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Synthesis, Optical, Thermal and Structural Characteristics of Novel Thermocleavable Polymers Based on Phthalate Esters.

ABSTRACT: In this work three novel phthalate-based thermocleavable copolymers, PBTP-11, PBTDTP-11 and PFDTP-11 have been designed and synthesized. PBTP-11 and PBTDTP-11 were prepared by copolymerizing distannylated bithiophene without or with flanked thienyl groups as the electron-donor units with dibrominated secondary phthalate ester as the electron-acceptor units. PFDTP-11 was prepared by copolymerizing distannylated fluorene flanked by thienyl groups as the electron-donor moieties with dibrominated secondary phthalate ester as the electron-acceptor moieties. All polymers were prepared via the Stille polymerization. The impact of two different electron-donor units on the solubility, molecular weights, optical properties, thermal and structural properties of the resulting polymers were investigated. PFDTP-11 had the highest average molecular weight (M_n = 16,400 g mol^-1). The polymers had E_g in the range of 2.11-2.58 eV. After thermal treatment, the E_g of the polymers were reduced by around 0.3-0.4 eV. This significant control over bandgap is promising and opens a gate towards commercializing these copolymers in energy harvesting devices such as solar cells. TGA data showed weight loss at around 300 °C, corresponding to the elimination of the secondary ester groups. After annealing, the soluble precursor polymers were transformed into active phthalic anhydride polymers and the resulting films were completely insoluble in all solvents, which shows good stability. Powder XRD studies showed that all polymers have an amorphous nature in the solid state, and therefore can be employed as electrolytes in energy devices.

SUBMITTER: R Murad A

PROVIDER: S-EPMC7760361 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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Synthesis, Optical, Thermal and Structural Characteristics of Novel Thermocleavable Polymers Based on Phthalate Esters.

R Murad Ary A Iraqi A A Aziz Shujahadeen B SB N Abdullah Sozan S Abdulwahid Rebar T RT

Polymers 20201125 12

In this work three novel phthalate-based thermocleavable copolymers, PBTP-11, PBTDTP-11 and PFDTP-11 have been designed and synthesized. PBTP-11 and PBTDTP-11 were prepared by copolymerizing distannylated bithiophene without or with flanked thienyl groups as the electron-donor units with dibrominated secondary phthalate ester as the electron-acceptor units. PFDTP-11 was prepared by copolymerizing distannylated fluorene flanked by thienyl groups as the electron-donor moieties with dibrominated se ...[more]

PMID: 33255813

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Project description:Five new Lanthanide(III) complexes of malonic acid (HOOC-CH2-COOH); {[Gd(C3H2O4)(H2O)4]·NO3} n (1), {[Tb(C3H2O4)(H2O)4]·NO3} n (2), {[Ho(C3H2O4)(H2O)4]·NO3} n (3), [Er(C3H2O4)(C3H3O4)(H2O)2] n (4), and {[Eu2(C3H2O4)2(C3H3O4)2(H2O)6]·4H2O} n (5) were synthesized and characterized by elemental, infrared spectral, and thermal analyses. The structures of compounds 1-5 were determined by single crystal X-ray diffraction technique. The X-ray analysis reveals that compounds 1, 2, and 3 are isostructural and crystallized in the orthorhombic space group Pmn21. The lanthanide(III) ions are coordinated by four carboxylate and four water oxygen atoms adopting a distorted square antiprism geometry. The LnO8 square antiprisms are linked into infinite layers by malonate (C3H2 O42- ) dianions sandwiching sheets of nitrate counter ions. Compound 4 contains ErO8 square antiprisms linked into a two-dimensional network by hydrogen malonate (C3H3 O4- ) anions and malonate dianions. The europium complex, 5 is dinuclear having the two europium(III) ions (Eu1 and Eu2) bridged by carboxylate groups of hydrogen malonate ligands. The europium ions in 5 are nine-coordinate and exhibit a distorted monocapped square antiprism geometry. All the structures are consolidated by O-H??O hydrogen bonds. The photoluminescence spectra of 1-5 exhibit characteristic emissions in the visible region. The IR spectra and thermal data are consistent with the structural results. The room-temperature effective magnetic moments for 1-4 are in good agreement with those expected for the free ions, while the data for 5 indicates that low-lying excited states contribute to the observed moment. The compound 1 was further subjected to quantum computational calculations to explore its optoelectronic properties including; density of states (DOS), dielectric function, refractive index, extinction coefficient, and absorption spectrum, to highlight the possible applications of such materials in the optoelectronics.

Dataset Information

Synthesis, Optical, Thermal and Structural Characteristics of Novel Thermocleavable Polymers Based on Phthalate Esters.

Publications

Synthesis, Optical, Thermal and Structural Characteristics of Novel Thermocleavable Polymers Based on Phthalate Esters.

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