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Chemistry

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Wright State University

Polymers

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Full-Text Articles in Physical Sciences and Mathematics

Gene Vectors With Fluorescence Tracking Capabilities, Sophia Despina Angelopoulos Jan 2022

Gene Vectors With Fluorescence Tracking Capabilities, Sophia Despina Angelopoulos

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This project focuses on the optimization of benzothiazole-based chromophores to utilize them as fluorescent tags functionalized onto stimuli-responsive, or “smart,” polymers as non-viral gene delivery vectors for gene therapy applications. Blue-fluorescent emissive chromophores will allow tracking capabilities for the transfection pathway of the vector to be monitored as it delivers the DNA payload within intercellular space. The most appropriate chromophore must be covalently bound to a free amine within the vector, which is accomplished through NAS chemistry from fluorophenyl-benzothiazoles (F-BTZ-CBz) derivatives to amidated hyperbranched poly(ethyleneimine)(HPEI-IBAm0.61). HPEI is considered to be a synthetic polycation, which promotes tunable solubility through characteristics of …


Covalent Attachment Of Tadf Chromophores To Thermally Stable Poly(Arylene Ether)S, Samuel Farrar Jan 2022

Covalent Attachment Of Tadf Chromophores To Thermally Stable Poly(Arylene Ether)S, Samuel Farrar

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The covalent attachment of a blue emitting, benzothiazole based TADF chromophore into poly(arylene ether) backbone polymers was explored. A benzothiazole derivative, 2-(2,4-difluorophenyl)-benzothiazole (2,4-diF-BTZ), was synthesized to form the electrophilic component of the host polymer. Two polymers were synthesized to have chromophore incorporated, using 2,4-diFBTZ and 4,4-dihydroxydiphenyl ether (DPE) or 4,4’-biphenol (BP). The chromophore was covalently incorporated at a 10% molar ratio into the polymer backbone by copolymerization with 2,4-diF-BTZ and BP, utilizing nucleophilic aromatic substitution (NAS). Structural characterization was provided via NMR spectroscopy and GC/MS analysis. The polymer syntheses provided high molecular weight materials that were able to be cast …


Synthesis Of Alkyl Substituted Phenylated Poly(Ether Ether Ketone Ketone)S, Matthew Cerone Jan 2017

Synthesis Of Alkyl Substituted Phenylated Poly(Ether Ether Ketone Ketone)S, Matthew Cerone

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A phenylated bis(fluorobenzoyl) monomer, 5-hexyl-2,3-diphenyl-1,4-bis(fluorobenzoyl)benzene, was synthesized via a four-step process. The first three compounds synthesized were diethyl 5-hexyl-2,3-diphenyl-1,4-benzenedicarboxylate, 5-hexyl-1,4-bis(hydroxymethyl)-2,3-diphenylbenzene and 5-hexyl-2,3-diphenyl-1,4-benzenedicarboxaldehyde. The final step involved the reaction of the Grignard formed from p-bromofluorobenzene with the dialdehyde to yield a diol intermediate which was oxidized to the bis(fluorobenzoyl) monomer by use of a Jones oxidation. The monomer was polymerized by nucleophilic aromatic substitution (NAS) with bisphenol-A, resorcinol, and hydroquinone in N-methyl-pyrrolidone (NMP) to yield novel, phenylated PEEKKs. The number-average molecular weights (Mn) for the polymers were found to be 35,700 g/mol, 34,800 g/mol and 28,000 g/mol, respectively and the weight-average …


Synthesis, Characterization, And Polymerization Of Sulfonamide Based Bifunctional Monomers, Brady Hall Jan 2016

Synthesis, Characterization, And Polymerization Of Sulfonamide Based Bifunctional Monomers, Brady Hall

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A series of bifunctional monomers based on N,N-diallylbenzenesulfonamides with varying groups on the benzene moiety were investigated. The main goal of this project was to polymerize these monomers using radical and acyclic diene metathesis (ADMET) polymerization methods to polymerize through the allyl groups, and nucleophilic aromatic substitution (SNAr) to polymerize through the fluorine groups on the phenyl ring. Using phenyl substituted benzenesulfonyl chloride derivatives as a starting material, a series of N,N-diallylbenzenesulfonamide derivatives were prepared. The ADMET and radical cyclopolymerizations were monitored by 1H NMR spectroscopy, observing the disappearance of signals for the allyl groups in both, and the appearance …


Synthesis And Characterization Of Functionalized Poly(Arylene Ether Sulfone)S Using Click Chemistry, Kavitha Neithikunta Jan 2016

Synthesis And Characterization Of Functionalized Poly(Arylene Ether Sulfone)S Using Click Chemistry, Kavitha Neithikunta

