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. 2019 Jul 25;24(15):2711. doi: 10.3390/molecules24152711

Table 5.

Summary of optical properties and sensing performance of AIE-based cyanide chemosensors B1aB14.

λabs
(nm) a
λem
(nm) b
Φ
(%) c
Original Emission Colour Emission Colour/Change in the Presence of Anion L.O.D d Mechanism of Detection Ref.
B1a ~400 (aggr) f 547 (aggr) f - Green-yellow (aggr) f Weak blue 63 ppm Nucleophilic addition of CN to dicyanovinyl- group [73]
B1b ~400 (aggr) f 565 (aggr) f - Orange (aggr) f Weak blue 109 ppm Nucleophilic addition of CN to dicyanovinyl- group [73]
B2a 387–407 (soln) e 628 (soln) e; 600 (aggr) f 24 (Solid) g Orange (aggr) f Quenched 0.32 μM Nucleophilic addition of CN to dicyanovinyl- group [74]
B2b 385–404 (soln) e 625 (soln) e; 600 (aggr) f 22 (Solid) g Red (soln) e; orange (aggr) f Quenched 0.29 μM Nucleophilic addition of CN to dicyanovinyl- group [74]
B3a 437 (soln) e; 465 (aggr) f 568 (aggr) f - Orange (aggr) f Quenched 9.88 nM Nucleophilic addition of CN to dicyanovinyl- group [75]
B3b 440 650 (aggr) f - Red (aggr) f Quenched 0.11 nM Nucleophilic addition of CN to dicyanovinyl- group [76]
B4 340, 390, 460 (soln) e 605 (soln) e - Orange (soln) e Quenched - Nucleophilic addition of CN to dicyanovinyl- group [77]
B5 ~450 (aggr) f 580 (aggr) f - Orange (aggr) f Quenched 0.22 μM Nucleophilic addition of CN to cyanoethylene- group [78]
B6a 562 (soln) e - - Non emissive (aggr; solid) f,g Blue 24.5 μM Nucleophilic addition of CN to 1,1-dicyanomethylidene group [79]
B6b 443 (soln) e 629 (aggr) f; 653 (solid) g - Weak red (aggr, solid) f,g - 1.7 μM Nucleophilic addition of CN to 1,1-dicyanomethylidene group [79]
B6c 386 (soln) e 573 (soln) e; 543 (solid) g 0.4 (soln) e; 3.0 (aggr) f Yellow (aggr; solid) f,g Blue 5.07 μM Nucleophilic addition of CN to 1,1-dicyanomethylidene group [79]
B7 380 435 - Blue Enhanced 55 nM Nucleophilic attack of CN to indolium moiety disrupts ICT effect [80]
B8 434 (soln) e 547 (soln) e; 623 (aggr) f - Green (soln) e; orange (aggr) f Quenched 67.4 nM Nucleophilic attack of CN to C=C bond interrupting ICT between carbazole and barbituric acid [81]
B9 356 (soln) e n.d. (soln; aggr) e,f; 464 (soln, +CN) e,h; 508 (aggr, +CN) f,h 36.6 (soln, +CN) e,h No emission Blue (soln) e
green (aggr) f
0.592 μM Underwent oxidative cyclization reaction after deprotonation of −OH by CN to generate hydroxyphenyl-benzoxazole [82]
B10 396, 411 (soln) e 530 (soln) e; 584 (aggr) f 0.21 (solid) g Green (aggr) f Yellow 0.81 μM Deprotonation of OH groups by CN leading to ICT effect that red-shifts fluorescence [83]
B11 410 (soln) e 516 (Gel);
498 (Gel, +CN) g,h
- Green (gel) g Blue (gel) g 3.02 μM Deprotonation of OH and NH groups by CN disrupts hydrogen bonding in self-assembly [84]
B12 - 410 (aggr) f 11.24 (soln) e; 37.8 (aggr) f Blue (aggr) f; quenched (+Hg2+) h Blue FL recovered 77.1 nM CN reinstates self-assembly of B12 by removing Hg2+ in B12-Hg adduct as Hg(CN)2 [85]
B13 ~345 435 (aggr) f - Blue (aggr) f; quenched (+picric acid) h Blue FL recovered 0.745 μM CN reinstates self-assembly of B13 by causing B13-Picric acid adduct to break apart [86]
B14 313 498 (soln) e; 458 (aggr) f 3.9 (soln) e; 24 (aggr) f - Blue, turn-on 0.59 μM Coordination of CN to Co(II) centre decreases complex solubility [87]

a Absorption maxima; b Emission maxima; c Fluorescence quantum yield; d Limit of Detection; e (soln) denotes optical properties in solution state; f (aggr) denotes optical properties of aggregates; g (solid/film/gel) denotes optical properties in solid/film/gel state; h (+Xn+/−) denotes optical properties in the presence of ion Xn+/−. “-”: data were not reported.