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Pnictogen bonding-mediated controlled cationic polymerization of styrene derivatives: Catalytic activity investigation using non-ionic and ionic pnictogen compounds
Journal of Polymer Science ( IF 3.9 ) Pub Date : 2023-08-14 , DOI: 10.1002/pol.20230364 Tomoki Hasegawa 1 , Koji Takagi 1
Journal of Polymer Science ( IF 3.9 ) Pub Date : 2023-08-14 , DOI: 10.1002/pol.20230364 Tomoki Hasegawa 1 , Koji Takagi 1
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The cationic polymerization of p-methoxystyrene (pMOS) was carried out at 25°C using pMOS·HCl and Sb(C6F5)3. Under the condition of [pMOS·HCl]:[Sb(C6F5)3]:[pMOS] = 10:10:500 in mM concentration, the polymerization in CH3CN/CH2Cl2 (3/1 in volume ratio) homogeneously proceeded giving rise to poly(pMOS) with Mn = 5800 and Mw/Mn = 1.50. Based on the monomer consumption rate, the catalytic activity was increased in the order of Sb(C6F5)3 (5.9 × 10−1 h−1) > Te(C6F5)2 (2.0 × 10−1 h−1) > IC6F5 (1.0 × 10−2 h−1). In the presence of nBu4NCl (0.02 equivalent relative to Sb(C6F5)3), the molecular weight distribution became narrower (Mw/Mn = 1.23), but the MALDI-TOF/MS implied chain transfer reactions. On the other hand, the cationic polymerization of pMOS in CH2Cl2 using [MeSbPh3][TEPB] combined with nBu4NCl resulted in better molecular weight controllability (calculated Mn = 6100 and theoretical Mn = 6300), where chain transfer reactions were decreased as confirmed by the MALDI-TOF/MS analysis. [SbPh4][TEPB] and [SbPh4][OTf] exhibited a decreased catalytic activity. [EtOCOCH2SbPh3][TEPB] with the electron-withdrawing ester group showed the highest activity (monomer conversion reached 91% in 8 h) while maintaining narrow molecular weight distribution (Mw/Mn = 1.27). p-Methylstyrene and styrene were also polymerized using catalyst [EtOCOCH2SbPh3][TEPB], although the polymerization was not controlled.
中文翻译：
苯乙烯衍生物的磷元素键介导的受控阳离子聚合：使用非离子和离子磷元素化合物的催化活性研究
使用pMOS·HCl和Sb(C 6 F 5 ) 3在25℃下进行对甲氧基苯乙烯(pMOS)的阳离子聚合。在[pMOS·HCl]:[Sb(C 6 F 5 ) 3 ]:[pMOS] = 10:10:500 mM浓度条件下，CH 3 CN/CH 2 Cl 2 (3/1 in体积比）均匀地进行，产生M n = 5800 和M w / M n = 1.50 的聚（pMOS）。根据单体消耗率，催化活性按Sb(C 6 F 5 ) 3 (5.9 × 10 -1 h -1 ) > Te(C 6 F 5 ) 2 (2.0 × 10 -1 h -1 ) > IC 6 F 5 (1.0 × 10 -2 h -1 )。在n Bu 4 NCl（相对于Sb(C 6 F 5 ) 3为0.02当量）存在下，分子量分布变窄（M w / Mn = 1.23），但MALDI-TOF/MS暗示链转移反应。另一方面，使用[MeSbPh 3 ][TEPB]与n Bu 4 NCl组合在CH 2 Cl 2中进行pMOS的阳离子聚合导致了更好的分子量可控性（计算M n = 6100和理论M n = 6300），其中MALDI-TOF/MS 分析证实链转移反应减少。[SbPh 4 ][TEPB]和[SbPh 4 ][OTf]表现出催化活性降低。具有吸电子酯基的[EtOCOCH 2 SbPh 3 ][TEPB]表现出最高的活性（单体转化率在8小时内达到91%），同时保持窄的分子量分布（M w / Mn = 1.27 ） 。对甲基苯乙烯和苯乙烯也使用催化剂[EtOCOCH 2 SbPh 3 ][TEPB]聚合，但聚合反应不受控制。
更新日期：2023-08-14
中文翻译：
苯乙烯衍生物的磷元素键介导的受控阳离子聚合：使用非离子和离子磷元素化合物的催化活性研究
使用pMOS·HCl和Sb(C 6 F 5 ) 3在25℃下进行对甲氧基苯乙烯(pMOS)的阳离子聚合。在[pMOS·HCl]:[Sb(C 6 F 5 ) 3 ]:[pMOS] = 10:10:500 mM浓度条件下，CH 3 CN/CH 2 Cl 2 (3/1 in体积比）均匀地进行，产生M n = 5800 和M w / M n = 1.50 的聚（pMOS）。根据单体消耗率，催化活性按Sb(C 6 F 5 ) 3 (5.9 × 10 -1 h -1 ) > Te(C 6 F 5 ) 2 (2.0 × 10 -1 h -1 ) > IC 6 F 5 (1.0 × 10 -2 h -1 )。在n Bu 4 NCl（相对于Sb(C 6 F 5 ) 3为0.02当量）存在下，分子量分布变窄（M w / Mn = 1.23），但MALDI-TOF/MS暗示链转移反应。另一方面，使用[MeSbPh 3 ][TEPB]与n Bu 4 NCl组合在CH 2 Cl 2中进行pMOS的阳离子聚合导致了更好的分子量可控性（计算M n = 6100和理论M n = 6300），其中MALDI-TOF/MS 分析证实链转移反应减少。[SbPh 4 ][TEPB]和[SbPh 4 ][OTf]表现出催化活性降低。具有吸电子酯基的[EtOCOCH 2 SbPh 3 ][TEPB]表现出最高的活性（单体转化率在8小时内达到91%），同时保持窄的分子量分布（M w / Mn = 1.27 ） 。对甲基苯乙烯和苯乙烯也使用催化剂[EtOCOCH 2 SbPh 3 ][TEPB]聚合，但聚合反应不受控制。
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