Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers

Fatoumata Sow; Salif Sow; Abdoulaye Dramé; Alioune Diouf; Aboubacary Sene; Frédéric Guittard; Thierry Darmanin

doi:doi:10.11648/j.ajpst.20241001.11

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Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers

Fatoumata Sow

, Salif Sow

, Abdoulaye Dramé^*

, Alioune Diouf, Aboubacary Sene, Frédéric Guittard, Thierry Darmanin

Published in American Journal of Polymer Science and Technology (Volume 10, Issue 1)

Received: 16 March 2024 Accepted: 3 April 2024 Published: 17 April 2024

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Abstract

Preparing well-ordered nanotubes on materials surface is a great of interest in many applications. Bio-inspired and theoretical approaches show that porous structures such as nanotubes are key parameters for both surface hydrophobicity and water adhesion. Here, a very easy soft-template electropolymerization approach is used to form nanotubular structures, followed by a bioinspired strategy to control the wetting properties. Fully conjugated monomers based on 3,4-(2,3- naphtylenedioxy)thiophene (NaphDOT) core grafted with many rigid aromatic groups such as phenyl, naphthalene, pyrene, pyrrole, were synthesized. Then, electropolymerization is carried out with these monomers, followed by surface and morphologies characterization of corresponding polymers. We show that even if just dimers are formed by electropolymerization, the resulting polymer can be sufficiently insoluble to form structured films. 3,4-(2,3-naphtylenedioxy)thiophene (NaphDOT) is chosen as a judicious example, due to strong π-stacking interactions, and also their capacity to form nanotubular structures by soft template-electropolymerization in the presence of water (H₂O). Here, different substituents, polymerizable or not, are grafted on the 2-position of thiophene. Films are formed with all the studied substituents. Nanotubular structures are especially observed with the following substituents: hydroxyl, pyrene and pyrrole, but in the presence of H₂O. We study also their influence on the surface hydrophobicity.

Published in	American Journal of Polymer Science and Technology (Volume 10, Issue 1)
DOI	10.11648/j.ajpst.20241001.11
Page(s)	1-14
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Nanostructures, Nanotubes, Electrochemistry, Wettability, Hydrophobicity

References

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APA Style

Sow, F., Sow, S., Dramé, A., Diouf, A., Sene, A., et al. (2024). Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers . American Journal of Polymer Science and Technology, 10(1), 1-14. https://doi.org/10.11648/j.ajpst.20241001.11

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ACS Style

Sow, F.; Sow, S.; Dramé, A.; Diouf, A.; Sene, A., et al. Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers . Am. J. Polym. Sci. Technol. 2024, 10(1), 1-14. doi: 10.11648/j.ajpst.20241001.11

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AMA Style

Sow F, Sow S, Dramé A, Diouf A, Sene A, et al. Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers . Am J Polym Sci Technol. 2024;10(1):1-14. doi: 10.11648/j.ajpst.20241001.11

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@article{10.11648/j.ajpst.20241001.11,
  author = {Fatoumata Sow and Salif Sow and Abdoulaye Dramé and Alioune Diouf and Aboubacary Sene and Frédéric Guittard and Thierry Darmanin},
  title = {Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers
},
  journal = {American Journal of Polymer Science and Technology},
  volume = {10},
  number = {1},
  pages = {1-14},
  doi = {10.11648/j.ajpst.20241001.11},
  url = {https://doi.org/10.11648/j.ajpst.20241001.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajpst.20241001.11},
  abstract = {Preparing well-ordered nanotubes on materials surface is a great of interest in many applications. Bio-inspired and theoretical approaches show that porous structures such as nanotubes are key parameters for both surface hydrophobicity and water adhesion. Here, a very easy soft-template electropolymerization approach is used to form nanotubular structures, followed by a bioinspired strategy to control the wetting properties. Fully conjugated monomers based on 3,4-(2,3- naphtylenedioxy)thiophene (NaphDOT) core grafted with many rigid aromatic groups such as phenyl, naphthalene, pyrene, pyrrole, were synthesized. Then, electropolymerization is carried out with these monomers, followed by surface and morphologies characterization of corresponding polymers. We show that even if just dimers are formed by electropolymerization, the resulting polymer can be sufficiently insoluble to form structured films. 3,4-(2,3-naphtylenedioxy)thiophene (NaphDOT) is chosen as a judicious example, due to strong π-stacking interactions, and also their capacity to form nanotubular structures by soft template-electropolymerization in the presence of water (H2O). Here, different substituents, polymerizable or not, are grafted on the 2-position of thiophene. Films are formed with all the studied substituents. Nanotubular structures are especially observed with the following substituents: hydroxyl, pyrene and pyrrole, but in the presence of H2O. We study also their influence on the surface hydrophobicity.
},
 year = {2024}
}

