Convenient Attachment of Highly Polar Azo Chromophore Moieties to Disubstituted Polyacetylene through Polymer Reactions by Using “Click” Chemistry

Zeng, Qi; Li, Zhong’an; Li, Zhen; Cheng, Ya; Qin, Jingui; Tang, Ben Zhong

doi:10.1021/ma070846o

Cited by 148 publications

(64 citation statements)

References 46 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, utilizing click reaction, we have successfully synthesized disubstituted PAs with varying contents of functional azobenzene groups, examples of which are shown in Scheme 1.9. As expected, the resultant PAs (75) exhibited high d 33 values (up to ∼130.5 pm V −1 ) [19].…”

Section: Optical Nonlinearitysupporting

confidence: 78%

“…However, polymer-reaction approach can address this problem. By click chemistry, many highly polar functional groups can be conveniently attached to disubstituted PA 48 to furnish 49 [19]. 47 and 37e can undergo nucleophilic substitution and hydrolysis reactions, respectively, to provide imidazole-and carboxy-functionalized disubstituted PAs 50 and 37a [20,21].…”

Section: Polymer Reactionsmentioning

confidence: 99%

“…19 Growth of living HeLa cells in the incubation media containing 29e with different concentrations.…”

mentioning

confidence: 99%

See 2 more Smart Citations

Synthesis and Functionality of Substituted Polyacetylenes

Liu¹,

Lam²,

Tang³

2010

Design and Synthesis of Conjugated Polymers

View full text Add to dashboard Cite

Section: Optical Nonlinearitysupporting

confidence: 78%

Section: Polymer Reactionsmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis and Functionality of Substituted Polyacetylenes

Liu¹,

Lam²,

Tang³

2010

Design and Synthesis of Conjugated Polymers

View full text Add to dashboard Cite

“…The substituted PAs have been found to show photoconductivity, optical nonlinearity, magnetic susceptibility, photo-and electroluminescence, liquid crystallinity, biocompatibility, chain helicity, and so on , indicating the bright prospect of the substituted PAs. Generally, disubstituted PAs are superior to their monosubstituted counterparts in performance [15][16][17][18][19][20][21][22][23]. However, the molecular functionalization of disubstituted PAs is difficult [2,3].…”

Section: Introductionmentioning

confidence: 99%

Post-functionalization of disubstituted polyacetylenes via click chemistry

Li¹,

Qin²,

Zhang³

et al. 2011

Sci. China Chem.

Self Cite

View full text Add to dashboard Cite

We report a synthetic design and the experimental exploration of preparation of disubstituted polyacetylenes (PAs, P3) through 1,3-dipolar cycloaddition of azides with precursor PA bearing alkyne pendants. The precursor PA (P2) was derived by desilylation of the pristine PA with trimethylethynylsilane side chains (P1). P1 was obtained by polymerization of a dual-alkyne containing monomer with one of the alkynes end-capping by trimethylsilane (M) under the promotion of WCl 6 -Ph 4 Sn catalyst. Two synthetic routes, i.e. two-steps (from P1 to P3 via precursor P2) and one-pot (from P1 to P3 without separation and purification of P2) were tried and the results indicated that one-pot strategy is more facile and resultant P3-1 showed higher purity and higher molecular weight than the resultant of P3-2. By using the techniques such as GPC, FTIR and 1 H NMR spectroscopy the polymerization behavior and the structures of the polymers were well characterized. disubstituted polyacetylene, click chemistry, one-pot method, selective polymerization

show abstract

“…35) using CuAAC to provide second order non-linear optical PA's. [121] Li et al [122] functionalized poly(azidoethylmethacrylate) with phenylacetylene using CuAAC and compared pre-and postfunctionalization. Both methods gave well defined polymers with quantitative formation of triazole.…”

Section: General Considerationsmentioning

confidence: 99%

Polymer “Clicking” by CuAAC Reactions

Meldal

2008

Macromol. Rapid Commun.

330

151

View full text Add to dashboard Cite

The CuAAC “click” reaction has developed as one of the most useful and widely employed reactions in ligation within polymer chemistry. This is due to the unique properties of the Cu(I) catalysis which renders the reaction quantitative even at low concentrations, orthogonal with other chemistries and extremely robust. The formed triazole on the other hand is of intermediate polarity and chemically and biochemically “invisible”, and the CuAAC provides the ideal “click” reaction for stitching together polymer architectures of unprecedended complexity as was it molecular LEGO. The CuAAC “clicking” in polymer chemistry is increasing exponentially and lead to highly defined polymer materials with novel properties.magnified image

show abstract

Convenient Attachment of Highly Polar Azo Chromophore Moieties to Disubstituted Polyacetylene through Polymer Reactions by Using “Click” Chemistry

Cited by 148 publications

References 46 publications

Synthesis and Functionality of Substituted Polyacetylenes

Synthesis and Functionality of Substituted Polyacetylenes

Post-functionalization of disubstituted polyacetylenes via click chemistry

Polymer “Clicking” by CuAAC Reactions

Contact Info

Product

Resources

About