|
|
Preparation and Properties of Curd Polyimide Modified by Oligomeric Polyimide |
ZHU Guohao, CHEN Ping( ), XU Jilei, SUN Huimin |
State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, China |
|
Cite this article:
ZHU Guohao, CHEN Ping, XU Jilei, SUN Huimin. Preparation and Properties of Curd Polyimide Modified by Oligomeric Polyimide. Chinese Journal of Materials Research, 2025, 39(2): 103-112.
|
Abstract A novel oligomeric polyimide (SPI) incorporated with Cardo structures, flexible siloxane bonds, and phenylethynyl terminations was designed and synthesized. Then, the prepared SPI was blended with polyimide (PI) matrix in different proportions to produced SPI modified PI polymer. Upon curing, the SPI modified PI polymer exhibited significant improvements in thermal and mechanical properties. The glass transition temperature (Tg) of the cured blends increased from 382 oC for the PI matrix to 459 oC. Correspondingly, the tensile strength and tensile modulus were improved from 96.25 MPa and 1.83 GPa to 128.96 MPa and 2.41 GPa respectively. The enhanced thermal stability and mechanical performance of the modified PI may be attributed to the synergistic effects between the siloxane structures with the semi-interpenetrating polymer network (semi-IPNs) formed during the thermal crosslinking process.
|
Received: 15 June 2024
|
|
Fund: Liaoning Revitalization Talents Program(XLYC1802085);National Natural Science Foundation of China(51873109);Dalian Science and Technology Innovation Fund Project(2019J11CY007) |
Corresponding Authors:
CHEN Ping, Tel: (0411)84986100, E-mail: pchen@dlut.edu.cn
|
1 |
Ma P C, Dai C T, Wang H Z, et al. A review on high temperature resistant polyimide films: Heterocyclic structures and nanocomposites [J]. Compos. Commun., 2019, 16: 84
|
2 |
Liu X J, Zheng M S, Chen G, et al. High-temperature polyimide dielectric materials for energy storage: theory, design, preparation and properties [J]. Energy Environ. Sci., 2022, 15(1): 56
|
3 |
Qian G T, Chen H Q, Song G L, et al. Superheat-resistant polyimides with ultra-low coefficients of thermal expansion [J]. Polymer, 2020, 196: 122482
|
4 |
Lian M, Lu X M, Lu Q H. Synthesis of superheat-resistant polyimides with high Tg and low coefficient of thermal expansion by introduction of strong intermolecular interaction [J]. Macromolecules, 2018, 51(24): 10127
|
5 |
Cooper S L, Mair A D, Tobolsky A V. A study of the mechanical behavior of polyimides [J]. Text. Res. J., 1965, 35(12): 1110
|
6 |
Tian Y, Luo Y F, Meng H C, et al. Fabrication of lightweight polyimide foams with exceptional mechanical and thermal properties [J]. Macromol. Rapid Commun., 2023, 44(21): 2300357
|
7 |
Li Q, Chen R H, Guo Y J, et al. Fluorinated linear copolyimide physically crosslinked with novel fluorinated hyperbranched polyimide containing large space volumes for enhanced mechanical properties and UV-shielding application [J]. Polymers, 2020, 12(1): 88
|
8 |
Jiang S H, Cheong J Y, Nam J S, et al. High-density fibrous polyimide sponges with superior mechanical and thermal properties [J]. ACS Appl. Mater. Interfaces, 2020, 12(16): 19006
|
9 |
Li Y H, Sun G H, Zhou Y, et al. Progress in low dielectric polyimide film-A review [J]. Prog. Org. Coat., 2022, 172: 107103
|
10 |
Peng W F, Lei H Y, Qiu L H, et al. Perfluorocyclobutyl-containing transparent polyimides with low dielectric constant and low dielectric loss [J]. Polym. Chem., 2022, 13(26): 3949
|
11 |
Bei R X, Qian C, Zhang Y, et al. Intrinsic low dielectric constant polyimides: relationship between molecular structure and dielectric properties [J]. J. Mater. Chem., 2017, 5C(48): 12807
|
12 |
Fan H, Xie T T, Wang C, et al. Low-dielectric polyimide constructed by integrated strategy containing main-chain and crosslinking network engineering [J]. Polymer, 2023, 279: 126035
|
13 |
Chen Z G, Zhou Y B, Wu Y C, et al. Fluorinated polyimide with polyhedral oligomeric silsesquioxane aggregates: toward low dielectric constant and high toughness [J]. Compos. Sci. Technol., 2019, 181: 107700
