Application of solvent photochromic spiro compound
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A spiro compound, chromogenic technology, applied in application, color-changing fluorescent materials, analysis by chemical reaction of materials, etc., can solve problems such as environmental pollution and easy destruction of molecular structure.
Active Publication Date: 2013-05-08
JILIN UNIV
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Another class of spirocyclic compounds can break and regenerate the spiro carbon-heteroatom covalent bond under the stimulation of acid or base, but because the acid used is hydrochloric acid or trifluoroacetic acid, etc., the base used is a strong base, such as hydrogen Sodium oxide or potassium tert-butoxide, etc., the molecular structure is also easily destroyed, and has a large pollution to the environment
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Embodiment 1
[0033] A1-1 (eg Figure 4 ) is Ar in structural formula 1 1 is phenyl, R 1 , R 2 is methyl, R 3 N, N-dimethylamino, n is an integer 1, and when X is an O atom, a solvochromic spiro compound is obtained, which is colorless in tetrahydrofuran solution ( Figure 7 (a1)), when the ratio of tetrahydrofuran and water is 1:4, it is rose red ( Figure 7 (b1)), this solvent-dependent property can be applied in solvent property indicators, solvent component detection, etc.
Embodiment 2
[0035] A1-2 (eg Figure 4 ) is Ar in structural formula 1 1 is 2-nitrophenyl, R 1 , R 2 is methyl, R 3 N, N-dimethylamino, n is an integer 1, and when X is an O atom, a solvochromic spiro compound is obtained, which is colorless in absolute ethanol solution ( Figure 7 (a2)), blue when the ratio of absolute ethanol and water is 1:1 ( Figure 7 (b2)), this solvent-dependent property can be applied in solvent property indicators, solvent component detection, etc.
Embodiment 3
[0037] A1-3 (eg Figure 4 ) is Ar in structural formula 1 1 is phenyl, R 1 , R 2 is methyl, R 3 is a methyl group, n takes an integer 1, and when X is an O atom, a solvochromic spirocyclic compound is obtained, which is colorless in absolute ethanol solution ( Figure 7 (a3)), yellow when the ratio of absolute ethanol and water is 1:4 ( Figure 7 (b3)), this solvent-dependent property can be applied in solvent property indicators, solvent component detection, etc.
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Abstract
The invention relates to application of a solvent photochromic spiro compound. The application of the solvent photochromic spiro compound is characterized by being the application caused along with color change after the spiro compound generates screw carbon-heteroatomic covalent bond fracture under solved participated stimulation and the screw carbon-heteroatomic covalent bond is regenerated under another external stimulation. The spiro compound with such a property has three structure general formulas (shown in drawing 1 of the abstract). Color change of the spiro compound under solved participated stimulation can be used for bringing about wide applications, such as potential application in the fields of a solvent property indicator, solvent component detection, safety ink, writing paper, inkless printing and the like.
Description
technical field [0001] The present invention relates to the application of a class of solvent-induced chromic spiro compounds. Under the stimulation of solvent participation, the spiro carbon-heteroatom covalent bond of this type of spiro compounds will be broken, and under the action of another external stimulus, the spiro carbon- Heteroatom covalent bonds are regenerated with accompanying color changes resulting in application. The invention belongs to the field of stimulus response functional materials. Background technique [0002] Spirocyclic compounds usually have structural tautomerism in which spiro carbon-heteroatom covalent bonds are broken and regenerated under external stimuli, accompanied by changes in color and other physical properties, such as refractive index, relative permittivity, geometry etc. At present, the more common such compounds are photochromic materials, which have potential application prospects in many fields, such as high-tech fields such as...
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