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TY  - JOUR
T1  - Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers

AU  - Fatoumata Sow
AU  - Salif Sow
AU  - Abdoulaye Dramé
AU  - Alioune Diouf
AU  - Aboubacary Sene
AU  - Frédéric Guittard
AU  - Thierry Darmanin
Y1  - 2024/04/17
PY  - 2024
N1  - https://doi.org/10.11648/j.ajpst.20241001.11
DO  - 10.11648/j.ajpst.20241001.11
T2  - American Journal of Polymer Science and Technology
JF  - American Journal of Polymer Science and Technology
JO  - American Journal of Polymer Science and Technology
SP  - 1
EP  - 14
PB  - Science Publishing Group
SN  - 2575-5986
UR  - https://doi.org/10.11648/j.ajpst.20241001.11
AB  - Preparing well-ordered nanotubes on materials surface is a great of interest in many applications. Bio-inspired and theoretical approaches show that porous structures such as nanotubes are key parameters for both surface hydrophobicity and water adhesion. Here, a very easy soft-template electropolymerization approach is used to form nanotubular structures, followed by a bioinspired strategy to control the wetting properties. Fully conjugated monomers based on 3,4-(2,3- naphtylenedioxy)thiophene (NaphDOT) core grafted with many rigid aromatic groups such as phenyl, naphthalene, pyrene, pyrrole, were synthesized. Then, electropolymerization is carried out with these monomers, followed by surface and morphologies characterization of corresponding polymers. We show that even if just dimers are formed by electropolymerization, the resulting polymer can be sufficiently insoluble to form structured films. 3,4-(2,3-naphtylenedioxy)thiophene (NaphDOT) is chosen as a judicious example, due to strong π-stacking interactions, and also their capacity to form nanotubular structures by soft template-electropolymerization in the presence of water (H2O). Here, different substituents, polymerizable or not, are grafted on the 2-position of thiophene. Films are formed with all the studied substituents. Nanotubular structures are especially observed with the following substituents: hydroxyl, pyrene and pyrrole, but in the presence of H2O. We study also their influence on the surface hydrophobicity.

VL  - 10
IS  - 1
ER  -

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Author Information

Fatoumata Sow

Laboratory of Organic and Bio-organic Chemistry, Faculty of Science and Technology, Cheikh Anta Diop University, Dakar-Fann, Sénégal

Contact Email

http://orcid.org/0009-0003-9999-0269
Salif Sow

Laboratory of Organic and Bio-organic Chemistry, Faculty of Science and Technology, Cheikh Anta Diop University, Dakar-Fann, Sénégal

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http://orcid.org/0009-0008-8878-2444
Abdoulaye Dramé

Laboratory of Organic and Bio-organic Chemistry, Faculty of Science and Technology, Cheikh Anta Diop University, Dakar-Fann, Sénégal

Contact Email

http://orcid.org/0009-0000-5555-4412
Alioune Diouf

Laboratory of Organic and Bio-organic Chemistry, Faculty of Science and Technology, Cheikh Anta Diop University, Dakar-Fann, Sénégal

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Aboubacary Sene

Laboratory of Organic and Bio-organic Chemistry, Faculty of Science and Technology, Cheikh Anta Diop University, Dakar-Fann, Sénégal

Contact Email
Frédéric Guittard

NICE-Lab of the Chemistry Institute, Côte d'Azur University, Nice, France

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Thierry Darmanin

NICE-Lab of the Chemistry Institute, Côte d'Azur University, Nice, France

Contact Email

http://orcid.org/0000-0003-0150-7412

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APA Style

Sow, F., Sow, S., Dramé, A., Diouf, A., Sene, A., et al. (2024). Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers . American Journal of Polymer Science and Technology, 10(1), 1-14. https://doi.org/10.11648/j.ajpst.20241001.11

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ACS Style

Sow, F.; Sow, S.; Dramé, A.; Diouf, A.; Sene, A., et al. Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers . Am. J. Polym. Sci. Technol. 2024, 10(1), 1-14. doi: 10.11648/j.ajpst.20241001.11