|
14 |
Connell J W, Smith Jr J G, Hergenrother P M, et al. Neat resin, adhesive and composite properties of reactive additive/PETI-5 blends [J]. High Perform. Polym., 2000, 12(2): 323
|
15 |
Yu P, Xue M Z, Liu Y G, et al. Effect of blending modifications for phenylethynyl-terminated polyimides [J]. Fibers Polym., 2020, 21: 282
|
16 |
Li X T, Zhang P Y, Dong J, et al. Preparation of low-κ polyimide resin with outstanding stability of dielectric properties versus temperature by adding a reactive Cardo-containing diluent [J]. Compos., 2019, 177B: 107401
|
17 |
Chen W, Ji M, Yang S Y. High thermal stable polyimide resins derived from phenylethynyl-endcapped fluorenyl oligoimides with low melt viscosities [J]. Chin. J. Polym. Sci., 2016, 34: 933
|
18 |
Yu P, Wang Y, Yu J R, et al. Development of novel cardo-containing phenylethynyl-terminated polyimide with high thermal properties [J]. Polym. Adv. Technol., 2017, 28(2): 222
|
19 |
Qu C H, Li X, Yang Z H, et al. Damping, thermal, and mechanical performances of a novel semi-interpenetrating polymer networks based on polyimide/epoxy [J]. J. Appl. Polym. Sci., 2019, 136(41): 48032
|
20 |
Tang H, Dong L S, Feng Z L. Polyimide and its blends [J]. Chin. J. Master. Res., 1996, 10(5): 449
|
|
汤 浩, 董丽松, 冯之榴. 聚酰亚胺及其共混物 [J]. 材料研究学报, 1996, 10(5): 449
|
21 |
Pan H Y, Pu H T, Jin M, et al. Semi-interpenetrating polymer networks of Nafion® and fluorine-containing polyimide with crosslinkable vinyl group [J]. Polymer, 2010, 51(11): 2305
|
22 |
Harris F W, Pamidimukkala A, Gupta R, et al. Synthesis and characterization of reactive end-capped poiymide oligomers [J]. J. Macromol. Sci., 1984, 21A(8-9): 1117
|
23 |
Cano R J, Jensen B J. Effect of molecular weight on processing and adhesive properties of the phenylethynyl-terminated polyimide LARC™-PETI-5 [J]. J. Adhes., 1997, 60(1-4): 113
|
24 |
Hergenrother P M, Connell J W, Smith Jr J G. Phenylethynyl containing imide oligomers [J]. Polymer, 2000, 41(13): 5073.
|
25 |
Smith Jr J G, Connell J W, Hergenrother P M, et al. High temperature transfer molding resins-II [A]. SAMPE Symposium and Exhibition [C]. California, 2001
|
26 |
Smith Jr J G, Connell J W, Hergenrother P M, et al. High temperature transfer molding resins based on 2,3,3',4'-biphenyltetracarboxylic dianhydride[A]. 47th International SAMPE Symposium and Exhibition[C]. Long Beach: NTRS, 2002
|
27 |
Chen W Y, Ho K S, Hsieh T H, et al. Simultaneous preparation of PI/POSS semi-IPN nanocomposites [J]. Macromol. Rapid Commun., 2006, 27(6): 452
|
28 |
Zhou D R, Yuan L L, Hong W J, et al. Molecular design of interpenetrating fluorinated polyimide network with enhanced high performance for heat-resistant matrix [J]. Polymer, 2019, 173: 66
|
29 |
Johnston N J, Srinivasan K, Peter R H. Toughening of PMR composites by gradient semi-interpenetrating networks [A]. 37th International SAMPE Symposium and Exhibition [C]. Anaheim: Society for the Advancement of Material and Process Engineering, 1992
|
30 |
Ke H J, Zhao L W, Zhang X H, et al. Performance of high-temperature thermosetting polyimide composites modified with thermoplastic polyimide [J]. Polym. Test., 2020, 90: 106746
|
31 |
Wood L A. Glass transition temperatures of copolymers [J]. J. Polym. Sci., 1958, 28(117): 319
|
32 |
Fox T G. Influence of diluent and of copolymer composition on the glass temperature of a polymer system [J]. Bull. Am. Phys. Soc., 1956, 1: 123
|
33 |
Pochan J M, Beatty C L, Pochan D F. Different approach for the correlation of the Tg of mixed amorphous systems [J]. Polymer, 1979, 20(7): 879
|
34 |
Fang X M, Xie X Q, Simone C D, et al. A solid-state 13C NMR study of the cure of 13C-labeled phenylethynyl end-capped polyimides [J]. Macromolecules, 2000, 33(5): 1671
|
35 |
Fang X M, Rogers D F, Scola D A, et al. A study of the thermal cure of a phenylethynyl-terminated imide model compound and a phenylethynyl-terminated imide oligomer (PETI-5) [J]. J. Polym. Sci., 1998, 36A(3): 461.
