US4384121A
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Cationic fluorescent whitening agents
Assignee: BASF Corp
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Filing: 1980-10-27
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Granted: 1983-05-17
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Expires: 2000-10-27
Abstract
Abstract Cationic fluorescent whitening agents of the formula <IMAGE> wherein B is a fluorescent whitening agent containing basic tertiary amino groups, m is the number of basic amino groups, and each of R1, R2 and R3 is alkyl of 1 to 4 carbon atoms which is unsubstituted or substituted by non-chromophoric groups, or is alkenyl of 2 to 4 carbon atoms which is unsubstituted or substituted by non-chromophoric groups. These compounds have good solubility in water and they make it possible to prepare concentrated solutions and can be used for whitening organic material.
Inventors
- 👤 Hans R. Meyer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 07:04
CPC Classifications
C; C07; C07D; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/14; C07D233/00; C07D233/04; C07D233/06; C07D233/08; C07D233/12; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/11; D; D06; D06L; D06L4/00; D06L4/60; D06L4/614; D06L4/629; D06L4/664; Y; Y10; Y10S; Y10S8/00; Y10S8/916; Y10S8/918; Y10S8/92; Y10S8/924; Y10S8/927
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
81 words
A cationic fluorescent whitening agent of the formula ##STR72## wherein B is a fluorescent whitening agent selected from the group consisting of 2-furanylbenzimidazoles, 2-azolylbenzimidazoles, 2-stilbenylbenzimidazoles and 2,5-(benzimidazolyl)furanes, m is the number of basic amino groups, and each of R 1 , R 2 and R 3 is alkyl of 1 to 4 carbon atoms which is unsubstituted or substituted by a non-chromophoric group, or is alkenyl of 2 to 4 carbon atoms which is unsubstituted or substituted by a non-chromophoric group.
Claim 2
Dependent Claim
81 words
A cationic fluorescent whitening agent of the formula ##STR72## wherein B is a fluorescent whitening agent selected from the group consisting of 2-furanylbenzimidazoles, 2-azolylbenzimidazoles, 2-stilbenylbenzimidazoles and 2,5-(benzimidazolyl)furanes, m is the number of basic amino groups, and each of R 1 , R 2 and R 3 is alkyl of 1 to 4 carbon atoms which is unsubstituted or substituted by a non-chromophoric group, or is alkenyl of 2 to 4 carbon atoms which is unsubstituted or substituted by a non-chromophoric group.
Claim 3
Dependent Claim
132 words
A process for the production of a cationic fluorescent whitening agent of the formula ##STR73## wherein B is a fluorescent whitening agent selected from the group consisting of 2-furanylbenzimidazoles, 2-azolylbenzimidazoles, 2-stilbenylbenzimidazoles and 2,5-(benzimidazolyl)furanes, m is the number of basic amino groups, and each of R 1 , R 2 and R 3 is alkyl of 1 to 4 carbon atoms which is unsubstituted or substituted by an non-chromophoric group, or is alkenyl of 2 to 4 carbon atoms which is unsubstituted or substituted by a non-chromophoric group, which process comprises quaternizing a fluorescent whitening agent B with at least a stoichiometric amount m of a phosphate of the formula ##STR74## wherein R 1 , R 2 and R 3 are as defined above, in the temperature range from 60° to 200° C.
Claim 4
Dependent Claim
132 words
A process for the production of a cationic fluorescent whitening agent of the formula ##STR73## wherein B is a fluorescent whitening agent selected from the group consisting of 2-furanylbenzimidazoles, 2-azolylbenzimidazoles, 2-stilbenylbenzimidazoles and 2,5-(benzimidazolyl)furanes, m is the number of basic amino groups, and each of R 1 , R 2 and R 3 is alkyl of 1 to 4 carbon atoms which is unsubstituted or substituted by an non-chromophoric group, or is alkenyl of 2 to 4 carbon atoms which is unsubstituted or substituted by a non-chromophoric group, which process comprises quaternizing a fluorescent whitening agent B with at least a stoichiometric amount m of a phosphate of the formula ##STR74## wherein R 1 , R 2 and R 3 are as defined above, in the temperature range from 60° to 200° C.
