Crystallization Control of N,N′-Dioctyl Perylene Diimide by Amphiphilic Block Copolymers Containing poly(3-Hexylthiophene) and Polyethylene Glycol

The preparation of micron- to nanometer-sized functional materials with well-defined shapes and packing is a key process to their applications. There are many ways to control the crystal growth of organic semiconductors. Adding polymer additives has been proven a robust strategy to optimize semiconductor crystal structure and the corresponding optoelectronic properties. We have found that poly(3-hexylthiophene) (P3HT) can effectively regulate the crystallization behavior of N,N′-dioctyl perylene diimide (C8PDI). In this study, we combined P3HT and polyethylene glycol (PEG) to amphiphilic block copolymers and studied the crystallization modification effect of these block copolymers. It is found that the crystallization modification effect of the block copolymers is retained and gradually enhanced with P3HT content. The length of C8PDI crystals were well controlled from 2 to 0.4 μm, and the width from 210 to 35 nm. On the other hand, due to the water solubility of PEG block, crystalline PEG-b-P3HT/C8PDI micelles in water were successfully prepared, and this water phase colloid could be stable for more than 2 weeks, which provides a new way to prepare pollution-free aqueous organic semiconductor inks for printing electronic devices.

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Preparation of amphiphilic block copolymers (polyethylene adipate-block-polyethylene glycol) and its application in rotogravure ink formulations

Pigment & Resin Technology ◽

10.1108/prt-02-2017-0020 ◽

2018 ◽

Vol 47 (5) ◽

pp. 415-423 ◽

Cited By ~ 1

Author(s):

Yasser Assem ◽

Heba A. Mohamed ◽

Rana Said ◽

Ahmed El-Masry

Keyword(s):

Optical Properties ◽

Polyethylene Glycol ◽

Block Copolymers ◽

Ethylene Glycol ◽

Adipic Acid ◽

Amphiphilic Block Copolymers ◽

Synthesis Process ◽

Gravimetric Analysis ◽

Content Type ◽

Molecular Weights

Purpose The purpose of this paper is to prepare amphiphilic block copolymers polyethylene adipate-block-polyethylene glycol (PEA-b-PEG)s and study their performance as plasticizers in rotogravure ink formulations. Design/methodology/approach Series of amphiphilic block copolymers (PEA-b-PEG1), (PEA-b-PEG2), (PEA-b-PEG3), (PEA-b-PEG4) and (PEA-b-PEG5) were prepared by the reaction of adipic acid, ethylene glycol and polyethylene glycol of different molecular weights (300, 1,000, 2,000, 10,000 and 20,000 g/mol), respectively. Full characterization of the prepared copolymers was achieved using Fourier Transfer Infrared Spectroscopy (FTIR), 1H NMR, thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC). The performance of the prepared copolymers as plasticizers for neat nitrocellulose resin were studied in different formulations, namely, R1, R2, R3, R4 and R5 containing copolymers (PEA-b-PEG1), (PEA-b-PEG2), (PEA-b-PEG3), (PEA-b-PEG4) and (PEA-b-PEG5), respectively. In addition to formula R0 that contains acetyl tributyl citrate (ATBC) as a commercial plasticizer. The mechanical properties, thermal analysis (DSC, TGA) and optical properties of the prepared formulations films were investigated. Theses amphiphilic block copolymers were then applied as plasticizers in different rotogravure ink formulations (F1, F2, F3, F4 and F5) and compared with commercial rotogravure ink formula (F0). The color measurements and optical properties of all formulations were achieved. Findings It was found that the performance of the prepared copolymers as plasticizers in different formulations based on nitro cellulose resin gives better gloss, adhesion for R1 compared with the other samples and color strength for F1 compared with F0. Finally, all the samples gave excellent plasticizing effect. Research limitations/implications The authors believe that type of these materials open the way for a new class of plasticizers that upon application or even degradation gives small ecofriendly molecules (adipic acid and or ethylene glycol moieties) taking into consideration the simplicity of the rout of the synthesis process. Practical implications The prepared ecofriendly (PEA-b-PEG)s could be successfully used as plasticizers instead of commercial plasticizer ATBC. Originality/value The research provides that the prepared (PEA-b-PEG)s with different molecular weights can act as plasticizers in rotogravure ink formulations, and their performance was acceptable and available.

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Synthesis of Terpyridine-Terminated Amphiphilic Block Copolymers and Their Self-Assembly into Metallo-Polymer Nanovesicles

Materials ◽

10.3390/ma12040601 ◽

2019 ◽

Vol 12 (4) ◽

pp. 601 ◽

Cited By ~ 3

Author(s):

Tatyana Elkin ◽

Stacy Copp ◽

Ryan Hamblin ◽

Jennifer Martinez ◽

Gabriel Montaño ◽

...

