Morphology of a hydrogen-bond mediated self-assembling small molecule in a polycarbonate matrix

2008 ◽  
Vol 86 (6) ◽  
pp. 600-607 ◽  
Author(s):  
Molla Rafiquel Islam ◽  
P R Sundararajan
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Phase Separation ◽  
Small Molecule ◽  
Self Assembly ◽  
Device Fabrication ◽  
Side Chain ◽  
Self Assembling ◽  
Diffusion Phase ◽  
Chain Lengths

Dispersing functional small molecules in a polymer matrix is a well-known method of device fabrication for optoelectronic applications. Normally, no specific interactions such as hydrogen bonding occur between the polymer and the small molecule. The latter does not belong to the category of “self-assembling” molecules. When phase separation occurs, the small molecule would diffuse to the surface and crystallize. In this paper, we describe a very different morphological behaviour of hydrogen-bond mediated self-assembling molecules in a polycarbonate matrix. We used a series of biscarbamates with two hydrogen-bonding motifs and alkyl side chain lengths symmetrically varying from C4 to C18. We infer that the rate of self-assembly is faster than the diffusion of the small molecule to the surface. As a result, crystallization of the small molecule occurs predominantly in the bulk, i.e., sub surface, and not on the surface of the polymer film.Key words: self-assembly, crystallization, diffusion, phase separation.

Small molecule-mediated self-assembly behaviors of Pluronic block copolymers in aqueous solution: impact of hydrogen bonding on the morphological transition of Pluronic micelles

Soft Matter ◽  
2020 ◽  
Vol 16 (1) ◽  
pp. 142-151 ◽  
Author(s):  
Haiyan Luo ◽  
Kun Jiang ◽  
Xiangfeng Liang ◽  
Huizhou Liu ◽  
Yingbo Li
Keyword(s):  
Aqueous Solution ◽  
Hydrogen Bonding ◽  
Block Copolymers ◽  
Small Molecules ◽  
Small Molecule ◽  
Propyl Gallate ◽  
Self Assembly ◽  
Morphological Transition ◽  
Propyl Paraben ◽  
Pluronic P123

The influence of hydrogen bonding on the morphological transition of Pluronic P123 micelles is experimentally and theoretically investigated by introducing three small molecules, i.e. propyl benzoate (PB), propyl paraben (PP) and propyl gallate (PG).

scholarly journals Hydrogen bond guided synthesis of close-packed one-dimensional graphdiyne on the Ag(111) surface

2019 ◽  
Vol 10 (47) ◽  
pp. 10849-10852 ◽  
Author(s):  
Zhi Chen ◽  
Tao Lin ◽  
Haohan Li ◽  
Fang Cheng ◽  
Chenliang Su ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Self Assembly ◽  
One Dimensional

Aided by hydrogen bonding, alkyne and oxazole functionalized precursors undergo uniform self-assembly, which serves as a template for the fabrication of one-dimensional graphdiyne-like wires on the Ag(111) surface.

Supramolecular liquid crystals displaying competitive hydrogen bonding: Small molecule mesogens assembled through different hydrogen bond assemblies

2017 ◽  
Vol 656 (1) ◽  
pp. 48-53 ◽  
Author(s):  
Ethan J. Fuhrman ◽  
Evan C. Bornowski ◽  
John T. Carli ◽  
Matthew A. Dietlin ◽  
Michael D. Heltne ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Liquid Crystals ◽  
Small Molecule

Hydrogen Bonding Directed Self-Assembly of Small-Molecule Amphiphiles in Water

2014 ◽  
Vol 16 (15) ◽  
pp. 4016-4019 ◽  
Author(s):  
Jiang-Fei Xu ◽  
Li-Ya Niu ◽  
Yu-Zhe Chen ◽  
Li-Zhu Wu ◽  
Chen-Ho Tung ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Small Molecule ◽  
Self Assembly

Hydrogen bonding of n-alcohols of different chain lengths

1985 ◽  
Vol 63 (1) ◽  
pp. 40-45 ◽  
Author(s):  
Lucie Wilson ◽  
R. Bicca de Alencastro ◽  
C. Sandorfy
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Chain Length ◽  
Bond Formation ◽  
Hydrocarbon Chain ◽  
Hydrogen Bond Formation ◽  
Degree Of Association ◽  
Chain Lengths ◽  
Anesthetic Potency

The anesthetic potency of n-alcohols exhibits a somewhat irregular dependence on the length of the hydrocarbon chain. An attempt has therefore been made to ascertain if this is related to the relative tendency for hydrogen bond formation by these alcohols. No such relationship was found. The result was rather that the degree of association by hydrogen bond formation of dissolved alcohols appears to be independent of the chain length, that is of the extent of other interactions that exist in these solutions.

scholarly journals Crystal structure of diethyl 2-acetoxy-2-[3-(4-nitrophenyl)-3-oxo-1-phenylpropyl]malonate