Claim 5
Dependent Claim
117 words
A cationic fluorescent whitening agent of claim 1 wherein m is 1 or 2, R 2 and R 3 are identical, each of R 1 R 2 and R 3 is alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, or benzyl, and B is a fluorescent whitening agent of the formula ##STR75## wherein each of R 6 and R 7 independently is alkyl of 1 to 6 carbon atoms which is unsubstituted or substituted by a non-chromophoric group, alkenyl of 2 to 6 carbon atoms which is unsubstituted or substituted by a non-chromophoric group, or is phenyl, and wherein the benzene rings and the heterocyclic rings can also carry non-chromophoric substituents.
Claim 6
Dependent Claim
219 words
A cationic fluorescent whitening agent of claim 3 wherein R 1 , R 2 and R 3 are identical and are alkyl of 1 to 3 carbon atoms and B is a fluorescent whitening agent radical of the formula ##STR76## wherein R 6 is alkyl of 1 to 4 carbon atoms, R 7 is alkyl of 1 to 4 carbon atoms, benzyl, phenyl, alkenyl of 3 to 4 carbon atoms, cyanolalkyl of 2 or 3 carbon atoms, or alkoxycarbonylmethyl containing 1 to 3 carbon atoms in the alkoxy moiety, R 8 is hydrogen, methyl, chlorine, alkylsufonyl of 1 to 4 carbon atoms, phenylsulfonyl, cyano, trifluoromethyl, phenoxysulfonyl, alkoxycarbonyl containing a total of 2 to 5 carbon atoms, carboxyl, --CONZ 1 Z 2 or --SO 2 NZ 1 Z 2 , wherein Z 1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkenyl of 3 or 4 carbon atoms, hydroxyalkyl of 2 to 4 carbon atoms, alkoxyalkyl containing a total of 3 to 6 carbon atoms, or benzyl, and Z 2 is hydrogen, alkyl of 1 to 4 carbon atoms, or Z 1 and Z 2 , together with the nitrogen atom to which they are attached, can also form a morpholine ring, and R 9 and R 10 , each independently of the other, are hydrogen, chlorine or methyl.
Claim 7
Dependent Claim
197 words
A cationic fluorescent whitening agent of claim 4 of the formula ##STR77## wherein A is a radical of the formula ##STR78## wherein R 6 is alkyl of 1 to 4 carbon atoms and each of R 9 and R 10 independently is hydrogen, chlorine or methyl, R 7 is alkyl of 1 to 4 carbon atoms, benzyl, phenyl, alkenyl of 3 or 4 carbon atoms, cyanoalkyl of 2 or 3 carbon atoms, alkoxycarbonylmethyl containing 1 to 3 carbon atoms in the alkoxy moiety, and R 8 is hydrogen, methyl, chlorine, alkylsulfonyl of 1 to 4 carbon atoms, phenylsulfonyl, cyano, trifluoromethyl, phenoxysulfonyl, alkoxycarbonyl containing a total of 2 to 5 carbon atoms, carboxyl, CONZ 1 Z 2 or SO 2 NZ 1 Z 2 , wherein Z 1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkenyl of 3 or 4 carbon atoms, hydroxyalkyl of 2 to 4 carbon atoms, alkoxyalkyl containing a total of 3 to 6 carbon atoms, or benzyl, and Z 2 is hydrogen, alkyl of 1 to 4 carbon atoms, or Z 1 and Z 2 , together with the nitrogen atom to which they are attached, can also form a morpholine ring.
Claim 8
Dependent Claim
76 words
A cationic fluorescent whitening agent of claim 21 wherein R 6 is methyl, R 7 is alkyl of 1 to 4 carbon atoms, benzyl, phenyl or cyanoalkyl of 2 or 3 carbon atoms, R 8 is hydrogen, alkylsulfonyl of 1 to 4 carbon atoms, phenylsulfonyl, phenoxysulfonyl, sulfamoyl, alkylsulfamoyl of 1 to 4 carbon atoms, alkoxycarbonyl of 2 to 4 carbon atoms, cyano or chlorine, R 9 is chlorine and R 10 is hydrogen, chlorine or methyl.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-05-16 | 1986-11-15 | 1987-05-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-05-16 | 1990-11-15 | 1991-05-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-05-16 | 1994-11-15 | 1995-05-17 | $7700.00 | Window Closed / Lapsed |