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Chemiluminescence during the decomposition of dispiro(adamantane-1,2-dioxetane) cocrystallized with Eu(fod){sub 3} induced by mechanical destruction of crystals

Journal Article · · Russian Chemical Bulletin
DOI:https://doi.org/10.1007/BF01151313· OSTI ID:160294
; ;  [1]
  1. Institute of Organic Chemistry, Ufa (Russian Federation); and others

It is known that decomposition of 1,2-dioxetanes into two carbonyl fragments results in formation of electron-excited states and is accompanied by chemiluminescence (CL). The strained and twisted peroxide dioxetane cycle is sensitive to effects originating, e.g., from coordination with lanthanide ions or adsorption on the surface, which accelerate the decomposition of the peroxide. It has previously been shown that coordination of the O-O bond in dispiro(adamantane-1,2-dioxetane) with Eu(fod){sub 3} (where {open_quotes}fod{close_quotes} is 1,1,1,2,2,3,3-hepta-fluoro-7,7-dimethyl-4,6-octanedione) considerably increases the rate of its decomposition into adamantanone. The authors found that mechanical impact (time of dynamic contact: 1.5-2.5 ms; time of static contact: 0.3{+-}0.05 s; impulse: 5{center_dot}10{sup 2} g cm s{sup -1}) on cocrystallized dioxetane and Eu(fod){sub 3} (molar ratio 1:1) is accompanied by light emission in the form of damping, randomly distributed pulses, analogous to those observed during crystalloluminescence. The emission is predominantly observed in the red spectral region (recording through an OS-14 light filter, {lambda} > 550 nm). This implies that Eu{sup III} serves as the emitter.

Sponsoring Organization:
USDOE
OSTI ID:
160294
Journal Information:
Russian Chemical Bulletin, Journal Name: Russian Chemical Bulletin Journal Issue: 9 Vol. 44; ISSN 1066-5285; ISSN RCBUEY
Country of Publication:
United States
Language:
English

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