Keyword(s):

Polyethylene Glycol ◽

Block Copolymers ◽

Self Assembly ◽

Chain Transfer ◽

Raft Polymerization ◽

Amphiphilic Block Copolymers ◽

Transmission Electron ◽

Reversible Addition ◽

Efficient Route ◽

High Yields

Polystyrene-b-polyethylene glycol (PS-b-PEG) amphiphilic block copolymers featuring a terminal tridentate N,N,N-ligand (terpyridine) were synthesized for the first time through an efficient route. In this approach, telechelic chain-end modified polystyrenes were produced via reversible addition-fragmentation chain-transfer (RAFT) polymerization by using terpyridine trithiocarbonate as the chain-transfer agent, after which the hydrophilic polyethylene glycol (PEG) block was incorporated into the hydrophobic polystyrene (PS) block in high yields via a thiol-ene process. Following metal-coordination with Mn2+, Fe2+, Ni2+, and Zn2+, the resulting metallo-polymers were self-assembled into spherical, vesicular nanostructures, as characterized by dynamic light scattering and transmission electron microscopy (TEM) imaging.

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Compartmentalized nanoparticles in aqueous solution through hierarchical self-assembly of triblock glycopolymers

Polymer Chemistry ◽

10.1039/c8py00792f ◽

2018 ◽

Vol 9 (30) ◽

pp. 4132-4142 ◽

Cited By ~ 15

Author(s):

Alberto Piloni ◽

Andreas Walther ◽

Martina H. Stenzel

Keyword(s):

Aqueous Solution ◽

Block Copolymers ◽

Self Assembly ◽

Biomedical Applications ◽

Functional Materials ◽

Drug Carriers ◽

Amphiphilic Block Copolymers

Amphiphilic block copolymers can elegantly assemble in water to form well-defined nano-objects and through smart design of the polymers it is possible to efficiently prepare functional materials for biomedical applications such as drug carriers.

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Amphiphilic block-copolymers for morphology control in OSCs

10.29363/nanoge.ap-hopv.2018.003 ◽

2017 ◽

Author(s):

David Jones ◽

Valerie Mitchell

Keyword(s):

Block Copolymers ◽

Morphology Control ◽

Amphiphilic Block Copolymers

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Inhibition effects of poly(N-vinylcaprolactam)/poly(ε-caprolactone) amphiphilic block copolymers on methane hydrate formation

Journal of Industrial and Engineering Chemistry ◽

10.1016/j.jiec.2021.01.022 ◽

2021 ◽

Vol 96 ◽

pp. 183-193

Author(s):

Li Wan ◽

De Qing Liang

Keyword(s):

Block Copolymers ◽

Methane Hydrate ◽

Hydrate Formation ◽

Amphiphilic Block Copolymers

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Effect of DMPA and Molecular Weight of Polyethylene Glycol on Water-Soluble Polyurethane

Polymers ◽

10.3390/polym11121915 ◽

2019 ◽

Vol 11 (12) ◽

pp. 1915 ◽

Cited By ~ 2

Author(s):

Eyob Wondu ◽

Hyun Woo Oh ◽

Jooheon Kim

Keyword(s):

Molecular Weight ◽

Contact Angle ◽

Polyethylene Glycol ◽

Photoelectron Spectroscopy ◽

Water Solubility ◽

Soft Segment ◽

Water Soluble ◽

Size Exclusion ◽

Resonance Spectroscopy ◽

Scanning Calorimetry

In this study water-soluble polyurethane (WSPU) was synthesized from isophorone diisocyanate (IPDI), and polyethylene glycol (PEG), 2-bis(hydroxymethyl) propionic acid or dimethylolpropionic acid (DMPA), butane-1,4-diol (BD), and triethylamine (TEA) using an acetone process. The water solubility was investigated by solubilizing the polymer in water and measuring the contact angle and the results indicated that water solubility and contact angle tendency were increased as the molecular weight of the soft segment decreased, the amount of emulsifier was increased, and soft segment to hard segment ratio was lower. The contact angle of samples without emulsifier was greater than 87°, while that of with emulsifier was less than 67°, indicating a shift from highly hydrophobic to hydrophilic. The WSPU was also analyzed using Fourier transform infrared spectroscopy (FT-IR) to identify the absorption of functional groups and further checked by X-ray photoelectron spectroscopy (XPS). The molecular weight of WSPU was measured using size-exclusion chromatography (SEC). The structure of the WSPU was confirmed by nuclear magnetic resonance spectroscopy (NMR). The thermal properties of WSPU were analyzed using thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC).

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Polymerisation-induced self-assembly (PISA) as a straightforward formulation strategy for stimuli-responsive drug delivery systems and biomaterials: recent advances

Biomaterials Science ◽

10.1039/d0bm01406k ◽

2021 ◽

Vol 9 (1) ◽

pp. 38-50

Author(s):

Hien Phan ◽

Vincenzo Taresco ◽

Jacques Penelle ◽

Benoit Couturaud

Keyword(s):

Drug Delivery ◽

Block Copolymers ◽

Drug Release ◽

Self Assembly ◽

Drug Delivery Systems ◽

Amphiphilic Block Copolymers ◽

Stimuli Responsive ◽

Site Specific ◽

On Demand ◽

Redox Agents

Stimuli-responsive amphiphilic block copolymers obtained by PISA have emerged as promising nanocarriers for enhancing site-specific and on-demand drug release in response to a range of stimuli such as pH, redox agents, light or temperature.

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