Melt-Processable Poly(ether imide)s Based on Catechol Bis(ether anhydride)

Abstract

Having previously demonstrated the possibility of synthesizing high molecular weight poly(ether imide)s with ortho-linked main-chain units from bis(ether anhydride)s derived from catechol or its derivatives, we now provide a preliminary assessment of the properties of the polymers prepared from the catechol bis(ether anhydride) and a variety of diamines. The polymers have low color, are soluble in a variety of solvents, and are thermally stable to temperatures in excess of 470 °C. Glass transition temperatures are comparable with or higher than that of the commercial poly(ether imide) Ultem. Solvent-cast films have high modului and strengths. Extensions to break are relatively low, except for the polymer based on 4,4‘-bis(4-aminophenoxy)biphenyl, which has an extension of 170%. All the polymers can be drawn to produce materials with higher moduli and strengths and, in most cases, higher extensions to break. Thus the polymers can be processed from the melt or from solution.

Synthesis and Properties of Organosoluble Fluorinated Polyamides Bearing 2-2′-Thio-bis(4-methyl Phenoxy) Groups

“…Therefore, much effort has been made to increase the solubility and processability of rigid chain polymers. Introduction of flexibilizing groups [3][4][5], bulky lateral substituents [6][7][8], non-linear moieties [9,10], hyper-branched or dendritic architectures [11][12][13], and less symmetry, such as meta-or ortho-linkage [14,15], into the aromatic polymer main chains have been utilized to tune the polymer properties by the design and synthesis of new monomers. It is also well known that the incorporation of bulky CF 3 into polymers backbone results in an enhanced solubility and optical transparency together with a lowered dielectric constant which is attributed to low polarizability of the C-F bond and the increase in free volume [16][17][18][19].…”

Synthesis and Properties of Novel Fluorinated Polyamides Based on Noncoplanar Sulfoxide Containing Aromatic Bis(ether amine)

“…To develop easily processable high performance polymers, modifications that increase the solubility while maintaining the thermal stability are of particular interest. One of the successful approaches to increase solubility and processability of polyamides is by the introduction of flexible bonds, [5][6][7][8][9] unsymmetric and less symmetric such as meta-or ortho-linkages, [10][11][12] alicyclic, 13,14 and kinked structures. 15 Another approach employed to increase the solubility of rigid-rod polyamide is by incorporation of the nonlinear moieties such as a bulky noncoplanar groups in the polymer backbone.…”

Polyimide as a Plastic Substrate for the Flexible Organic Electroluminescent Device

“…However, most aromatic PI's are highly colored polymers with colors ranging from yellow to brown, as well as poor processability and low solubility. Structural modification of PI's, therefore, has been attempted including the incorporation of flexible bridging units [2], bulky substituent groups [3], and aliphatic moieties [4] into the PI backbone.…”