70516-41-5

Usage

Flammability and Explosibility

Nonflammable

Synthetic route

2-carboxy-4'-(N-ethyl-N-isopentyl)amino-2'-hydroxybenzophenone (91458-42-3) + 4-phenylamino-3-methyl-1-methoxybenzene (41317-15-1) → 2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one (70516-41-5)

Conditions	Yield
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent;	93.8%

C34H35N2O3(1+)*Cl(1-) → 2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one (70516-41-5)

Conditions	Yield
at 19.85℃; Kinetics;

lithium tetrakis(pentafluorophenyl)borate (2797-28-6) + 2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one (70516-41-5) → C34H35N2O3(1+)*C24BF20(1-)

Conditions	Yield
With hydrogenchloride In dichloromethane; water at 20℃; for 2h;	100%

BPA (80-05-7) + 2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one (70516-41-5) → C34H35N2O3(1+)*C15H15O2(1-)

Conditions	Yield
In toluene Heating;

2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one (70516-41-5) → C34H35N2O3(1+)*Cl(1-)

Conditions	Yield
at 19.85℃; Kinetics;

2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one (70516-41-5) → C40H43N2O5(1+)*C24BF20(1-)

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / water; dichloromethane / 2 h / 20 °C 2: dmap; diisopropyl-carbodiimide / dichloromethane / 5 h / 20 °C View Scheme

Upstream product

• 91458-42-3 2-carboxy-4'-(N-ethyl-N-isopentyl)amino-2'-hydroxybenzophenone 
• 41317-15-1 4-phenylamino-3-methyl-1-methoxybenzene 

Relevant academic research and scientific papers

Why does a color-developing phenomenon occur on thermal paper comprising of a fluoran dye and a color developer molecule?

The mechanism of the color development on thermal paper, comprising a fluoran dye (S-205) and a color developer molecule, such as bisphenol A, was elucidated based on spectroscopic analyses (IR, and NMR) on an isolated black-colored compound prepared by a reaction of S-205 and bisphenol A. We propose that this black-colored compound is, indeed, a color-developing complex (CDC) with a definite molar ratio (S-205:bisphenol A = 1:4) which has been formed between the open-form S-205 (generated by the cleavage of the lactone ring of S-205: zwitterion) and bisphenol A through hydrogen-bonding. The enthalpy gain associated with the formation of CDC plays an important role for black-color formation on thermal paper.

Method for preparing black fluorane thermal-pressure sensitive dye by virtue of one-step method

The invention discloses a method for preparing a black fluorane thermal-pressure sensitive dye by virtue of a one-step method. The method comprises the following steps: (1) acid-catalysis cyclic condensation: adding a diphenyl ketone derivative and 2-methyl-4-methoxydiphenylamine into an organic solvent I with a relatively low boiling point, adding a sulfuric acid solution while stirring, and heating to a reflux temperature to react for 1.5-4.5 hours; and (2) post-processing refining: adding water into reaction liquid obtained in the step (1), recycling the organic solvent I with the relatively low boiling point by virtue of heat release, then adding a nonpolar solvent II into the recycled reaction liquid, carrying out heating reflux to separate a water phase so as to obtain an organic phase, carrying out cooling, crystallization, filtering and solvent washing on the organic phase, and drying, so as to obtain the black fluorane thermal-pressure sensitive dye.