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Ring-Opening Metathesis Polymerization of Low-Strain Monomers by Highly Active Olefin Metathesis Catalysts : 활성이 높은 올레핀 복분해 촉매를 이용한 스트레인이 작은 단위체의 고리-열림 복분해 중합 반응

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dc.contributor.advisor이홍근-
dc.contributor.author홍다은-
dc.date.accessioned2019-10-18T18:32:22Z-
dc.date.available2019-10-18T18:32:22Z-
dc.date.issued2019-08-
dc.identifier.other000000156158-
dc.identifier.urihttps://hdl.handle.net/10371/161676-
dc.identifier.urihttp://dcollection.snu.ac.kr/common/orgView/000000156158ko_KR
dc.description학위논문(석사)--서울대학교 대학원 :자연과학대학 화학과,2019. 8. 이홍근.-
dc.description.abstract새로운 루테늄 계열의 올레핀 복분해 촉매가 개발되었다. 특히, 트리플루오로메틸술폰아미드 계열의 촉매는 굉장히 낮은 온도에서도 활성을 보였다. 활성이 뛰어난 촉매를 사용하여 스트레인이 작은 모노머, 사이클로펜텐 유도체와 사이클로펜타다이엔의 고리 열림 복분해 중합반응이 성공적으로 이뤄졌다.-
dc.description.abstractNovel ruthenium-based olefin metathesis catalysts were developed. In particular, the trifluoromethylsulfonamide-based catalyst showed reactivity even at low temperatures. With the highly active catalyst, challenging ring-opening metathesis polymerizations of low-strain monomers, cyclopentene derivatives, and cyclopentadiene were successfully performed.-
dc.description.tableofcontentsAbstract.................................................................................................................. 1
Table of contents ................................................................................................... 2
1. Introduction ....................................................................................................... 4
2. Results and Discussion ...................................................................................... 9
2.1. Catalyst preparation and reactivity ............................................................... 9
2.2. ROMP of strained monomers ..................................................................... 10
2.3. ROMP of cyclopentene derivatives ............................................................ 11
2.4. ROMP of cyclopentadiene and post-functionalization ............................... 17
2.5. Different behaviors of G-III and SNUGT at low temperature....................... 19
3. Conclusions ...................................................................................................... 21
4. Experimental Section ...................................................................................... 22
4.1. General procedure ...................................................................................... 22
4.2. 1H and 13C NMR data ................................................................................. 25
4.3. ROMP of low-strained monomers .............................................................. 28
5. Reference ......................................................................................................... 33
6. 1H and 13C NMR spectra ................................................................................. 36
국문초록 ............................................................................................................... 52
List of Schemes
Scheme 1. Catalyst development .......................................................................... 6
Scheme 2. Synthesis of SNUGT .............................................................................. 9
Figure 1. Kinetic study of RCM of DEDAM ..................................................... 10
3
Figure 2. 1H NMR of poly(cyclopentadiene)...................................................... 18
Figure 3. FT-IR of synthesized polymer ............................................................ 19
Scheme 3. Deleterious effect of pyridine ............................................................ 20
List of Tables
Table 1. ROMP of endo-norbornene derivativesa ............................................. 11
Table 2. Optimization of ROMP of cyclopentene ............................................. 12
Table 3. ROMP of 4-cyclopentenonea ................................................................ 13
Table 4. ROMP of cyclopent-2-en-1-yl ethyl carbonatea .................................. 14
Table 5. ROMP of low-strain monomersa ......................................................... 16
Table 6. ROMP of cyclopentadienea .................................................................. 17
Table 7. Hydrogenation of ROMP polymera ..................................................... 19
Table 8. ROMP of cyclopent-2-en-1-yl acetatea ................................................ 28
Table 9. ROMP of cyclopent-2-en-1-ylbenzenea................................................ 29
Table 10. ROMP of (cyclopent-2-en-1-ylmethyl)benzenea ............................... 29
Table 11. ROMP of ((cyclopent-2-en-1-yloxy)methyl)benzenea ....................... 30
Table 12. ROMP of ((cyclopent-3-en-1-yloxy)methyl)benzenea ....................... 31
Table 13. ROMP of cyclopent-3-en-1-ylmethanola ........................................... 31		-
dc.language.isoeng-
dc.publisher서울대학교 대학원-
dc.subjectOlefin Metathesis-
dc.subjectRing-Opening Metathesis Polymerization-
dc.subjectLow-Strain Monomers-
dc.subjectCyclopentenamer-
dc.subjectSulfonamide-Based Catalysts-
dc.subject.ddc540-
dc.titleRing-Opening Metathesis Polymerization of Low-Strain Monomers by Highly Active Olefin Metathesis Catalysts-
dc.title.alternative활성이 높은 올레핀 복분해 촉매를 이용한 스트레인이 작은 단위체의 고리-열림 복분해 중합 반응-
dc.typeThesis-
dc.typeDissertation-
dc.contributor.department자연과학대학 화학과-
dc.description.degreeMaster-
dc.date.awarded2019-08-
dc.identifier.uciI804:11032-000000156158-
dc.identifier.holdings000000000040▲000000000041▲000000156158▲-
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