Optical Properties of a Supramolecular Assembly Containing Polydiacetylene

Pigos, J. M.; Zhu, and Z.; Musfeldt, J. L.

doi:10.1021/cm990354t

Cited by 6 publications

(5 citation statements)

References 25 publications

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“…Amphiphilic long-chain diacetylene monomers, compressed at the air−water interface and then UV polymerized, form an ultrathin, stable trilayer structured Langmuir film (LF). − A PDA LF formed on water has unique strand morphology parallel to the polymer direction as a result of its rigid and unbranched linear structure, which provides it with mechanical and chemical stability. This, along with the unique electro-optical properties of PDAs, − make them attractive materials for a variety of technological applications such as chemical and biological sensors, resist for lithography, , effective template for oriented nucleation of inorganic crystals such as calcite , and semiconducting nanocrystals. − …”

Section: Introductionmentioning

confidence: 99%

Structural Transitions in Polydiacetylene Langmuir Films

Lifshitz¹,

et al. 2009

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Polydiacetylene (PDA) Langmuir films (LFs) were investigated directly at the air/water interface using in situ synchrotron grazing incidence X-ray diffraction, and ex situ transmissison electron microscopy and diffraction. The films were compressed and polymerized on pure water. A crystallographic model describes the structures and phase transitions of the unpolymerized (monomer) film, via the metastable (blue phase), to the fully stable PDA red phase as a function of irradiation dose. The monomer-to-blue-to-red chromatic phase transitions are accompanied by changes in the in-plane crystal structure and pendant chains packing arrangement from arced alkyl chains (in the monomer and blue phases) to near-vertical closely packed chains in the red phase. Notably, the characteristic linear strand morphology of PDA films can be explained as a direct result of the marked decrease in spacing between adjacent polymer chains upon transition from the blue to the red phase.

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Section: Introductionmentioning

confidence: 99%

Structural Transitions in Polydiacetylene Langmuir Films

Lifshitz¹,

et al. 2009

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“…In a solid-state system, however, there are no free translations or rotations as in a solution system. These degrees of freedom are frozen (or relatively hindered), implying the possibility of stable time-invariant complexes of substructures, and therefore of stable time-invariant CT states, as is the case for crystalline CT materials consisting of co-crystallized donor- and acceptor compounds. − The lignin polymer is an amorphous solid-state system consisting of substructures that form time-invariant complexes. Within lignin we may find interunit separation distances as small as 4 Å, which is a typical donor−acceptor distance for CT complexes.…”

Section: Introductionmentioning

confidence: 99%

Lignin−Quinone Interactions: Implications for Optical Properties of Lignin

2003

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Charge transfer (CT) excited states are well-known and examined for artificial solution and solid-state donor-acceptor systems. Their possible existence in lignin has, however, not been considered before. In the present work we have studied the optical modifications resulting from the co-adsorption of the acceptor p-benzoquinone with selected donor compounds, some of which are related to lignin, onto filter paper. The quinone was also incorporated into the lignin of beech and spruce thermomechanical pulp fibers, and their optical absorption and emission properties were then examined. Evidence for the formation of CT states of donor compounds-quinone or (wood fiber) lignin-quinone is presented. Most notable is the formation of a broad-band visible absorption, at lower energies than what can be explained by quinone absorption alone, and the significant wood fiber emission quenching caused by these CT states. Since quinones commonly occur in various lignin types (e.g., wood pulps), this has the implication that lignin photo-oxidation may proceed via such CT states.

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“…One is the spectra with characteristic absorption due to PDA exciton and the spectra of 5a , 5b , 5c , and 5f belong to this category. These absorption spectra indicate regular 1,4-addition polymerization to form an ene-yne sequence of the PDA structure since there are a lot of examples that regularly polymerized PDAs display characteristic absorption bands in the longer wavelength region than 500 nm, resulting in colors from blue to red in general. − ,− The absorption maxima of these spectra at the initial stage of polymerization were 637, 660, 672, and around 610 nm for 5a , 5b , 5c , and 5f , respectively. As mentioned above, these four compounds were found to have monomer stacks appropriate for solid-state polymerization, and these structural features prove regular 1,4-addition polymerization resulting in spectra with the excitonic absorption.…”

Section: Results and Discussionmentioning

confidence: 92%

Synthesis, Crystal Structures, and Solid-State Polymerization of 8-[4-(Dimethylamino)phenyl]octa-5,7-diynyl Carbamates

Ikeshima

Katagiri

Fujiwara

et al. 2018

Crystal Growth & Design

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Six butadiyne monomers with (dimethylamino)phenyl and N-substituted urethane substituents were synthesized and their crystal structures and solid-state polymerization were investigated. In five of the six monomers, directions of the butadiyne stacking and the intermolecular hydrogen bonding between urethane groups coincided, and translational distance d between adjacent butadiyne moieties was around 5 Å. Among them, four monomers showed angle θ between the translation axis of the monomers and the butadiyne moiety of around 45°, which is appropriated for regular 1,4-addition polymerization. These geometries resulted in formation of polydiacetylenes with characteristic excitonic absorption and relatively high conversion. One monomer was found to have large θ, and the regular polymerization was not recognized to be quite low conversion. However, in the remaining one monomer among six, the directions of butadiyne stacking and intermolecular hydrogen bonding were different and d was much longer than 5 Å. However, distance between reacting carbons for 1,4-addition was short enough resulting in comparable conversion without regular polymerization. Although introduction of urethane group is effective to increase probability of the solid-state polymerization of butadiynes, hydrogen bonding direction, methylene chain conformation, and disorder of the aromatic rings were found to afford the variation from the appropriate conditions.

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Optical Properties of a Supramolecular Assembly Containing Polydiacetylene

Cited by 6 publications

References 25 publications

Structural Transitions in Polydiacetylene Langmuir Films

Structural Transitions in Polydiacetylene Langmuir Films

Lignin−Quinone Interactions: Implications for Optical Properties of Lignin

Synthesis, Crystal Structures, and Solid-State Polymerization of 8-[4-(Dimethylamino)phenyl]octa-5,7-diynyl Carbamates

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