Regulation of π-stacked anthracene arrangement for fluorescence modulation of organic solid from monomer to excited oligomer emission.

The construction and precise control of the face-to-face π-stacked arrangements of anthracene fluorophores in the crystalline state led to a remarkable red shift in the fluorescence spectrum due to unprecedented excited oligomer formation. The arrangements were regulated by using organic salts including anthracene-1,5-disulfonic acid (1,5-ADS) and a variety of aliphatic amines. Because of the smaller number of hydrogen atoms at the edge positions and the steric effect of the sulfonate groups, 1,5-ADS should prefer face-to-face π-stacked arrangements over the usual edge-to-face herringbone arrangement.

Systematic investigation of molecular arrangements and solid-state fluorescence properties on salts of anthracene-2,6-disulfonic acid with aliphatic primary amines.

Organic salts of anthracene-2,6-disulfonic acid (ADS) with a wide variety of primary amines have been fabricated, and their arrangements of anthracene molecules and solid-state fluorescence properties investigated. Single-crystal X-ray studies reveal that the salts show seven types of crystal forms and corresponding molecular arrangements of anthracene moieties depending on the amine, while anthracene shows only one form and arrangement in the solid state. Depending on the molecular arrangements, the ADS salts exhibit various solid-state fluorescence properties: spectral shift (30 nm) and suppression and enhancement of the fluorescence intensity.

2,8-Dimethyl-tricyclo-[5.3.1.1]dodecane-syn-2,syn-8-diol-propanoic acid (1/1).

The racemic title compound, C(14)H(24)O(2)·C(3)H(6)O(2), crystallizes in the monoclinic space group P2(1)/c as a 1:1 diol/carboxylic acid cocrystal, A-B. The lattice incorporates infinite chains of the alcohol-carboxylic acid-alcohol supra-molecular synthon, (⋯O-H⋯O=C(R)-O-H⋯O-H⋯), in which the hydrogen-bonded mol-ecules (A-B-A)(n) surround a pseudo-threefold screw axis. The carboxylic acid group functions like an extended alcohol hydr-oxy group.

Anomalous anthracene arrangement and rare excimer emission in the solid state: transcription and translation of molecular information.

A novel molecular arrangement of anthracene moieties and the corresponding rare solid-state excimer emission is obtained by utilization of a ternary system. The system consists of ammonium anthracene disulfonate and adducts, and shows the modulation of the solid-state emission mode depending on the adducts. The adducts act as molecular information sources that are transcribed to the arrangement, and the arrangement is translated into the emission mode.

A novel strategy for fluorescence enhancement in the solid-state: affording rigidity to fluorophores packing.

Solid-state fluorescence enhancement was achieved by preparation of rigid packing that was afforded by disposition of benzylamine into tubulate spaces, serving as a powerful and useful strategy for the enhancement.

A tunable solid-state fluorescence system consisting of organic salts of anthracene-2,6-disulfonic acid with primary amines.

A dramatic change of solid-state fluorescence properties triggered by molecular arrangements of anthracene moieties was obtained by using organic salts of ADS with primary amines, indicating that modification of the amines enables us to tune the properties.