Perylene Bisimide and Naphthyl‐Based Molecular Dyads: Hydrogen Bonds Driving Co‐planarization and Anomalous Temperature‐Response Fluorescence

2020 ◽  
Vol 59 (22) ◽  
pp. 8579-8585 ◽  
Author(s):  
Congdi Shang ◽  
Gang Wang ◽  
Ke Liu ◽  
Qingwei Jiang ◽  
Fengyi Liu ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Temperature Response ◽  
Anomalous Temperature ◽  
Perylene Bisimide ◽  
Molecular Dyads

Perylene Bisimide and Naphthyl‐Based Molecular Dyads: Hydrogen Bonds Driving Co‐planarization and Anomalous Temperature‐Response Fluorescence

2020 ◽  
Vol 132 (22) ◽  
pp. 8657-8663
Author(s):  
Congdi Shang ◽  
Gang Wang ◽  
Ke Liu ◽  
Qingwei Jiang ◽  
Fengyi Liu ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Temperature Response ◽  
Anomalous Temperature ◽  
Perylene Bisimide ◽  
Molecular Dyads

scholarly journals Connecting the stimuli-responsive rheology of biopolymer hydrogels to underlying hydrogen-bonding interactions

2020 ◽  
Author(s):  
Giulia Giubertoni ◽  
Federica Burla ◽  
Huib J. Bakker ◽  
Gijsje H. Koenderink
Keyword(s):  
Hydrogen Bonding ◽  
Stress Relaxation ◽  
Hydrogen Bonds ◽  
Temperature Response ◽  
Short Time Scale ◽  
Stimuli Responsive ◽  
Flow Activation Energy ◽  
Bond Density ◽  
2Dir Spectroscopy ◽  
Short Time

AbstractMany biopolymer hydrogels are environmentally responsive because they are held together by physical associations that depend on pH and temperature. Here we investigate how the pH and temperature response of the rheology of hyaluronan hydrogels is connected to the underlying molecular interactions. Hyaluronan is an essential structural biopolymer in the human body with many applications in biomedicine. Using two-dimensional infrared (2DIR) spectroscopy, we show that hyaluronan chains become connected by hydrogen bonds when the pH is changed from 7.0 to 2.5, and that the bond density at pH 2.5 is independent of temperature. Temperature-dependent rheology measurements show that due to this hydrogen bonding the stress relaxation at pH 2.5 is strongly slowed down in comparison to pH 7.0, consistent with the sticky reptation model of associative polymers. From the flow activation energy we conclude that each polymer is crosslinked by multiple (5-15) hydrogen bonds to others, causing slow macroscopic stress relaxation, despite the short time scale of breaking and reformation of each individual hydrogen bond. Our findings can aid the design of stimuli-responsive hydrogels with tailored viscoelastic properties for biomedical applications.

scholarly journals Perylene bisimide hydrogels and lyotropic liquid crystals with temperature-responsive color change

2016 ◽  
Vol 7 (11) ◽  
pp. 6786-6790 ◽  
Author(s):  
Daniel Görl ◽  
Bartolome Soberats ◽  
Stefanie Herbst ◽  
Vladimir Stepanenko ◽  
Frank Würthner
Keyword(s):  
Liquid Crystals ◽  
Self Assembly ◽  
Color Change ◽  
Temperature Response ◽  
Lyotropic Liquid Crystals ◽  
Social Self ◽  
Perylene Bisimide ◽  
Temperature Responsive ◽  
Lcst Behavior

Tuning of the temperature response of perylene bisimide hydrogels exhibiting LCST behavior has been achieved by social self-assembly in water.

Use of molecular overlap to predict intermolecular repulsion in N... H-O hydrogen bonds

1998 ◽  
Vol 95 (3) ◽  
pp. 525-537 ◽  
Author(s):  
I. NOBELI S. L. PRICE R. J. WHEATLEY
Keyword(s):  
Hydrogen Bonds

On symmetrical O-H-O hydrogen bonds

1964 ◽  
Vol 25 (5) ◽  
pp. 487-492 ◽  
Author(s):  
R.E. Rundle
Keyword(s):  
Hydrogen Bonds

A Crystallographic Study of Bis[S-benzyl-5-bromo-2-oxoindolin-3-ylidenemethanehydrazonthioate] Disulfide Solvated with Dimethylsulfoxide

2012 ◽  
Vol 9 (2) ◽  
pp. 87
Author(s):  
Mohd Abdul Fatah Abdul Manan ◽  
M. Ibrahim M. Tahir ◽  
Karen A. Crouse ◽  
Fiona N.-F. How ◽  
David J. Watkin
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Solvent Molecule ◽  
Site Occupancy ◽  
Unit Cell Parameters ◽  
Intermolecular Hydrogen Bonds ◽  
Triclinic Space Group ◽  
Cell Parameters ◽  
Crystallographic Study ◽  
Thiol Form

The crystal structure of the title compound has been determined. The compound crystallized in the triclinic space group P -1, Z = 2, V = 1839 .42( 18) A3 and unit cell parameters a= 11. 0460( 6) A, b = 13 .3180(7) A, c=13. 7321 (8) A, a = 80.659(3 )0, b = 69 .800(3 )0 and g = 77 .007 (2)0 with one disordered dimethylsulfoxide solvent molecule with the sulfur and oxygen atoms are distributed over two sites; S101/S102 [site occupancy factors: 0.6035/0.3965] and 0130/0131 [site occupancy factor 0.3965/0.6035]. The C22-S2 l and C 19-S20 bond distances of 1. 779(7) A and 1. 788(8) A indicate that both of the molecules are connected by the disulfide bond [S20-S21 2.055(2) A] in its thiol form. The crystal structure reveals that both of the 5-bromoisatin moieties are trans with respect to the [S21-S20 and CI 9-Nl 8] and [S20-S21 and C22-N23] bonds whereas the benzyl group from the dithiocarbazate are in the cis configuration with respect to [S21-S20 and C19-S44] and [S20-S21 and C22-S36] bonds. The crystal structure is further stabilized by intermolecular hydrogen bonds of N9-H35···O16 formed between the two molecules and N28-H281 ···O130, N28-H281 ···O131 and C4 l-H4 l l ···O 131 with the solvent molecule.

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