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AMA Style

Sow F, Sow S, Dramé A, Diouf A, Sene A, et al. Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers . Am J Polym Sci Technol. 2024;10(1):1-14. doi: 10.11648/j.ajpst.20241001.11

Copy | Download

@article{10.11648/j.ajpst.20241001.11,
  author = {Fatoumata Sow and Salif Sow and Abdoulaye Dramé and Alioune Diouf and Aboubacary Sene and Frédéric Guittard and Thierry Darmanin},
  title = {Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers
},
  journal = {American Journal of Polymer Science and Technology},
  volume = {10},
  number = {1},
  pages = {1-14},
  doi = {10.11648/j.ajpst.20241001.11},
  url = {https://doi.org/10.11648/j.ajpst.20241001.11},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajpst.20241001.11},
  abstract = {Preparing well-ordered nanotubes on materials surface is a great of interest in many applications. Bio-inspired and theoretical approaches show that porous structures such as nanotubes are key parameters for both surface hydrophobicity and water adhesion. Here, a very easy soft-template electropolymerization approach is used to form nanotubular structures, followed by a bioinspired strategy to control the wetting properties. Fully conjugated monomers based on 3,4-(2,3- naphtylenedioxy)thiophene (NaphDOT) core grafted with many rigid aromatic groups such as phenyl, naphthalene, pyrene, pyrrole, were synthesized. Then, electropolymerization is carried out with these monomers, followed by surface and morphologies characterization of corresponding polymers. We show that even if just dimers are formed by electropolymerization, the resulting polymer can be sufficiently insoluble to form structured films. 3,4-(2,3-naphtylenedioxy)thiophene (NaphDOT) is chosen as a judicious example, due to strong π-stacking interactions, and also their capacity to form nanotubular structures by soft template-electropolymerization in the presence of water (H2O). Here, different substituents, polymerizable or not, are grafted on the 2-position of thiophene. Films are formed with all the studied substituents. Nanotubular structures are especially observed with the following substituents: hydroxyl, pyrene and pyrrole, but in the presence of H2O. We study also their influence on the surface hydrophobicity.
},
 year = {2024}
}

Copy | Download

TY  - JOUR
T1  - Bioinspired Nanotubular Structures by Soft-Template Electropolymerization: 3,4-(2,3-naphtylenedioxy)Thiophene Monomers Quenched to Form Dimers

AU  - Fatoumata Sow
AU  - Salif Sow
AU  - Abdoulaye Dramé
AU  - Alioune Diouf
AU  - Aboubacary Sene
AU  - Frédéric Guittard
AU  - Thierry Darmanin
Y1  - 2024/04/17
PY  - 2024
N1  - https://doi.org/10.11648/j.ajpst.20241001.11
DO  - 10.11648/j.ajpst.20241001.11
T2  - American Journal of Polymer Science and Technology
JF  - American Journal of Polymer Science and Technology
JO  - American Journal of Polymer Science and Technology
SP  - 1
EP  - 14
PB  - Science Publishing Group
SN  - 2575-5986
UR  - https://doi.org/10.11648/j.ajpst.20241001.11
AB  - Preparing well-ordered nanotubes on materials surface is a great of interest in many applications. Bio-inspired and theoretical approaches show that porous structures such as nanotubes are key parameters for both surface hydrophobicity and water adhesion. Here, a very easy soft-template electropolymerization approach is used to form nanotubular structures, followed by a bioinspired strategy to control the wetting properties. Fully conjugated monomers based on 3,4-(2,3- naphtylenedioxy)thiophene (NaphDOT) core grafted with many rigid aromatic groups such as phenyl, naphthalene, pyrene, pyrrole, were synthesized. Then, electropolymerization is carried out with these monomers, followed by surface and morphologies characterization of corresponding polymers. We show that even if just dimers are formed by electropolymerization, the resulting polymer can be sufficiently insoluble to form structured films. 3,4-(2,3-naphtylenedioxy)thiophene (NaphDOT) is chosen as a judicious example, due to strong π-stacking interactions, and also their capacity to form nanotubular structures by soft template-electropolymerization in the presence of water (H2O). Here, different substituents, polymerizable or not, are grafted on the 2-position of thiophene. Films are formed with all the studied substituents. Nanotubular structures are especially observed with the following substituents: hydroxyl, pyrene and pyrrole, but in the presence of H2O. We study also their influence on the surface hydrophobicity.

VL  - 10
IS  - 1
ER  -

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