# Spatiotemporal dynamics of supramolecular polymers by <i>in situ</i> quantitative catalyst-free hydroamination

https://mdr.nims.go.jp/datasets/69822432-2200-4d3d-a458-0f6b9f7046d8

## File

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## Id

69822432-2200-4d3d-a458-0f6b9f7046d8

## Local identifier



## Visibility

open_to_public

## State

published

## Created at

2024-11-07T02:58:41.882667Z

## Updated at

2025-08-22T23:30:36.534577Z

## Published at

2025-08-22T23:17:04.725359Z

## Doi



## First published url

https://doi.org/10.1039/d2sc00035k

## Date published

2022-03-23

## Recorded date published

2022-4-13

## Resource type

journal_article

## Manuscript type

vor

## Collection



## Title

- title: Spatiotemporal dynamics of supramolecular polymers by <i>in situ</i> quantitative
    catalyst-free hydroamination
  title_type: original
  lang: en

## Description

- description: Implementing chemical reactivity into synthetic supramolecular polymers
    based on π-conjugated molecules has been of great interest to create functional
    materials with spatiotemporal dynamic properties. However, the development of
    in situ chemical reaction within supramolecular polymers is still in its infancy,
    because one needs to design an optimal π-conjugated monomers having excellent
    reactivity under mild conditions possibly without byproducts or a catalyst. Herein
    we report the synthesis of a supramolecular polymer based on ethynyl core-substituted
    naphthalenediimide (S-NDI2) molecules that react with various amines quantitatively
    in nonpolar solvent, without a catalyst, at 298 K. Most interestingly, the in
    situ reaction of the S-NDI2 supramolecular polymer with a linear aliphatic diamine
    proceeded much faster than the homogeneous reaction of a monomeric naphthalenediimide
    with the same diamine, affording diamine-linked S-NDI2 oligomers and polymers.
    The acceleration of the in situ hydroamination was presumably due to rapid intra-supramolecular
    cross-linking between ethynyl and amino groups fixed in close proximity within
    the supramolecular polymer. Such intra-supramolecular cross-linking did not occur
    efficiently with an incompatible diamine. The systematic kinetic studies of in
    situ catalyst-free hydroamination within supramolecular polymers provide us with
    a useful, facile and versatile tool kit for designing dynamic supramolecular polymeric
    materials based on electron-deficient π-conjugated monomers.
  description_type: abstract
  lang: und

## Creator

- name: Minghan Tan
  role: author
  orcid: https://orcid.org/0000-0001-5426-6347
  organization: National Institute for Materials Science
- name: Masayuki Takeuchi
  role: author
  orcid: https://orcid.org/0000-0002-0207-0665
  organization: National Institute for Materials Science
  ror: https://ror.org/026v1ze26
- name: Atsuro Takai
  role: author
  orcid: https://orcid.org/0000-0003-3457-3352
  organization: National Institute for Materials Science
  ror: https://ror.org/026v1ze26

## Contact agent



## Publisher

organization: Royal Society of Chemistry (RSC)

## Managing organization



## Keyword

- subject: Supramolecular polymers
  schema: not_defined
- subject: Hydroamination
  schema: not_defined
- subject: Catalyst-free click reaction
  schema: not_defined
- subject: Naphthalenediimide (NDI)
  schema: not_defined
- subject: Reaction dynamics
  schema: not_defined

## Rights

- identifier: cc-by-nc-3.0

## Other identifier(s)



## Data origin



## Embargo



## Journal

- title: Chemical Science
  issn: '20416520'
  start_page: 4413
  end_page: 4423

## Conference



## Related item



## Funding

- funder_name: Murata Science Foundation
- identifier: 20H05868
  funder_name: Ministry of Education, Culture, Sports, Science and Technology
- identifier: 19K0564
  funder_name: Japan Society for the Promotion of Science

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## Measurement method



## Specimen



## Chemical composition



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## Fileset

- id: c373457b-7f11-454e-81ee-b01f0896d82a
  filename: d2sc00035k.pdf
  content_type: application/pdf
  size: 1257156
  md5: 63d0998b0ba077e2e645b9eb36b99f8b
- id: 3153b7c3-89d1-472b-addc-17056f4d7153
  filename: ChemSci,2022,13,4413-SI.pdf
  content_type: application/pdf
  size: 5612293
  md5: aca3fbcaca5110c6a4c0b1e3b7498993

## Thumbnail

fileset_id: c373457b-7f11-454e-81ee-b01f0896d82a
filename: d2sc00035k.pdf