Biobased transparent polyimides with excellent solubility and mechanical properties using myo-inositol derived diamines

Zhang, Rui; Li, Tianyun; Zhou, Haihua; Huang, Hui; Chen, Yongming

doi:10.1016/j.reactfunctpolym.2018.05.006

Cited by 15 publications

(13 citation statements)

References 17 publications

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“…Myo-inositol or cyclohexanehexol is a naturally occurring cyclohexane decorated with six hydroxylic groups that is widely encountered in animals and plants. One of the many stereoisomers of inositol, it is the most commonly used biologically active isomer [40].…”

Section: Pis Derived From Myo-inositol (Mi)mentioning

confidence: 99%

“…Until now, a large number of bioactive molecules bearing inositol-derived components were used as building blocks in developing macromolecular backbones containing diols, like polyurethanes [41] or polyamides [42]. It was a matter of time until it would have been used to prepare polyimidic architectures through its incorporation in diamines [15,16,28,40].…”

Section: Pis Derived From Myo-inositol (Mi)mentioning

confidence: 99%

“…For example, myo-inositol was treated with 1,1-dimethoxycyclohexane to yield a heterocyclic compound with three alicyclic units, the central one bearing two free hydroxyl groups [42]. These hydroxyl moieties are further used to introduce two aromatic amine functions through substitution and subsequent reduction reactions [40].…”

Section: Pis Derived From Myo-inositol (Mi)mentioning

confidence: 99%

“…The target diamine readily underwent polycondensation with widely used, commercial dianhydrides in microwave conditions [40].…”

Section: Pis Derived From Myo-inositol (Mi)mentioning

confidence: 99%

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New High-Performance Materials: Bio-Based, Eco-Friendly Polyimides

Rusu¹,

Abadie²

2021

Polyimide for Electronic and Electrical Engineering Applications

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The development of high-performance bio-based polyimides (PIs) seems a difficult task due to the incompatibility between petrochemical-derived, aromatic monomers and renewable, natural resources. Moreover, their production usually implies less eco-friendly experimental conditions, especially in terms of solvents and thermal conditions. In this chapter, we touch some of the most significant research endeavors that were devoted in the last decade to engineering naturally derived PI building blocks based on nontoxic, bio-renewable feedstocks. In most cases, the structural motifs of natural products are modified toward amine functionalities that are then used in classical or nonconventional methods for PI synthesis. We follow their evolution as viable alternatives to traditional starting compounds and prove they are able to generate eco-friendly PI materials that retain a combination of high-performance characteristics, or even bring some novel, enhanced features to the field. At the same time, serious progress has been made in the field of nonconventional synthetic and processing options for the development of PI-based materials. Greener experimental conditions such as ionic liquids, supercritical fluids, microwaves, and geothermal techniques represent feasible routes and reduce the negative environmental footprint of PIs' development. We also approach some insights regarding the sustainability, degradation, and recycling of PI-based materials.

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Section: Pis Derived From Myo-inositol (Mi)mentioning

confidence: 99%

Section: Pis Derived From Myo-inositol (Mi)mentioning

confidence: 99%

Section: Pis Derived From Myo-inositol (Mi)mentioning

confidence: 99%

“…The target diamine readily underwent polycondensation with widely used, commercial dianhydrides in microwave conditions [40].…”

Section: Pis Derived From Myo-inositol (Mi)mentioning

confidence: 99%

See 2 more Smart Citations

New High-Performance Materials: Bio-Based, Eco-Friendly Polyimides

Rusu¹,

Abadie²

2021

Polyimide for Electronic and Electrical Engineering Applications

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show abstract

“…On the other hand, only limited examples of bio-based difunctional monomers such as diamines and diisocyanates suitable for synthesis of aromatic polyimides are available in the literature [6,9,11,[27][28][29][30][31][32][33][34][35][36][37].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of partially bio-based polyimides based on biphenylene-containing diisocyanate derived from vanillic acid

Kuhire

Ichake

Grau

et al. 2018

European Polymer Journal

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A new bio-based biphenylene-containing diisocyanate, namely, 5,5'-diisocyanato-2,2',3,3'-tetramethoxy-1,1'-biphenyl (BDI) was synthesized starting from vanillic acid-a lignin-derived phenolic acid. A series of new partially bio-based polyimides was prepared by polycondensation of BDI with five commercially available aromatic dianhydrides. Polyimides exhibited good solubility in organic solvents and medium molecular weights (Mn (GPC, polystyrene standard) = 25,100-32,200 g mol-1). Polyimides showed good thermal stability with 10 % degradation temperature and glass transition temperature in the range 459-473 °C and 262-329 °C, respectively.

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Highly Transparent, Colorless Optical Film with Outstanding Mechanical Strength and Folding Reliability Using Mismatched Charge‐Transfer Complex Intensification

Ahn

Kim

Hong

et al. 2022

Adv Funct Materials

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The development of flexible displays and electronics is hindered by the disadvantages of polymeric window films, such as low mechanical strength, poor optical properties, and lack of folding and rolling reliability. To overcome these critical limitations, a novel colorless polyimide window film is prepared in this study using the concept of charge‐transfer complex (CTC) intensification. The resulting window film has a tensile modulus of 8.4 GPa, total transmittance of ≈90%, and yellow index below 3, which is the best recorded balance between mechanical strength and optical properties for a highly flexible optical film. Unlike commercially available optical‐grade engineering plastic films and glass substrates, the prepared window film has both pencil hardness grade over 2H and folding reliability over 200 000 folding/unfolding cycles. These remarkable properties are attributed to the unique supramolecular structure with multiple hydrogen bonding and salt complexation interactions, which exhibits CTC intensification. The CTC intensification mechanism is also proposed in this study.

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Biobased transparent polyimides with excellent solubility and mechanical properties using myo-inositol derived diamines

Cited by 15 publications

References 17 publications

New High-Performance Materials: Bio-Based, Eco-Friendly Polyimides

New High-Performance Materials: Bio-Based, Eco-Friendly Polyimides

Synthesis and characterization of partially bio-based polyimides based on biphenylene-containing diisocyanate derived from vanillic acid

Highly Transparent, Colorless Optical Film with Outstanding Mechanical Strength and Folding Reliability Using Mismatched Charge‐Transfer Complex Intensification

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