{"created":"2023-05-15T15:29:00.730675+00:00","id":18513,"links":{},"metadata":{"_buckets":{"deposit":"3a33ef5d-378c-4d85-a4b3-631dcf069b77"},"_deposit":{"created_by":15,"id":"18513","owners":[15],"pid":{"revision_id":0,"type":"depid","value":"18513"},"status":"published"},"_oai":{"id":"oai:sucra.repo.nii.ac.jp:00018513","sets":["94:429:431:432:925"]},"author_link":["29501"],"item_113_alternative_title_1":{"attribute_name":"タイトル（別言語）","attribute_value_mlt":[{"subitem_alternative_title":"ビナフチル誘導体を用いた光子・電子材料の開発"}]},"item_113_biblio_info_9":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2018","bibliographicIssueDateType":"Issued"}}]},"item_113_date_35":{"attribute_name":"作成日","attribute_value_mlt":[{"subitem_date_issued_datetime":"2019-02-08","subitem_date_issued_type":"Created"}]},"item_113_date_granted_20":{"attribute_name":"学位授与年月日","attribute_value_mlt":[{"subitem_dategranted":"2018-03-23"}]},"item_113_degree_grantor_22":{"attribute_name":"学位授与機関","attribute_value_mlt":[{"subitem_degreegrantor":[{"subitem_degreegrantor_name":"埼玉大学"}],"subitem_degreegrantor_identifier":[{"subitem_degreegrantor_identifier_name":"12401","subitem_degreegrantor_identifier_scheme":"kakenhi"}]}]},"item_113_degree_name_21":{"attribute_name":"学位名","attribute_value_mlt":[{"subitem_degreename":"博士(理学)"}]},"item_113_description_13":{"attribute_name":"形態","attribute_value_mlt":[{"subitem_description":"iv, 226 p.","subitem_description_type":"Other"}]},"item_113_description_23":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"The development of new functional materials for organic photonics and electronics contributes to the next generation of light-weight, flexible, and cost-effective devices. This PhD thesis comprises topics of applied and materials chemistry: design, synthesis, and characterization of photonic materials for light-driven molecular devices and semi-conducting materials for organic electronics.\nThe thesis contains four chapters. Chapter 1 describes background, motivation, and the purpose of this study. Chapter 2 represents the synthesis and characterization of photo-responsive chiral azo polymers for photonic applications. Chapter 3 focuses on facile synthesis of DBC using BINOL and characterization of DBC derivatives for organic electronics. Chapter 4 is the summary of this thesis, including prospective future research directions.\nChapter 1 describes photonic and electronic materials in aspect of: background, history and applications, molecular functions, and present limitations. In addition, an introduction to binaphthyl moiety that is used as key structure for the development of photonically and electronically functional materials in the present Thesis.\nIn Chapter 2, photoresponsive chiral polymers containing azo and binaphthyl units with conjugated structure were designed and synthesized. The polymers exhibited glass transition temperature over 75 ℃ with thermal stability above 280 ℃ and formed uniform and smooth thin films without grain boundaries. A trans-cis isomerization was efficiently reversible upon alternate photo irradiation with UV and visible light or heat. The photoisomerization of the chiral polymer gave rise to photomodulation in ellipticity and [α]25D owing to a chiroptical switching behavior. Maximum change in the dihedral angle and [α]25D were 25% and 700° from the initial state due to a photo-induced molecular twisting motion of binaphthyl moiety. The polymer also displayed a photoswitchable fluorescence at maxima 409 nm, which is a uniquely property compared to simple azobenzene polymers. Additionally, a photoinduced change in refractive index in the film was observed after irradiation with linearly polarized light at 532 nm owing to anisotropic molecular orientation. These results suggested the chiral polymers would be useful candidates for photoresponsive chiroptical switches.\nChapter 3 represents one-pot synthesis of DBC and investigation of DBC derivatives for organic electronics. DBCs are used as standard reagents, and show a broad range of biological and carcinogenic activities. Recently, aromatic DBC compounds have attracted particular interest as semiconducting materials for OLEDs. Despite the diverse applications of DBC derivatives, there are few efficient procedures for their synthesis. It was found that simple mixing of BINOL, an aminating reagent, and an ammonia solution in an autoclave yields DBC with a high conversion yield of 99%. After optimization of reaction conditions such as ratio of BINOL and the aminating reagent, reaction time, and reaction temperature, the ring-closure reaction was applicable for gram-scale synthesis. The simple synthetic method would contribute to development of DBC derivatives for practical applications. To investigate fundamental properties of DBC derivatives for organic electronics, N-alkylated and N-arylated DBCs were synthesized. The DBC derivatives exhibited good thermal stabilities above 320 ℃. Crystallographic analyses indicated that DBCs show an amorphous or crystalline state, depending on the substituents. Their relatively high fluorescence quantum yields, i.e., 0.66, made them good candidates for fluorophores. Photoelectron spectroscopy showed that DBCs are semiconductors. These results suggest that the facile synthesis of DBCs enables the development of new organic semi-conducting materials for OLEDs and OTFTs.