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Photolysis of Fluorinated Organic Molecules: Fluorine Mass Balances and the Roles of Nucleophiles, Rings, and Degree of Fluorination
Photolysis of Fluorinated Organic Molecules: Fluorine Mass Balances and the Roles of Nucle...
Photolysis of Fluorinated Organic Molecules: Fluorine Mass Balances and the Roles of Nucleophiles, Rings, and Degree of Fluorination

Detailed Information

자료유형  
 학위논문 서양
최종처리일시  
20260202105155
ISBN  
9798297650169
DDC  
628
저자명  
Mundhenke, Thomas F.
서명/저자  
Photolysis of Fluorinated Organic Molecules: Fluorine Mass Balances and the Roles of Nucleophiles, Rings, and Degree of Fluorination
발행사항  
[Sl] : University of Minnesota, 2025
발행사항  
Ann Arbor : ProQuest Dissertations & Theses, 2025
형태사항  
306 p
주기사항  
Source: Dissertations Abstracts International, Volume: 87-04, Section: B.
주기사항  
Advisor: Arnold, William A.
학위논문주기  
Thesis (Ph.D.)--University of Minnesota, 2025.
초록/해제  
요약Organofluorine containing pharmaceuticals and pesticides are widely used resulting in their accumulation within the environment. When these chemicals are exposed to environmental conditions, abiotic degradation pathways such as photolysis may occur. Photolysis results from photon absorption by a chromophore on the molecule. Following photon absorption, chemical bond breakage, rearrangement, and product formation may occur. Indirect photolysis is a parallel process due to reactive species present within the system absorbing photons and forming photochemically produced reactive intermediates that then go on to react with the contaminant of interest. In this work fluorinated compounds were exposed to a variety of photolysis conditions. Reaction rates, quantum yields, and bimolecular rate constants were measured to gain an understanding of the reactivity of these compounds. 19F nuclear magnetic resonance spectroscopy was used to complete fluorine mass balances, to confirm the presence and identities of organofluorine degradation products, and to aid in predicting organofluorine degradation pathways. Fluoride was the major degradation product across all studies. While defluorination into inert fluoride is the ideal degradation result, a range of organofluorine products were formed. Fluoroacetic acids, acetamides, and products retaining the parent compound fluorinated motifs were observed. The results of these studies aid in understanding how organofluorine compounds will transform within the environment and guide future design of chemicals to limit the persistence of synthetic fluorinated functional groups in the environment.
일반주제명  
Environmental engineering
일반주제명  
Physical chemistry
일반주제명  
Analytical chemistry
일반주제명  
Organic chemistry
키워드  
Organofluorine degradation
키워드  
Photolysis
키워드  
Fluorinated pesticides
키워드  
Fluoroacetic acids
기타저자  
University of Minnesota Civil Engineering
기본자료저록  
Dissertations Abstracts International. 87-04B.
전자적 위치 및 접속  
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MARC

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■1001  ▼aMundhenke,  Thomas  F.
■24510▼aPhotolysis  of  Fluorinated  Organic  Molecules:  Fluorine  Mass  Balances  and  the  Roles  of  Nucleophiles,  Rings,  and  Degree  of  Fluorination
■260    ▼a[Sl]▼bUniversity  of  Minnesota▼c2025
■260  1▼aAnn  Arbor▼bProQuest  Dissertations  &  Theses▼c2025
■300    ▼a306  p
■500    ▼aSource:  Dissertations  Abstracts  International,  Volume:  87-04,  Section:  B.
■500    ▼aAdvisor:  Arnold,  William  A.
■5021  ▼aThesis  (Ph.D.)--University  of  Minnesota,  2025.
■520    ▼aOrganofluorine  containing  pharmaceuticals  and  pesticides  are  widely  used  resulting  in  their  accumulation  within  the  environment.  When  these  chemicals  are  exposed  to  environmental  conditions,  abiotic  degradation  pathways  such  as  photolysis  may  occur.  Photolysis  results  from  photon  absorption  by  a  chromophore  on  the  molecule.  Following  photon  absorption,  chemical  bond  breakage,  rearrangement,  and  product  formation  may  occur.  Indirect  photolysis  is  a  parallel  process  due  to  reactive  species  present  within  the  system  absorbing  photons  and  forming  photochemically  produced  reactive  intermediates  that  then  go  on  to  react  with  the  contaminant  of  interest.  In  this  work  fluorinated  compounds  were  exposed  to  a  variety  of  photolysis  conditions.  Reaction  rates,  quantum  yields,  and  bimolecular  rate  constants  were  measured  to  gain  an  understanding  of  the  reactivity  of  these  compounds.  19F  nuclear  magnetic  resonance  spectroscopy  was  used  to  complete  fluorine  mass  balances,  to  confirm  the  presence  and  identities  of  organofluorine  degradation  products,  and  to  aid  in  predicting  organofluorine  degradation  pathways.  Fluoride  was  the  major  degradation  product  across  all  studies.  While  defluorination  into  inert  fluoride  is  the  ideal  degradation  result,  a  range  of  organofluorine  products  were  formed.  Fluoroacetic  acids,  acetamides,  and  products  retaining  the  parent  compound  fluorinated  motifs  were  observed.  The  results  of  these  studies  aid  in  understanding  how  organofluorine  compounds  will  transform  within  the  environment  and  guide  future  design  of  chemicals  to  limit  the  persistence  of  synthetic  fluorinated  functional  groups  in  the  environment.
■590    ▼aSchool  code:  0130.
■650  4▼aEnvironmental  engineering
■650  4▼aPhysical  chemistry
■650  4▼aAnalytical  chemistry
■650  4▼aOrganic  chemistry
■653    ▼aOrganofluorine  degradation
■653    ▼aPhotolysis
■653    ▼aFluorinated  pesticides
■653    ▼aFluoroacetic  acids
■690    ▼a0775
■690    ▼a0486
■690    ▼a0490
■690    ▼a0494
■71020▼aUniversity  of  Minnesota▼bCivil  Engineering.
■7730  ▼tDissertations  Abstracts  International▼g87-04B.
■790    ▼a0130
■791    ▼aPh.D.
■792    ▼a2025
■793    ▼aEnglish
■85640▼uhttp://www.riss.kr/pdu/ddodLink.do?id=T17359666▼nKERIS▼z이  자료의  원문은  한국교육학술정보원에서  제공합니다.

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