2016 ◽  
Vol 72 (2) ◽  
pp. 257-260
Author(s):  
Nóra Veronika May ◽  
Gyula Tamás Gál ◽  
Zsolt Rapi ◽  
Péter Bakó
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Side Chain ◽  
Compound C ◽  
Side Chain Conformation ◽  
Graph Set ◽  
Aromatic Ring Interactions

In the racemic title compound, C24H25NO9, the dihedral angle between the planes of the two benzene-ring systems is 80.16 (6)°, while the side-chain conformation is stabilized by a methylene–carboxyl C—H...O hydrogen bond. Weak intermolecular C—H...O hydrogen bonds form inversion dimers [graph setR22(16)] which are linked into chains extending alonga. Further C—H...O hydrogen bonding extends the structure alongbthrough cyclicR22(10) motifs. Although no π–π aromatic ring interactions are present in the structure, C—H...π ring interactions acrosscgenerate an overall three-dimensional supramolecular structure.

scholarly journals Halogen-Bonding-Driven Self-Assembly of Solvates of Tetrabromoterephthalic Acid

Crystals ◽  
2021 ◽  
Vol 11 (2) ◽  
pp. 198
Author(s):  
Nucharee Chongboriboon ◽  
Kodchakorn Samakun ◽  
Winya Dungkaew ◽  
Filip Kielar ◽  
Mongkol Sukwattanasinitt ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Phase Transitions ◽  
Self Assembly ◽  
Solid Phase ◽  
Halogen Bond ◽  
Halogen Bonding ◽  
Cooperative Effect ◽  
Hydrogen Bonding Interactions ◽  
Solvent Molecules

Halogen bonding is one of the most interesting noncovalent attractions capable of self-assembly and recognition processes in both solution and solid phase. In this contribution, we report on the formation of two solvates of tetrabromoterephthalic acid (H2Br4tp) with acetonitrile (MeCN) and methanol (MeOH) viz. H2Br4tp·2MeCN (1MeCN) and H2Br4tp·2MeOH (2MeOH). The host structures of both 1MeCN and 2MeOH are assembled via the occurrence of simultaneous Br···Br, Br···O, and Br···π halogen bonding interactions, existing between the H2Br4tp molecular tectons. Among them, the cooperative effect of the dominant halogen bond in combination with hydrogen bonding interactions gave rise to different supramolecular assemblies, whereas the strength of the halogen bond depends on the type of hydrogen bond between the molecules of H2Br4tp and the solvents. These materials show a reversible release/resorption of solvent molecules accompanied by evident crystallographic phase transitions.

scholarly journals Crystal structure of 2′-hydroxyacetophenone 4-methylthiosemicarbazide

2015 ◽  
Vol 71 (4) ◽  
pp. o244-o245
Author(s):  
Junita Jamsari ◽  
Nur Fatihah Abas ◽  
Thahira Begum S. A. Ravoof ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Torsion Angle ◽  
Organic Molecule ◽  
Side Chain ◽  
Water Molecules ◽  
Ethyl Group

In the organic molecule of the title hydrate, C11H15N3OS·H2O, {systematic name: 3-ethyl-1-{(E)-[1-(2-hydroxyphenyl)ethylidene]amino}thiourea monohydrate}, a dihedral angle of 5.39 (2)° is formed between the hydroxybenzene ring and the non-H atoms comprising the side chain (r.m.s. deviation = 0.0625 Å), with the major deviation from planarity noted for the terminal ethyl group [the C—N—C—C torsion angle = −172.17 (13)°]. The N—H H atoms aresynand an intramolecular hydroxy–imine O—H...N hydrogen bond is noted. In the crystal, the N-bonded H atoms form hydrogen bonds to symmetry-related water molecules, and the latter form donor interactions with the hydroxy O atom and with a hydroxybenzene ring, forming a O—H...π interaction. The hydrogen bonding leads to supramolecular tubes aligned along thebaxis. The tubes are connected into layersviaC—H...O interactions, and these stack along thecaxis with no directional interactions between them.

scholarly journals Crystal structure of morpholin-4-ium cinnamate

2015 ◽  
Vol 71 (11) ◽  
pp. o850-o851 ◽  
Author(s):  
Graham Smith
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Cinnamic Acid ◽  
Torsion Angle ◽  
Chain Structure ◽  
Side Chain ◽  
Hydrogen Bonding Interaction ◽  
Bonding Interaction ◽  
A Chain

In the anhydrous salt formed from the reaction of morpholine with cinnamic acid, C4H10NO+·C9H7O2−, the acid side chain in thetrans-cinnamate anion is significantly rotated out of the benzene plane [C—C—C— C torsion angle = 158.54 (17)°]. In the crystal, one of the the aminium H atoms is involved in an asymmetric three-centre cation–anion N—H...(O,O′)R12(4) hydrogen-bonding interaction with the two carboxylate O-atom acceptors of the anion. The second aminium-H atom forms an inter-species N—H...Ocarboxylatehydrogen bond. The result of the hydrogen bonding is the formation of a chain structure extending along [100]. Chains are linked by C—H...O interactions, forming a supramolecular layer parallel to (01-1).

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