End Group Modification of Polynorbornenes

Lin, Ting-Wei; Chou, Cheng‐Yang; Lin, Neng-Yu; Lin, Chih-Peng; Luh, Tien‐Yau

doi:10.1002/macp.201400284

Cited by 6 publications

(4 citation statements)

References 45 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Since unique emission properties have been observed probably due to an energy transfer by introduction of oligo(thiophene)s [26], and chomophores [28] into the PFV chain ends, the method thus provides a new possibility for synthesis new type of advanced optical materials on the basis of integration of functionality. Although the present approaches require molybdenum-alkylidene catalyst (reagent) for the end-functionalization, the direct chain transfer pathway [36][37][38] may be considered in the future. We highly believe that the facts demonstrated here would offer a new possibility for development of new advanced materials/devises for the desired purpose.…”

Section: Discussionmentioning

confidence: 99%

Acyclic Diene Metathesis (ADMET) Polymerization for Precise Synthesis of Defect-Free Conjugated Polymers with Well-Defined Chain Ends

Haque

Nomura

2015

Catalysts

View full text Add to dashboard Cite

This accounts introduces unique characteristics by adopting the acyclic diene metathesis (ADMET) polymerization for synthesis of conjugated polymers, poly(arylene vinylene)s, known as promising molecular electronics. The method is more suitable than the other methods in terms of atom efficiency affording defect-free, stereo-regular (exclusive trans) polymers with well-defined chain ends; the resultant polymers possess better property than those prepared by the conventional methods. The chain ends (vinyl group) in the resultant polymer prepared by ruthenium-carbene catalyst(s) can be modified by treating with molybdenum-alkylidene complex (olefin metathesis) followed by addition of various aldehyde (Wittig type cleavage), affording the end-functionalized polymers exclusively. An introduction of initiating fragment, the other conjugated segment, and one-pot synthesis of end-functionalized block copolymers, star shape polymers can be achieved by adopting this methodology.

show abstract

Section: Discussionmentioning

confidence: 99%

Acyclic Diene Metathesis (ADMET) Polymerization for Precise Synthesis of Defect-Free Conjugated Polymers with Well-Defined Chain Ends

Haque

Nomura

2015

Catalysts

View full text Add to dashboard Cite

show abstract

“…66) [305] (6) norbornenecarboxylate esters, including those connected to an amino acid through a benzyl alcohol segment (e.g. 72) [306], N-hydroxysuccinimide esters [307], fullerene cyclopropane adducts (e.g.…”

Section: Polymerization Reactionsmentioning

confidence: 99%

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2014

Herndon

2016

Coordination Chemistry Reviews

View full text Add to dashboard Cite

“…The rate of end functionalization with a termination agent becomes high because of the increased activity of a ruthenium (Ru) catalyst in end functionalization of polynorbornene . Cis-olefins efficiently terminate ROMP to achieve end functionalization and give polymers with narrow dispersities . It is commonly difficult to polymerize a norbornene monomer substituted with an amino group because of deactivation of the Ru catalyst. , On the other hand, it is possible to introduce an amino group at the chain end utilizing an amino-group-functionalized termination agent, leading to polynorbornenes linked with biomolecules …”

Section: Introductionmentioning

confidence: 99%

End Functionalization of Polynorbornene with Platinum–Acetylide Complexes Utilizing a Cross-Metathesis Reaction

et al. 2022

View full text Add to dashboard Cite

The functionalization of the chain end of a polymer is gathering increasing attention in the field of synthetic polymer chemistry. The present study is the first example to demonstrate the incorporation of a platinum−acetylide complex at the terminal of a polynorbornene derivative. N-Benzyl-5-norbornene-2-exo,3exo-dicarboxyimide (1) was polymerized with Grubbs 3rdgeneration catalyst (G3). The polymerization was quenched with (Z)-1,4-bis(3-((trimethylsilyl)ethynyl)phenoxy)-2-butene (2) to obtain poly(1)′, followed by the cleavage of trimethylsilyl group and dehydroiodination coupling with trans-bis(tributylphosphine)phenylethynyl iodo platinum (3a) to obtain poly(1a), which was functionalized with a platinum complex at the chain end. Poly(1)′ exhibited no remarkable absorption around 330 nm, while poly(1a) exhibited an intense absorption based on ligand-to-metal chargetransfer transition. Poly(1b) functionalized with a naphthylamide ethynyl platinum complex was synthesized in a similar fashion. The photoluminescene color of a poly(1b) solution in CH 2 Cl 2 changed from green to red with Ar bubbling and rapidly returned to green by ceasing Ar bubbling. A poly(1b)-containing polymethyl methacrylate film exhibited a similar trend, as was observed for the polymer in solution. The weight residues of poly(1a) and poly(1b) at 800 °C were higher than that of poly(1).

show abstract

End Group Modification of Polynorbornenes

Cited by 6 publications

References 45 publications

Acyclic Diene Metathesis (ADMET) Polymerization for Precise Synthesis of Defect-Free Conjugated Polymers with Well-Defined Chain Ends

Acyclic Diene Metathesis (ADMET) Polymerization for Precise Synthesis of Defect-Free Conjugated Polymers with Well-Defined Chain Ends

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2014

End Functionalization of Polynorbornene with Platinum–Acetylide Complexes Utilizing a Cross-Metathesis Reaction

Contact Info

Product

Resources

About