Page 103 - 《精细化工》2022年第2期

第 2 期 田亚州，等: 丁香酚基点击化学网络的分子结构设计及性能 ·307·

EUIS/4SH 和 EUPH/4SH 的细胞毒性等级为 0 级， relationships and implementation in 3D printing[J]. Macromolecules,
意味着其在生物材料领域具有潜在的应用价值。 2021, 54(9): 4042-4049.
[5] DAI J Y, MA S Q, ZHU L X, et al. UV-thermal dual cured

anti-bacterial thiol-ene networks with superior performance from
renewable resources[J]. Polymer, 2017, 108: 215-222.
[6] AOYAGI S, SHIMASAKI T, TERAMOTO N, et al. Bio-based
polymer networks by thiol-ene photopolymerization of allylated
L-glutamic acids and L-tyrosines[J]. European Polymer Journal,
2018, 101: 151-158.
[7] MIAO J T, YUAN L, GUAN Q, et al. Water-phase synthesis of a
biobased allyl compound for building UV-curable flexible thiol-ene
polymer networks with high mechanical strength and transparency[J].
ACS Sustainable Chemistry & Engineering, 2018, 6(6): 7902-7909.
[8] LINK L A, LONNECKER A T, HEARON K, et al. Photo-cross-linked
poly(thioether-co-carbonate) networks derived from the natural

图 8 EUIS/4SH 和 EUPH/4SH 的细胞毒性 product quinic acid[J]. ACS Applied Materials & Interfaces, 2014,
6(20): 17370-17375.
Fig. 8 Cell viability of EUIS/4SH and EUPH/4SH [9] WANG N (王楠), TANG W M (唐伟敏), CHU B Q (楚秉泉), et al.

Whitening efficacy of bamboo leaf flavonoids nanoparticles based on
B16 melanoma cell evaluation system[J]. Fine Chemicals (精细化
3 结论 工), 2016, 33(12): 1375-1380.
[10] LIU T, SUN L C, OU R X, et al. Flame retardant eugenol-based
（1）合成了两种具有内在刚性结构的烯丙基化 thiol-ene polymer networks with high mechanical strength and
合物（EUPH 和 EUIS）。FTIR 和 NMR 表征证明了 transparency[J]. Chemical Engineering Journal, 2019, 368: 359-368.
[11] KRISTUFEK T S, KRISTUFEK S L, LINK L A, et al. Rapidly-cured
EUPH 和 EUIS 的成功合成。 isosorbide-based cross-linked polycarbonate elastomers[J]. Polymer
（2）TCPs 的制备过程通过 FTIR 原位固化反应 Chemistry, 2016, 7(15): 2639-2644.
进行跟踪，表明了—SH 和—CH 2 —CH==CH 2 官能团 [12] GRAUZELIENE S, NAVARUCKIENE A, SKLIUTAS E, et al.
Vegetable oil-based thiol-ene/thiol-epoxy resins for laser direct
之间具有高选择性和反应的高效性。 writing 3D micro-/nano-lithography[J]. Polymers, 2021, 13(6): 872.
（3）EUIS/4SH 和 EUPH/4SH 的 T g 分别为 65.4 [13] GE M, MIAO J T, ZHANG K, et al. Building biobased, degradable,
flexible polymer networks from vanillin via thiol-ene “click”
和 55.4 ℃。EUIS/4SH 和 EUPH/4SH 的拉伸强度分别
photopolymerization[J]. Polymer Chemistry, 2021, 12(4): 564-571.
为 (61.4±5.4) 和 (57.4±2.6) MPa 、 拉 伸 模量分 别为 [14] SHEN L, CHENG J, ZHANG J Y. Reworkable adhesives: Healable
(1.4±0.1)和(1.3±0.1) GPa。EUIS/4SH 和 EUPH/4SH and fast response at ambient environment based on anthracene-based
thiol-ene networks[J]. European Polymer Journal, 2020, 137: 109927.
的 T d5% 分别为 347.2 和 335.2 ℃。EUIS/4SH 和
[15] TAVEMIER R, GRANADO L, FOYER G, et al. Aromatic
EUPH/4SH 的细胞毒性等级均为 0 级，表明合成的 dialdehyde-based bisbenzoxazines: The influence of relative position
EUIS/4SH 和 EUPH/4SH 在生物材料领域具有潜在 of oxazine rings[J]. Polymer, 2021, 216: 123270.
[16] MIDDLETON J C, TIPTON A J. Synthetic biodegradable polymers
的应用价值。
as orthopedic devices[J]. Biomaterials, 2000, 21(23): 2335-2346.
[17] TIAN Y Z, WANG Q, WANG K, et al. From biomass resources to
参考文献： functional materials: A fluorescent thermosetting material based on
[1] GANDINI A, LACERDA T M, CARVALHO A J F, et al. Progress of resveratrol via thiol-ene click chemistry[J]. European Polymer
polymers from renewable resources: Furans, vegetable oils, and Journal, 2020, 123: 109416.
polysaccharides[J]. Chemical Reviews, 2016, 116(3): 1637-1669. [18] YANG G Z, KRISTUFEK S L, LINK L A, et al. Thiol-ene elastomers
[2] TIAN Y Z, WANG Q, CHENG J, et al. A fully biomass based derived from biobased phenolic acids with varying functionality[J].
monomer from itaconic acid and eugenol to build degradable Macromolecules, 2016, (49): 7737-7748.
thermosets via thiol-ene click chemistry[J]. Green Chemistry, 2020, [19] LU Y J (卢言菊), ZHAO Z D (赵振东), BI L W (毕良武), et al.
22(3): 921-932. Synthesis and antitumor activity of isopimaric N-hetero-cyclic
[3] CARIOSCIA J A, SCHNEIDEWIND L, O'BRIEN C, et al. sulfonamides derivatives[J]. Fine Chemicals (精细化工), 2020,
Thiol-norbornene materials: Approaches to develop high T g thiol-ene 38(3): 578-584, 624.
polymers[J]. Journal of Polymer Science Part A: Polymer Chemistry, [20] TIAN X J (田小俊), TIAN S H (田胜慧), ZHENG B T (郑保婷),
2007, 45(23): 5686-5696. et al. The research of cytotoxicity test methods selection of medical
[4] WANG X, HERNANDEZ J J, GAO G Z, et al. Poly(triazole) glassy adhesive[J]. China Medical Device Information (中国医疗器械信
networks via thiol-norbornene photopolymerization: Structure-property 息), 2017, 23(11): 58-60.