Evidence map›Paper›PMID 33751763›Full record

ArticleAngewandte Chemie (International ed. in English)2021

Polymorphism in Squaraine Dye Aggregates by Self-Assembly Pathway Differentiation: Panchromatic Tubular Dye Nanorods versus J-Aggregate Nanosheets.

Chia-An Shen, David Bialas, Markus Hecht, Vladimir Stepanenko, Kazunori Sugiyasu, Frank Würthner

Open access · hybridAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.

0numbers the graph read from it
0cells of the map it votes in
19citing papers in PubMed
6.8field-weighted citation impact, top 2% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

19 citing papers in PubMed, 111 citations in OpenAlex.

  1. Thermally Controlled Chiral Supramolecular Polymorphism in Water.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. One- and Two-Dimensional Polymorphism in a Hydrogen-Bonding Bis-Ureido-Squaramide.Angewandte Chemie (International ed. in English) · 2026
    Article
  3. Synthesis, Structure, and Thin Film Optical Properties of a Chiral Benzothiazole-Derived Squaraine.Chemphyschem : a European journal of chemical physics and physical chemistry · 2026
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  12. Aggregates of Cyanine Dyes: When Molecular Vibrations and Electrostatic Screening Make the Difference.The journal of physical chemistry. C, Nanomaterials and interfaces · 2023
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  17. Template and Temperature-Controlled Polymorph Formation in Squaraine Thin Films.Langmuir : the ACS journal of surfaces and colloids · 2022
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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

6 authors at 3 institutions in 2 countries.

Chia-An ShenInstitut für Organische Chemie, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
David BialasCenter for Nanosystems Chemistry (CNC) and Bavarian Polymer Institute (BPI), Universität Würzburg, Theodor-Boveri-Weg, 97074, Würzburg, Germany.ORCID http://orcid.org/0000-0001-5687-5904
Markus HechtInstitut für Organische Chemie, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Vladimir StepanenkoInstitut für Organische Chemie, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Kazunori SugiyasuNational Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki, 305-0047, Japan.ORCID http://orcid.org/0000-0001-5699-2772
Frank WürthnerInstitut für Organische Chemie, Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.ORCID http://orcid.org/0000-0001-7245-0471
University of Würzburg · DEBavarian Polymer Institute · DENational Institute for Materials Science · JP

Funding

Alexander von Humboldt-StiftungBayerisches Staatsministerium für Wissenschaft, Forschung und Kunst
6 · The paper itself

Abstract

A bis(squaraine) dye equipped with alkyl and oligoethyleneglycol chains was synthesized by connecting two dicyanomethylene substituted squaraine dyes with a phenylene spacer unit. The aggregation behavior of this bis(squaraine) was investigated in non-polar toluene/tetrachloroethane (98:2) solvent mixture, which revealed competing cooperative self-assembly pathways into two supramolecular polymorphs with entirely different packing structures and UV/Vis/NIR absorption properties. The self-assembly pathway can be controlled by the cooling rate from a heated solution of the monomers. For both polymorphs, quasi-equilibrium conditions between monomers and the respective aggregates can be established to derive thermodynamic parameters and insights into the self-assembly mechanisms. AFM measurements revealed a nanosheet structure with a height of 2 nm for the thermodynamically more stable polymorph and a tubular nanorod structure with a helical pitch of 13 nm and a diameter of 5 nm for the kinetically favored polymorph. Together with wide angle X-ray scattering measurements, packing models were derived: the thermodynamic polymorph consists of brick-work type nanosheets that exhibit red-shifted absorption bands as typical for J-aggregates, while the nanorod polymorph consists of eight supramolecular polymer strands of the bis(squaraine) intertwined to form a chimney-type tubular structure. The absorption of this aggregate covers a large spectral range from 550 to 875 nm, which cannot be rationalized by the conventional exciton theory. By applying the Essential States Model and considering intermolecular charge transfer, the aggregate spectrum was adequately reproduced, revealing that the broad absorption spectrum is due to pronounced donor-acceptor overlap within the bis(squaraine) nanorods. The latter is also responsible for the pronounced bathochromic shift observed for the nanosheet structure as a result of the slip-stacked arranged squaraine chromophores.

Indexed as

cooperative self-assemblynanorods and nanosheetspolymorphismsquaraine dyessupramolecular polymers

Identifiers

PMID33751763
PMCPMC8252746
OpenAlexW3133894032

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC-ND
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.