Fluorescent dye, preparation method and uses thereof

A fluorescent dye, the structural formula of which is shown as Formula (I),

• wherein:
• D- is HO— or N(X1)(X2)—, X1 and X2 are respectively and independently selected from hydrogen, alkyl and modified alkyl;
• and X1 and X2 are optionally interconnected, and form a lipid heterocyclic ring with N atoms;
• R is selected from cyano group, carboxy, amide group, ester group, sulfoxide group, sulphone group, sulfonic ester group or sulfonamido group;
• Ar1 is selected from the following Formulae (II-2) to (II-22) and Ar2 is selected from the following Formulae (II-1) to (II-4):
• wherein hydrogen atoms in Ar1 and Ar2 being optionally, respectively and independently substituted by halogen atoms, hydroxyl group, aldehyde group, carboxyl group, ester group, amide group, cyano group, sulfonic acid group, phosphoric acid group, amino group, primary amino group, secondary amino group, alkyl or modified alkyl;
• X1 and X2 optionally and independently form a lipid heterocyclic ring with Ar1;
• wherein:
• the “alkyl” is respectively and independently C1-C10 straight or branched alkyl;
• optionally, the “alkyl group” is C1-C7, straight or branched alkyl:
• optionally, the “alkyl group” is C1-C5 straight or branched alkyl;
• optionally, the “alkyl group” is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tertiary butyl, sec-butyl, n-amyl, 1-methyl butyl, 2-methyl butyl, 3-methyl butyl, isoamyl, 1-ethyl propyl, neoamyl, n-hexyl, 1-methyl amyl, 2-methyl amyl, 3-methyl amyl, isohexyl, 1,1-dimethyl butyl, 2,2-dimethyl butyl, 3,3-dimethyl butyl, 1,2-dimethyl butyl, 1,3-dimethyl butyl, 2,3-dimethyl butyl, 2-ethyl butyl, n-heptyl, 2-methyl hexyl, 3-methyl hexyl, 2,2-dimethyl amyl, 3,3 dimethyl amyl, 2,3-dimethyl amyl, 2,4-dimethyl amyl, 3-ethyl amyl or 2,2,3-methyl butyl;
• the “modified alkyl” is respectively and independently a group obtained by replacing any carbon atom in alkyl with one or more groups of halogen atom, —OH, —CO—, —O—, —CN—, —S—, —SO2—, —(S═O)—, azido, primary amino group, secondary amino group, tertiary amino group, and quaternary ammonium base, and the modified alkyl has 1-10 carbon atoms, wherein the carbon-carbon single bond is optionally and independently replaced by a carbon-carbon double bond or a carbon-carbon triple bond;
• the replacement of carbon atoms refers to that carbon atoms or the carbon atoms and hydrogen atoms thereon together are replaced by a corresponding group;
• the “halogen atom” is respectively and independently F, Cl, Br or I;
• the “lipid heterocyclic ring” is a saturated or unsaturated 4- to 15-membered monocyclic or polycyclic lipid heterocyclic ring containing one or more heteroatoms of N, O, S, or Si on the ring, and the lipid heterocyclic ring is —S—, —SO— or —SO2— when there are S atoms on the ring;
• the lipid heterocyclic ring is optionally substituted by a halogen atom, an alkyl, an aryl or a modified alkyl;
• the “arylene” is a 5- to 13-membered monocyclic or dicyclic or fused dicyclic or fused polycyclic subaromatic group;
• the “sub-heteroaryl” is a 5- to 13-membered monocyclic or dicyclic or fused dicyclic or fused polycyclic sub-heteroaromatic group containing one or more heteroatoms of N, O, S, or Si on the ring;
• the “ester group” is R′(C═O)OR″ group;
• the “amide group” is R′CONR″R′″ group;
• the “sulfonic acid group” is R′SO3H group;
• the “sulfonic ester group” is R′SO2OR″ group;
• the “sulfonamido group” is R′SO2NR″R′″ group;
• the “phosphoric acid group” is R′OP(═O)(OH)2 group;
• the “sulphone group” is R′SO2R″ group;
• the “sulfoxide group” is R′SOR″ group;
• the “primary amino group” is R′NH2 group;
• the “secondary amino group” is R′NHR″ group;
• the “tertiary amino group” is R′NR″R′″ group;
• the “quaternary ammonium base” is R′R″R′″R″″N+ group;
• each R′, R″, R′″, R″″ respectively and independently being single bond, hydrogen, alkyl, alkylene, modified alkyl or modified alkylene;
• the “alkylene” is C1-C10 straight or branched alkylene;
• optionally, it is C1-C7 straight or branched alkylene:
• optionally, it is C1-C5 straight or branched alkylene;
• and
• the “modified alkylene” is a group obtained by replacing any carbon atom in C1-C10 (preferably C1-C6) alkylene with a group selected from —O—, —OH, —CO—, —CS—, and —(S═O)—.