Citation: Hua-ji Liu, Run-hua Dong, Yu Chen. Preparation and Characterization of Thermoresponsive Hyperbranched Polyethylenimine with Plenty of Reactive Primary Amine Groups[J]. Chinese Journal of Polymer Science, ;2014, 32(7): 961-968. doi: 10.1007/s10118-014-1471-4 shu

Preparation and Characterization of Thermoresponsive Hyperbranched Polyethylenimine with Plenty of Reactive Primary Amine Groups

Corresponding author: Yu Chen, chentangyu@yahoo.com
Received Date: 13 March 2014
Revised Date: 14 April 2014

Fund Project: This work was financially supported by the financial support from the Program for New Century Excellent Talents in Universities, and the National Natural Science Foundation of China (Nos. 20804027 and 21274106).

Certain amount of primary amine (NH2) groups of hyperbranched polyethylenimine (HPEI) was first protected by Boc groups. Subsequently, the residual reactive amine groups were reacted with isobutyric anhydride to introduce isobutyramide (IBAm) groups to HPEI. Finally, Boc groups were deprotected to result in HPEI-IBAm-NH2 with 18% of primary amine terminals on the periphery and 80% of IBAm terminal groups (abbreviated as HPEI-IBAm0.80-NH2). 1H-NMR characterization proved the successful preparation of the product in each step. Compared with its spatial isomer HPEI-IBAm0.80 without primary amine groups, 1H-NMR spectra verified that more IBAm groups were located in the interior of HPEI-IBAm0.80-NH2. The further modification of HPEI-IBAm0.80-NH2 and HPEI-IBAm0.80 with p-nitrobenzaldehyde demonstrated that HPEI-IBAm0.80-NH2 was more reactive than HPEI-IBAm0.80 due to its possession of primary amines. Turbidimetry measurements showed that HPEI-IBAm0.80-NH2 was thermoresponsive in water. In the pH range of 9.5-10 its cloud point temperature (Tcp) was constant, and it increased obviously upon decreasing the pH below 9.5. The thermoresponsive HPEI-IBAm0.8 exhibited the similar trend, but the pH threshold to achieve the constant Tcp was around 8.5. Moreover, HPEI-IBAm0.8-NH2 showed higher Tcp and broader phase transition than HPEI-IBAm0.8. The mechanism leading to the different thermoresponsive properties between HPEI-IBAm0.8-NH2 and its spatial isomer HPEI-IBAm0.8 was discussed.
- Hyperbranched,
- Phase transition,
- Polyethylenimine,
- Spatial isomer,
- Thermoresponsive polymers
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
6. [6]
7. [7]
8. [8]
9. [9]
10. [10]
11. [11]
12. [12]
13. [13]
14. [14]
15. [15]
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
21. [21]
22. [22]
23. [23]
24. [24]
25. [25]
26. [26]
27. [27]
28. [28]
29. [29]
30. [30]
31. [31]
1. [1]
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2. [2]
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3. [3]
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4. [4]
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6. [6]
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7. [7]
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8. [8]
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10. [10]
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11. [11]
  Fan Wu , Shaoyang Wu , Xin Ye , Yurong Ren , Peng Wei . Research progress of high-entropy cathode materials for sodium-ion batteries. Chinese Chemical Letters, 2025, 36(4): 109851-. doi: 10.1016/j.cclet.2024.109851
12. [12]
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13. [13]
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14. [14]
  Zhuoer Cai , Yinan Zhang , Xiu-Ni Hua , Baiwang Sun . Phase transition arising from order-disorder motion in stable layered two-dimensional perovskite. Chinese Journal of Structural Chemistry, 2024, 43(11): 100426-100426. doi: 10.1016/j.cjsc.2024.100426
15. [15]
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16. [16]
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17. [17]
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18. [18]
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沈阳化工大学材料科学与工程学院沈阳 110142