\nChapter 4 summarizes the achievements and conclusion of the PhD thesis as well as future research directions. The 1,1'-binaphthyl and its functional derivatives are good candidates for photonic and electronic applications. The chiral azo polymer is a potential photo-responsive material for light-driven molecular devices and chiroptical switches. DBCs are promising for development of optoelectronic materials for organic electronics.\nSpectroscopic Characterizations section contains all characterizations spectra of the synthesized compounds in this study including; 1H- and 13C-NMR spectra, FTIR spectra, HRMS spectra, and HPLC profiles. The figures have not been enhanced using computer-aided software.","subitem_description_type":"Abstract"}]},"item_113_description_24":{"attribute_name":"目次","attribute_value_mlt":[{"subitem_description":"Abbreviations   i\nAbstract   ii\nChapter 1　General Introduction   1\nChapter 2　Photonic Materials: Development of Photo-responsive Chiral Azo-Binaphthyl Polymers for Light-Driven Molecular Devices   43\nChapter 3　Electronic Materials: One-pot Heterocyclic Ring Closure of 1,1'-Bi-2-naphthol to 7H-Dibenzo[c,g]carbazole and Investigation of its Functional Derivatives for Organic Electronics   94\nChapter 4　Summary and Future Prospects   139\nSpectroscopic Characterizations   146\nAcknowledgments   224\nPublications and Presentations   226","subitem_description_type":"Other"}]},"item_113_description_25":{"attribute_name":"注記","attribute_value_mlt":[{"subitem_description":"主指導教員 : 廣瀬卓司","subitem_description_type":"Other"}]},"item_113_description_33":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"subitem_description":"text","subitem_description_type":"Other"}]},"item_113_description_34":{"attribute_name":"フォーマット","attribute_value_mlt":[{"subitem_description":"application/pdf","subitem_description_type":"Other"}]},"item_113_dissertation_number_19":{"attribute_name":"学位授与番号","attribute_value_mlt":[{"subitem_dissertationnumber":"甲第1085号"}]},"item_113_identifier_registration":{"attribute_name":"ID登録","attribute_value_mlt":[{"subitem_identifier_reg_text":"10.24561/00018483","subitem_identifier_reg_type":"JaLC"}]},"item_113_publisher_11":{"attribute_name":"出版者名","attribute_value_mlt":[{"subitem_publisher":"埼玉大学大学院理工学研究科"}]},"item_113_publisher_12":{"attribute_name":"出版者名（別言語）","attribute_value_mlt":[{"subitem_publisher":"Graduate School of Science and Engineering, Saitama University"}]},"item_113_record_name_8":{"attribute_name":"書誌","attribute_value_mlt":[{"subitem_record_name":"博士論文（埼玉大学大学院理工学研究科（博士後期課程））"}]},"item_113_text_31":{"attribute_name":"版","attribute_value_mlt":[{"subitem_text_value":"[出版社版]"}]},"item_113_text_36":{"attribute_name":"アイテムID","attribute_value_mlt":[{"subitem_text_value":"GD0000990"}]},"item_113_text_4":{"attribute_name":"著者 所属","attribute_value_mlt":[{"subitem_text_value":"埼玉大学大学院理工学研究科（博士後期課程）理工学専攻"}]},"item_113_text_5":{"attribute_name":"著者 所属（別言語）","attribute_value_mlt":[{"subitem_text_value":"Graduate School of Science and Engineering, Saitama University"}]},"item_113_version_type_32":{"attribute_name":"出版タイプ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_970fb48d4fbd8a85","subitem_version_type":"VoR"}]},"item_access_right":{"attribute_name":"アクセス権","attribute_value_mlt":[{"subitem_access_right":"open access","subitem_access_right_uri":"http://purl.org/coar/access_right/c_abf2"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"FATHY, MEDHAT FATHY HASSAN","creatorNameLang":"en"},{"creatorName":"ファシー, メダット ファシー ハッサン","creatorNameLang":"ja-Kana"}],"nameIdentifiers":[{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2019-02-08"}],"displaytype":"detail","filename":"GD0000990.pdf","filesize":[{"value":"77.4 MB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"GD0000990.pdf","objectType":"fulltext","url":"https://sucra.repo.nii.ac.jp/record/18513/files/GD0000990.pdf"},"version_id":"ba719d2e-e975-404a-b569-2e5e4ff19fb1"}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_resource_type":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"resourcetype":"doctoral thesis","resourceuri":"http://purl.org/coar/resource_type/c_db06"}]},"item_title":"Development of Photonic and Electronic Materials using Binaphthyl Derivatives","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Development of Photonic and Electronic Materials using Binaphthyl Derivatives","subitem_title_language":"en"}]},"item_type_id":"113","owner":"15","path":["925"],"pubdate":{"attribute_name":"PubDate","attribute_value":"2019-02-08"},"publish_date":"2019-02-08","publish_status":"0","recid":"18513","relation_version_is_last":true,"title":["Development of Photonic and Electronic Materials using Binaphthyl Derivatives"],"weko_creator_id":"15","weko_shared_id":-1},"updated":"2023-07-31T07:16:19.664761+00:00"}