerization with alkylation.

Abstract

such as at different alkylation temperature

solvent polarity and [DPA]. The 77 mol% of sec-arylamino terminated PIBs could be obtained in 10/90 (V/V) mixture of nHex/CH2Cl2 with [DPA]/[PIB] of 3.0 at 60°C for 45 h. Moreover

the alkylation of DPA with highly reactive PIBs with mainly tert-Cl terminal groups was also carried out in 10/90 (V/V) mixture of CH2Cl2/nHex with [DPA]/[PIB] = 3.0 at 60°C for 45 h

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