Compositions: coating or plastic – Coating or plastic compositions – Metal-depositing composition or substrate-sensitizing...
Patent
1989-07-27
1991-05-21
Bell, Mark L.
Compositions: coating or plastic
Coating or plastic compositions
Metal-depositing composition or substrate-sensitizing...
430138, 4284022, 503214, 503215, C09D 1100, B41M 5165
Patent
active
050172255
DESCRIPTION:
BRIEF SUMMARY
DESCRIPTION
1. Technical Field
This invention relates to a microencapsulated photochromic material and a process for its preparation. More particularly, it relates to a microencapsulated photochromic material having a good durability and a process for its preparation.
The present invention further relates to a water-base ink composition comprising said microencapsulated photochromic material.
2. Background Art
Known photochromic compounds include silver halide of inorganic matters, sodalite, organic anils, spiropyranes, spirooxazines, metal cytidionates, phenothiazines, phenodins and Bianthrones. Among these materials, spirooxazine compounds are particularly excellent in the repeated coloring/decoloring response. However these compounds should be protected from oxygen, toxic vapors and toxic rays in the air in order to retain the rapid coloring/decoloring reversibility, color tone and color density for a long time. Accordingly conventional methods for the preparation of photochromic materials required highly complicated procedures, for example, dispersing a spirooxazine compound in a resin material and further laminating a thick plastic film thereon to thereby protect it; or dispersing the spirooxazine compound in a resin material, hardening and grinding the dispersion followed by coating it with an inorganic protective material. Thus a conventional photochromic material comprising a spirooxazine compound requires a complicated procedure for the production, which makes it expensive. Further it has another disadvantage, namely, a poor durability.
3. Disclosure of the Invention
The present invention relates to a microencapsulated photochromic material wherein a spirooxazine compound is microencapsulated in the form of a solution.
Now the microencapsulated photochromic material of the present invention will be described in detail.
An example of the spirooxazine compound to be used is the one represented by the following general formula [I]: ##STR1## wherein
R.sup.1, R.sup.2 and R.sup.3 represent each an optionally substituted alkyl group, an optionally substituted alkenyl group, a cycloalkyl group or an aryl group;
R.sup.2 and R.sup.3 may bind to each other to thereby form a ring;
R.sup.4 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms;
R.sup.1 may have another spirooxazine ring via an alkylene or arylene group to thereby give a dimeric compound as the whole;
X and Y represent each an optionally substituted hydrocarbon aromatic ring or heterocyclic aromatic ring; and
Z represent an oxygen atom or a sulfur atom.
Examples of the R.sup.1, R.sup.2 and R.sup.3 groups in the compound represented by the above formula [I]include optionally substituted alkyl groups such as alkyl groups such as those having 1 to 28 carbon atoms, alkoxyalkyl groups such as methoxyethyl and ethoxyethyl group, alkoxyalkoxyalkyl groups such as methoxyethoxyethyl and n-butoxyethoxyethyl groups, alkoxyalkoxyalkoxyalkyl groups such as methoxyethoxyethoxyethyl and ethoxyethoxyethoxyethyl groups, optionally substituted aryloxyalkyl groups such as phenyloxyethyl, naphthyloxyethyl and p-chlorophenyloxyethyl groups, optionally substituted arylalkyl groups such as benzyl, phenethyl, p-chlorobenzyl and p-nitrobenzyl groups, cycloalkylalkyl groups such as cyclohexylmethyl, cyclohexylethyl and cyclopentylmethyl group, optionally substituted alkenyloxyalkyl groups such as allyloxyethyl and 3bromoallyloxyethyl groups, cyanoalkyl groups such as cyanoethyl and cyanomethyl groups, hydroxylalkyl groups such as hydroxyethyl and hydroxymethyl groups; tetrahydrofurylalkyl groups such as tetrahydrofurfuryl and tetrahydrofurylethyl groups, optionally substituted alkenyl groups such as allyl and 2-chloroallyl groups, optionally substituted aryl groups such as phenyl, p-methylphenyl, naphthyl and m-methoxyphenyl groups and cycloalkyl groups such as cyclohexyl and cyclopentyl groups. R.sup.2 and R.sup.3 may bind to each other to thereby form a cycloalkyl group such as cyclohexyl, cyclopentyl or cycloheptyl group. Further R.sup.1 may be anot
REFERENCES:
patent: 4132436 (1979-01-01), Ishige et al.
patent: 4727140 (1988-02-01), Meisel et al.
patent: 4766211 (1988-08-01), Zink et al.
patent: 4816584 (1989-03-01), Kwak et al.
patent: 4909963 (1990-03-01), Kwak et al.
Iwasaki Takashi
Maeda Shuichi
Nakanishi Masayuki
Bell Mark L.
Bierman Jordan B.
Japan Capsular Products Inc.
Klemanski Helene
Mitsubishi Kasei Corporation
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