Two-step crystal–crystal phase transformation of N-salicylidene-p-aminobenzoic acid by gas–solid reaction with aqua–ammonia vapour

2021 ◽  
Vol 77 (1) ◽  
pp. 56-60
Author(s):  
Haruki Sugiyama ◽  
Hidehiro Uekusa

Crystal–crystal phase transformation by external stimuli has attracted significant attention for application in switchable materials, which can change their structures and properties. Herein, it is revealed that N-salicylidene-p-aminobenzoic acid crystals undergo a two-step crystal–crystal phase transformation through a gas–solid reaction with aqua–ammonia vapour. The photochromic behaviour of the crystals switched from nonphotochromic to photochromic and back to nonphotochromic via a phase transformation. The two-step phase transformation and photochromic behaviour change were characterized and correlated by X-ray crystal structure analysis, UV–Vis spectroscopy, differential scanning calorimetry and scanning electron microscopy. This article is the first report to capture the stepwise structural change in the gas–solid (acid–base) reaction of ammonia with benzoic acid derivatives.

2018 ◽  
Vol 5 (4) ◽  
pp. 1700782 ◽  
Author(s):  
Donghui Wang ◽  
Naijian Ge ◽  
Tingting Yang ◽  
Feng Peng ◽  
Yuqin Qiao ◽  
...  

2020 ◽  
Vol 59 (35) ◽  
pp. 15098-15103 ◽  
Author(s):  
Yingjie Liu ◽  
Aisen Li ◽  
Shuping Xu ◽  
Weiqing Xu ◽  
Yu Liu ◽  
...  

CrystEngComm ◽  
2015 ◽  
Vol 17 (5) ◽  
pp. 1189-1200 ◽  
Author(s):  
Won Joo Kim ◽  
Bong-Ki Min ◽  
Debabrata Pradhan ◽  
Youngku Sohn

CrystEngComm ◽  
2015 ◽  
Vol 17 (39) ◽  
pp. 7482-7485 ◽  
Author(s):  
Umesh D. Pete ◽  
Amol G. Dikundwar ◽  
Vaishali M. Sharma ◽  
Shridhar P. Gejji ◽  
Ratnamala S. Bendre ◽  
...  

Isopropyl group rotation observed in a single crystal of TACH appears to be a result of the counterbalance of molecular energetics and supramolecular packing in response to the thermal stimulus.


2004 ◽  
Vol 60 (3) ◽  
pp. 300-314 ◽  
Author(s):  
Manuel A. Fernandes ◽  
Demetrius C. Levendis ◽  
F. R. Ludwig Schoening

The α-polymorph of ortho-ethoxy-trans-cinnamic acid (OETCA) undergoes a reversible single-crystal-to-single-crystal phase transformation at 333 K. The new high-temperature polymorph (α′-OETCA) is stable between 333 and 393 K with three molecules in the asymmetric unit (Z′ = 3), space group P\bar 1. Unlike the other polymorphs (and solvate) of OETCA recently reported, two of the molecules in α′-OETCA deviate significantly from planarity. This conformational change results in the corrugated sheet-type structure of α′-OETCA. The sheets are made up of ribbons, each composed of R_2 ^2 (8) hydrogen-bonded pairs (via the —COOH groups), which are further connected by CH...O interactions. When exposed to UV radiation the α′-OETCA polymorph can be stabilized below 333 K with ca 8% of the monomer converted into the photodimer. The crystal structures of α′-OETCA are reported at two temperatures above the phase transition point (at 345 and 375 K) as well as the stabilized forms at 173 and 293 K. A mechanism for the phase transition involving a cooperative conformational transformation coupled with a shift of layers of OETCA molecules is proposed. The α′-OETCA polymorph is also an example of a cinnamic acid derivative where two different potentially photoreactive environments exist in one crystal in which each unit cell has two non-centrosymmetric predimer sites and one centrosymmetric predimer site.


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