Synthesis of CO2-Based Re-processable Slight Cross-Linked Polyurea Thermosets

doi:10.6023/cjoc202405045

Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (10): 3178-3184.DOI: 10.6023/cjoc202405045 Previous Articles Next Articles

Special Issue: 二氧化碳专题合集

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二氧化碳基可再加工微交联热固性聚脲的合成

黄文翰^a^,^b,†, 姜山^c,†, 李慧^a^,^b, 赵凤玉^a^,^b^,^*(), 程海洋^a^,^b^,^*()

a 中国科学院长春应用化学研究所电分析化学国家重点实验室吉林省绿色化学与过程重点实验室长春 130022
b 中国科学技术大学应用化学与工程学院合肥 230026
c 上海大学材料科学与工程学院上海 200444

收稿日期:2024-05-29 修回日期:2024-08-22 发布日期:2024-09-10
作者简介:^†共同第一作者
基金资助:
国家自然科学基金(22172155)

Synthesis of CO₂-Based Re-processable Slight Cross-Linked Polyurea Thermosets

Wenhan Huang^a^,^b,†, Shan Jiang^c,†, Hui Li^a^,^b, Fengyu Zhao^a^,^b,*(), Haiyang Cheng^a^,^b,*()

a Jilin Provincial Key Laboratory of Green Chemistry and Process, State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022
b School of Applied Chemistry and Engineering, University of Science and Technology of China, Hefei 230026
c School of Materials Science and Engineering, Shanghai University, Shanghai 200444

Received:2024-05-29 Revised:2024-08-22 Published:2024-09-10
Contact: *E-mail: zhaofy@ciac.ac.cn;hycyl@ciac.ac.cn
About author:^†These authors contributed equally to this work
Supported by:
National Natural Science Foundation of China(22172155)

The use of CO₂ as monomer to synthesize polymer materials is an important and potential applications topic from the viewpoint of green and sustainable chemistry. A new kind of CO₂-based polyurea (PUa) was synthesized by polycondensation of CO₂ with 4,7,10-trioxa-1,13-tridecanediamine and tris(2-aminoethyl)amine (TAEA). TAEA was used as cross-link reagent. The mechanical properties of PUa were significantly improved by inserted the crosslink agent of TAEA. The formed slight cross-linked PUa exhibited excellent mechanical properties with tensile strength of 26.8 MPa, elongation at break of 34% and Young’s modulus of 351 MPa. Moreover, it could be remolded for 3 times without obvious change in the mechanical properties, which are ascribed to the hydrogen bonding interaction among the main chains and the slight cross-linked structure. In addition, the synthesized CO₂-based PUa is of outstanding thermal performance with an initial decomposition temperature above 300 ℃, besides it is tolerance for a variety of organic solvents.

Key words: CO₂, polyurea, non-isocyanate, re-processable, thermoset, slight cross-linking

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Wenhan Huang, Shan Jiang, Hui Li, Fengyu Zhao, Haiyang Cheng. Synthesis of CO₂-Based Re-processable Slight Cross-Linked Polyurea Thermosets[J]. Chinese Journal of Organic Chemistry, 2024, 44(10): 3178-3184.

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Fig. & Tab. 9

Scheme 1. Synthesis of slight cross-linked polyurea from CO2 and diamine

Figure 1. FTIR spectra of (a) TTD100, (b) TTD100-TAEA1.9, (c) TTD100-TAEA3.7, (d) TTD100-TAEA5.5

Figure 2. Solid 13C NMR of TTD100 and TTD100-TAEA3.7

Figure 3. XRD of TTD100, TTD100-TAEA1.9, TTD100-TAEA3.7, TTD100-TAEA5.5

Figure 4. (a) DSC and (b) TGA of TTD100, TTD100-TAEA1.9, TTD100-TAEA3.7 and TTD100-TAEA5.5

Figure 5. (a) Hot-press recovery diagrams and (b) stress-strain curves of TTD100, TTD100-TAEA1.9, TTD100-TAEA3.7, TTD100-TAEA5.5; (c) Stress-strain curves of reprocessed TTD100-TAEA3.7

Figure 6. ATR-FTIR of TTD100-TAEA3.7 with increasing temperature

Figure 7. Stress-strain curves of aged samples and original TTD100-TAEA3.7

Figure 8. (a) Swelling test images, and (b) swelling ratio and gel fraction of TTD100-TAEA3.7 in different solvent

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二氧化碳基可再加工微交联热固性聚脲的合成

Synthesis of CO₂-Based Re-processable Slight Cross-Linked Polyurea Thermosets

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