{"@context":"http://iiif.io/api/presentation/2/context.json","@id":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/manifest.json","@type":"sc:Manifest","label":"Synthesis of Novel Conjugated Materials \u2013 Push-Pull Conjugated Diynes and 1,7-Phenanthroline Derivatives","metadata":[{"label":"dc.description.sponsorship","value":"This work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degree."},{"label":"dc.format","value":"Monograph"},{"label":"dc.format.medium","value":"Electronic Resource"},{"label":"dc.identifier.uri","value":"http://hdl.handle.net/11401/77082"},{"label":"dc.language.iso","value":"en_US"},{"label":"dc.publisher","value":"The Graduate School, Stony Brook University: Stony Brook, NY."},{"label":"dcterms.abstract","value":"This thesis is composed of two separate sections, focusing on developing novel conjugated materials.  The first section describes attempts towards synthesis of push-pull polydiacetylenes (PDAs), substituted by alternating electron-rich and electron-poor groups. These polymers are expected to have extensive conjugation and low energy band gaps, and therefore potential application in organic photovoltaic cells and nonlinear optics. We targeted push-pull PDAs by solid-state polymerization of appropriate diyne monomers. Oxalamide host molecules containing Lewis acidic or basic side groups are introduced to pre-organize the push-pull diynes in a co-crystal scaffold through Lewis acid-base interactions. Several novel diynes with iodine as electron donor and nitrile or carboxylic acid as electron acceptor have been synthesized. One co-crystal, containing 4-(iodobuta-1,3-diyn-1-yl)benzoic acid as the monomer and bis(pyridyl) oxalamide as the host, has been prepared successfully. The co-crystal has ruby color. Its structure is determined by single-crystal XRD. However, the monomers in the co-crystal do not have appropriate geometry for solid-state polymerization.  The second section focuses on developing tunable hole-blocking layers (HBL) in new CIGS-based thin-film solar cells, in collaboration with the Eisaman group at Brookhaven National Laboratory. 1,7-Phenanthroline derivatives are targeted as novel HBL materials for their large energy band gap, tunable energy levels and morphologies. Several aryl/alkyl substituted 1,7-phenanthroline derivatives have been synthesized. 2,8-Dimethyl-1,7-phenanthroline is considered the most promising HBL material among all synthesized compounds for having both large energy band gap and powdery morphology. Both organic and CIGS photovoltaic devices containing 2,8-dimethyl-1,7-phenanthroline as HBL were fabricated in collaboration with the Kymissis group at Columbia University. According to the efficiency measured under AM1.5G illumination, including a HBL can enhance the PCE of the organic device from 0.9 to 5.0%, and the CIGS device from 3.2\u00d710\u22124 to 0.11%."},{"label":"dcterms.available","value":"2017-09-20T16:51:54Z"},{"label":"dcterms.contributor","value":"Rudick, Jonathan"},{"label":"dcterms.creator","value":"Ang, Xiuzhu"},{"label":"dcterms.dateAccepted","value":"2017-09-20T16:51:54Z"},{"label":"dcterms.dateSubmitted","value":"2017-09-20T16:51:54Z"},{"label":"dcterms.description","value":"Department of Chemistry."},{"label":"dcterms.extent","value":"270 pg."},{"label":"dcterms.format","value":"Application/PDF"},{"label":"dcterms.identifier","value":"http://hdl.handle.net/11401/77082"},{"label":"dcterms.issued","value":"2015-12-01"},{"label":"dcterms.language","value":"en_US"},{"label":"dcterms.provenance","value":"Made available in DSpace on 2017-09-20T16:51:54Z (GMT). No. of bitstreams: 1\nAng_grad.sunysb_0771E_12628.pdf: 9496728 bytes, checksum: b60216f05b2f3b86c7b97a15c2e19498 (MD5)\n  Previous issue date:    1"},{"label":"dcterms.publisher","value":"The Graduate School, Stony Brook University: Stony Brook, NY."},{"label":"dcterms.subject","value":"Organic chemistry"},{"label":"dcterms.title","value":"Synthesis of Novel Conjugated Materials \u2013 Push-Pull Conjugated Diynes and 1,7-Phenanthroline Derivatives"},{"label":"dcterms.type","value":"Dissertation"},{"label":"dc.type","value":"Dissertation"}],"description":"This manifest was generated dynamically","viewingDirection":"left-to-right","sequences":[{"@type":"sc:Sequence","canvases":[{"@id":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/canvas/page-1.json","@type":"sc:Canvas","label":"Page 1","height":1650,"width":1275,"images":[{"@type":"oa:Annotation","motivation":"sc:painting","resource":{"@id":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/18%2F95%2F96%2F18959694463524710172436622369472016852/full/full/0/default.jpg","@type":"dctypes:Image","format":"image/jpeg","height":1650,"width":1275,"service":{"@context":"http://iiif.io/api/image/2/context.json","@id":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/18%2F95%2F96%2F18959694463524710172436622369472016852","profile":"http://iiif.io/api/image/2/level2.json"}},"on":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/canvas/page-1.json"}]}]}]}