Synthesis and characterization of an aromatic diamine and its polyimides containing asymmetric large side groups

Wang, Chenyi; Yu, Bin; Jiang, Cairong; Zhao, Xiaoyan; Li, Jian; Ren, Qiang

doi:10.1007/s00289-019-03085-3

Cited by 22 publications

(14 citation statements)

References 25 publications

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“…As a kind of high‐performance engineering plastic, polyimide (PI) has excellent mechanical strength, thermal stability, atomic oxygen resistance, light transmittance, and dielectric properties, 1 which is widely used in aerospace, electronics and electrical devices, precision instruments, and so on 2 . Due to the designability of structures and properties, introducing chromogenics into the main or branch chains of PIs will bring the unique photoelectric functions 3,4 . For example, triphenylamine (TPA) and its derivatives possess helical twisted structures, excellent electron donor, and charge transfer performance, which are applied in the functional PIs with unique photoelectric properties 5,6 .…”

Section: Introductionmentioning

confidence: 99%

“…and properties, introducing chromogenics into the main or branch chains of PIs will bring the unique photoelectric functions. 3,4 For example, triphenylamine (TPA) and its derivatives possess helical twisted structures, excellent electron donor, and charge transfer performance, which are applied in the functional PIs with unique photoelectric properties. 5,6 Recently, Hsiao et al 7 synthesized a series of PIs utilized TPA and its derivatives as active units, which exbited the outstanding solubility, thermal stability, and electrochromic properties.…”

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confidence: 99%

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Improving of the structures and properties of functional polyimide films by direct blend method

Niu

Shi

Pei

et al. 2022

J of Applied Polymer Sci

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Triphenylamine (TPA)-based polyimides (PIs) have excellent discoloration characteristics and widely used as functional films. However, these PIs usually exhibit lower mechanical and thermal properties, and TPA units as the electron donor also weaken the optical transmittance of PIs. Utilized blending with diaminodiphenyl ether (ODA)-based PIs, we successfully prepared the blend polyimide (BPI) films containing ODA/TPA units, to realize complementary advantages of excellent mechanical, thermal, optical, and electrochemical properties. Among them, the tensile strength of BPI-53 film (mole ratio of TPA/ODA = 5:3) is reached up to 105.5 MPa, which is 641.9% much higher than 14.22 MPa of TPA-PI film. Moreover, the thermal stability of BPI-53 film is also significantly improved. T 5 (temperature of 5% weight loss) can be increased to 548.26 C for BPI-53 film, and the weight residual rate at 800 C in N 2 atmosphere is increased by an addition of 4%. Besides, BPI-53 film also has good transmittance property in district of 400-700 nm, and the variation range of transmittance under 1.0 V positive bias voltage is of 36.61%. For the electrochromics, the discoloration properties of blend polyamide acid (BPAA) dry film can be well maintained.

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Section: Introductionmentioning

confidence: 99%

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confidence: 99%

Improving of the structures and properties of functional polyimide films by direct blend method

Niu

Shi

Pei

et al. 2022

J of Applied Polymer Sci

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“…Some strategies have been proposed, including introduction of unsymmetrical structure and exible linkage, incorporation of large volume pendant substituents, addition of alicyclic unit and copolymerization, to hinder the formation of CTC. [10][11][12][13][14] The highly transparent uorinated PIs were rstly invented by Dupont in 1961, followed by detailed studies by NASA and St. Clair in 1980's. [7][8][9] Now, the introduction of -CF 3 groups are commonly adopted to increase the solubility and optical transparency of the polyimides because of their weak electronic polarization and high electronegativity as well as bulky steric hindrance.…”

Section: Introductionmentioning

confidence: 99%

Solubility, thermal and photoluminescence properties of triphenyl imidazole-containing polyimides

Bai

et al. 2021

RSC Adv.

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“…Many scientific papers have examined the relationship between the chemical structure of polymers and their macroscopic properties, including their behaviour as gas separating membranes [ 11 , 12 , 13 , 14 ]. Those studies have focused on changing the size and shape of the side groups to tune the stiffness of poly(imide)s main chain or to introduce functional groups that could be chemically modified post-polymerization.…”

Section: Introductionmentioning

confidence: 99%

New Poly(imide)s Bearing Alkyl Side-Chains: A Study on the Impact of Size and Shape of Lateral Groups on Thermal, Mechanical, and Gas Transport Properties

Rodríguez-González

Pérez²,

Niebla

et al. 2020

Membranes

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A set of five new aromatic poly(imide)s (PIs) incorporating pendant acyclic alkyl moieties were synthesized. The difference among them was the length and bulkiness of the pendant group, which comprises of linear alkyl chains from three to six carbon atoms, and a tert-butyl moiety. The effect of the side group length on the physical, thermal, mechanical, and gas transport properties was analyzed. All PIs exhibited low to moderate molecular weights (Mn ranged between 27.930–58.970 Da, and Mw ranged between 41.760–81.310 Da), good solubility in aprotic polar solvents, except for PI-t-4, which had a tert-butyl moiety and was soluble even in chloroform. This behaviour was probably due to the most significant bulkiness of the side group that increased the interchain distance, which was corroborated by the X-ray technique (PI-t-4 showed two d-spacing values: 5.1 and 14.3 Å). Pure gas permeabilities for several gases were reported (PI-3 (Barrer): He(52); H2(46); O2(5.4); N2(1.2); CH4(1.1); CO2(23); PI-t-4 (Barrer): He(139); H2(136); O2(16.7); N2(3.3); CH4(2.3); CO2(75); PI-5 (Barrer): He(44); H2(42); O2(5.9); N2(1.4); CH4(1.2); CO2(27); PI-6 (Barrer): He(45); H2(43); O2(6.7); N2(1.7); CH4(1.7); CO2(32)). Consistent higher volume in the side group was shown to yield the highest gas permeability. All poly(imide)s exhibited high thermal stability with 10% weight loss degradation temperature between 448–468 °C and glass transition temperature between 240–270 °C. The values associated to the tensile strength (45–87 MPa), elongation at break (3.2–11.98%), and tensile modulus (1.43–2.19 GPa) were those expected for aromatic poly(imide)s.

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Synthesis and characterization of an aromatic diamine and its polyimides containing asymmetric large side groups

Cited by 22 publications

References 25 publications

Improving of the structures and properties of functional polyimide films by direct blend method

Improving of the structures and properties of functional polyimide films by direct blend method

Solubility, thermal and photoluminescence properties of triphenyl imidazole-containing polyimides

New Poly(imide)s Bearing Alkyl Side-Chains: A Study on the Impact of Size and Shape of Lateral Groups on Thermal, Mechanical, and Gas Transport Properties

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