|
36 |
Fang X M, Hutcheon R, Scola D A. A study of the kinetics of the microwave cure of a phenylethynyl-terminated imide model compound and imide oligomer (PETI-5) [J]. J. Polym. Sci., 2000, 38A(14): 2526
|
37 |
Holland T V, Glass T E, McGrath J E. Investigation of the thermal curing chemistry of the phenylethynyl group using a model aryl ether imide [J]. Polymer, 2000, 41(13): 4965
|
38 |
Affolter S, Ritter A, Schmid M. Interlaboratory tests on polymers by differential scanning calorimetry (DSC): determination of glass transition temperature (Tg) [J]. Macromol. Mater. Eng., 2001, 286(10): 605
|
39 |
Ronova I A, Bruma M. Influence of chemical structure on glass transition temperature of polyimides [J]. Struct. Chem., 2010, 21: 1013
|
40 |
Grzybowski A. Glass transition and related phenomena [J]. Int. J. Mol. Sci., 2023, 24(10): 8685
|
41 |
Chen Z G, Zhang S, Feng Q, et al. Improvement in mechanical and thermal properties of transparent semi-aromatic polyimide by crosslinking [J]. Macromol. Chem. Phys., 2020, 221(12): 2000085
|
42 |
Yuan L L, Ji M, Yang S Y. Molecular weight controlled poly(amic acid) resins end-capped with phenylethynyl groups for manufacturing advanced polyimide films [J]. J. Appl. Polym. Sci., 2017, 134(43): 45168
|
43 |
Chang K Y, Chang H M, Lee Y D. Molecular composite. II. Novel block copolymer and semi-interpenetrating polymer network of rigid polyamide and flexible polyimide [J]. J. Polym. Sci., 1994, 32A(14): 2629
|
44 |
Jang B Z, Pater R H, Soucek M D, et al. Plastic deformation mechanisms in polyimide resins and their semi-interpenetrating networks [J]. J. Polym. Sci., 1992, 30B(7): 643
|
45 |
Li Q, Liao G F, Tian J, et al. Preparation of novel fluorinated copolyimide/amine-functionalized sepia eumelanin nanocomposites with enhanced mechanical, thermal, and UV-shielding properties [J]. Macromol. Mater. Eng., 2018, 303(2): 1700407
|
46 |
Liu J F, Fan W F, Lu G W, et al. Semi-interpenetrating polymer networks based on cyanate ester and highly soluble thermoplastic polyimide [J]. Polymers, 2019, 11(5): 862
|
47 |
Wohl C J, Belcher M A, Chen L, et al. Laser ablative patterning of copoly(imide siloxane)s generating superhydrophobic surfaces [J]. Langmuir, 2010, 26(13): 11469
doi: 10.1021/la100958r
pmid: 20446721
|
48 |
Xiong L, Wang X L, Qi H X, et al. Synthesis of a new siloxane-containing alicyclic dianhydride and the derived polyimides with improved solubility and hydrophobicity [J]. J. Appl. Polym. Sci., 2013, 127(3): 1493
|
49 |
Liu N, Wei K, Wang L, et al. Organic-inorganic polyimides with double decker silsesquioxane in the main chains [J]. Polym. Chem., 2016, 7(5): 1158
|
No Suggested Reading articles found! |
|
|
Viewed |
|
|
|
Full text
|
|
|
|
|
Abstract
|
|
|
|
|
Cited |
|
|
|
|
|
Shared |
|
|
|
|
|
Discussed |
|
|
|
|