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Poly(arylene ether sulfone)s with pendent aryl iodide group was successfully synthesized via Nucleophilic aromatic polycondensation of 1-(3,5-difluorophenyl sulfonyl)-4-iodobenzene using 4,4’-difluorodiphenylsulfone (DFDPS) and Bisphenol A in the ratio 25:75:100. Iodo monomer was prepared by reacting 3,5-difluorodiphenyl sulfone with N-iodo succinimide (NIS). Using GC/MS and NMR spectroscopy, the quantitative analysis was done to this monomer. Modification was done to iodo copolymer using sodium azide and copper sulfate as catalyst to form azide copolymer. Further modification of the azide copolymer to triazole copolymers via Click Chemistry using different alkynes such as 1-octyne, phenyl acetylene, propargyl alcohol and acetylenedicarboxylic acid. Polymers characterization was done …


The Enhancement Of Peroxide-Cured Fluoroelastomer Rubber To Metal Bonding, Richard Hunter Cooke Iii Jan 2013

The Enhancement Of Peroxide-Cured Fluoroelastomer Rubber To Metal Bonding, Richard Hunter Cooke Iii

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A "combi-cured&" fluoroelastomer (FKM) rubber formulation was designed to yield 100% cohesive rubber failure when cured to cold-rolled steel with derivatives of polymeric silane adhesives. Three different categories of adhesives were tested: Unsaturated Polymeric Silane with Phosphonium Salt (UPSP-D), Unsaturated Polymeric Silane (UPS-L), and Saturated Polymeric Silane (SPS-L). Adhesion Inserts molded using ASTM Method D429 Method C all consistently yielded 100% cohesive rubber failure and showed adhesion strength in the range of 700 to 800 psi after being pulled at 2" per minute until break. After obtaining consistent 100% rubber failure, a design of experiment (DOE) was implemented to determine …


Temperature And Ph Responsive Polyethylenimine Systems As Potential Nonviral Gene Vectors, S. Chad Skidmore Jan 2010

Temperature And Ph Responsive Polyethylenimine Systems As Potential Nonviral Gene Vectors, S. Chad Skidmore

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Modified HPEI was used to determine if the LCST could be controlled by varying multiple variables, including: percent modification, pH, salt solution concentration, and weight percent. Two modifications were done with butylene oxide (Butox) and isobutyryl amide (IBAm). Specifically, 100% (HPEI-Butox1.00)butoxylated and 10% (HPEI-IBAm0.10), 54% (HPEI-IBAm0.54), and 70% (HPEI-IBAm0.70) amidated samples were synthesized. Additionally, HPEI-IBAm0.54 was further modified with hydroxyl ethyl groups (HPEI-IBAm0.54 Eox0.46) and ethyl groups (HPEI-IBAm0.54-Et0.44). The LCSTs of all amidated systems were below body temperature, 37 °C, at pH = 7.4. This indicates an ability of these systems to be used as a vector for gene delivery. …


"One-Pot" Oligomeric A2 + B3 Approach To Branched Poly(Arylene Ether Sulfone)S: Reactivity Ratio Controlled Polycondensation, Andrea M. Elsen Jan 2009

"One-Pot" Oligomeric A2 + B3 Approach To Branched Poly(Arylene Ether Sulfone)S: Reactivity Ratio Controlled Polycondensation, Andrea M. Elsen

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The synthesis of fully soluble branched poly(arylene ether)s via an oligomeric A2 + B3 system, in which the A2 oligomers are generated in situ, is presented. This approach takes advantage of the significantly higher reactivity toward nucleophilic aromatic substitution reactions, NAS, of B2, 4-Fluorophenyl sulfone, relative to B3, tris(4-Fluorophenyl) phosphine oxide. The A2 oligomers were synthesized by reaction of Bisphenol-A and B2, in the presence of the B3 unit, at temperatures between 100 and 160 °C, followed by an increase in the reaction temperature to 180 °C at which point the branching unit was incorporated. The presence of branching was …


Poly(Arylene Ether)S With Truly Pendant Benzene Sulfonic Acid Groups, Mohamed Moustafa Abdellatif Jan 2008

Poly(Arylene Ether)S With Truly Pendant Benzene Sulfonic Acid Groups, Mohamed Moustafa Abdellatif

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A series of new sulfonated poly(arylene ether)s containing one sulfonic acid group, located on a pendant phenyl sulfonyl moiety, at every repeat unit was synthesized using 3-sulfonated-3', 5'-difluorophenyl Sulfone, 4, and a variety of bisphenols. A conventional nucleophilic aromatic substitution (NAS) was utilized for the homopolymerization and copolymerization reactions. Polymerization reactions of 4 in NMP at 180 °C provided the corresponding linear sulfonated poly(arylene ether)s, s-PAEs, with number average molecular weight, Mn, ranging from 10,000 to 38,000 Daltons. All of the polymers were characterized by 1H and 13C NMR spectroscopy, thermogravimetric analysis (TGA), and differential scanning …