US5073448A
Expired / Lapsed
US
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Recording materials for ink-jet printing
Assignee: BASF Corp
•
Filing: 1989-12-12
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Granted: 1991-12-17
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Expires: 2009-12-12
Abstract
Abstract Recording materials for ink jet printing containing, as a stabilizer, at least one compound of the formula I ##STR1## The symbols R 1 , R 2 , R 3 , R 3 'R 4 and R 4 ' are as defined in claim 1.
Inventors
- 👤 Eric Vieira
- 👤 Hugh S. Laver
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 12:49
CPC Classifications
B; B41; B41M; B41M5/00; C; C09; C09D; C09D11/00; C09D11/30; C09D11/38; B41M1/00; B41M1/42; B41M5/50; B41M5/52; B41M5/5227; D; D21; D21H; D21H25/00; D21H25/02; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31855; Y10T428/31909; Y10T428/31928
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
729 words
A recording material for ink jet printing comprising a carrier having a surface which can be printed on or a carrier coated on one side with a material which can be printed on, wherein said carrier or said coating contains as a stabilizer, at least one compound of the formula I ##STR17## in which R 1 and R 2 independently of one another are C 1 -C 4 alkyl which is unsubstituted or substituted by one or two --OH, --COO.sup.⊖ M.sup.⊕ and/or --SO 3 .sup.⊖ M.sup.⊕ groups, C 3 -C 5 alkenyl, C 3 -C 5 alkynyl, ##STR18## --CH 2 CH(OH)CH 2 --SO 3 .sup.⊖ M.sup.⊕, --CO-alkyl(C 1 -C 4 ) which is unsubstituted or substituted by --COOR o or --CO--N(R 5 )(R 6 ) or, if OR 1 and OR 2 are in the ortho-position relative to one another, R 1 and R 2 together are C 1 -C 6 alkylene, M.sup.⊕ being H.sup.⊕, a monovalent, divalent or trivalent metal cation or a group (R 12 ')N.sup.⊕ (R 12 ")(R 13 ')(R 14 '), wherein R 12 ', R 12 ", R 13 and R 14 independently of one another are H, C 1 -C 4 alkyl which is unsubstituted or substituted by 1 or 3 OH, C 1 -C 4 alkyl interrupted by O, allyl, cyclopentyl, cyclohexyl, phenyl, benzyl or tolyl, or R 1 is a group ##STR19## in which p' is a number from 2 to 6, R 5 and R 6 independently of one another are H or C 1 -C 4 alkyl which is unsubstituted or substituted by an OH, COOR o , --COO.sup.⊖ M.sup.⊕, SO 3 R o , SO 3 .sup.⊖ M.sup.⊕, P(O)(O.sup.⊖ M.sup.⊕) 2 or P(O)(OR o ) 2 group, R 3 ' and R 4 ' independently of one another are H, C 1 -C 4 alkyl, OH or C 1 -C 4 alkoxy, R 3 and R 4 independently of one another are H, halogen, --OR 7 , --COOR o , --COO.sup.⊖ M.sup.⊕, --OOC--R 5 , --CO--N(R 5 )(R 6 ), --(R 5 )N--CO--R 6 , --CO--R 5 , --SO 3 .sup.⊖ M.sup.⊕, --SO 2 N(R 5 )(R 6 ), --P(OR 5 ) 3 , --(O)P(O.sup.⊖ M.sup.⊕).sub. 2, --(O)P--(OR o ) 2 , C 1 -C 8 alkyl which is unsubstituted or substituted by 1 to 7 --OR 5 or --OOC--R 5 groups, by 1 or 2 --COOR o , --COO.sup.⊖ M.sup.⊕, or --CO--N(R 5 )(R 6 ) groups or by one or two --SO 3 .sup.⊖ M.sup.⊕, --SO 2 N(R 5 )(R 6 ) or --(O)P--(OR o ) 2 or --(O)P(O.sup.⊖ M.sup.⊕) 2 groups, where M.sup.⊕, R 5 and R 6 are as defined above, or C 5 -C 6 cycloalkyl or allyl, R o being C 1 -C 4 alkyl which is unsubstituted or substituted by an --OH group or --(CH 2 CH 2 O) r --H in which r is 1 to 12, and R 7 being C 1 -C 4 alkyl or --CO-alkyl(C 1 -C 4 ) each of which is unsubstituted or substituted by 1 or 2 --OH groups or R 3 and R 4 independently of one another are one of the groups of the formulae II-IV ##STR20## in which R 8 is a direct bond or methylene, R 9 is H, C 1 -C 8 alkyl, --COO.sup.⊖ M.sup.⊕ or --SO 3 .sup.⊖ M.sup.⊕, where M.sup.⊕, R 1 and R 2 are as defined above, R 15 is --CO--, --(O) g --C p H 2p --CO--, --OOC--C p H 2p --, --COO--C p H 2p --, --O--CH 2 CH(OH)--CH 2 -- or ##STR21## in which g is 0 or 1 and p is 1 to 6 and R 24 is --OR 5 , --N(R 5 )(R 6 ) or a group ##STR22## and R 16 is one of the following radicals: ##STR23## in which R 25 is H or C 1 -C 4 alkyl, R 17 is H, C 1 -C 4 alkyl which is unsubstituted or substituted by an --OH group, --CH 2 --CH(OH)--CH 2 --OH, C 1 -C 4 -alkoxy, --OH, --CO-alkyl(C 1 -C 4 ), --COCH═CH 2 , allyl, benzyl or a group ##STR24## in which s is the number 2 or 3, t is a number from 0 to 2 and R 21 and R 22 independently of one another are H, C 1 -C 4 alkyl or phenyl.
Claim 2
Dependent Claim
729 words
A recording material for ink jet printing comprising a carrier having a surface which can be printed on or a carrier coated on one side with a material which can be printed on, wherein said carrier or said coating contains as a stabilizer, at least one compound of the formula I ##STR17## in which R 1 and R 2 independently of one another are C 1 -C 4 alkyl which is unsubstituted or substituted by one or two --OH, --COO.sup.⊖ M.sup.⊕ and/or --SO 3 .sup.⊖ M.sup.⊕ groups, C 3 -C 5 alkenyl, C 3 -C 5 alkynyl, ##STR18## --CH 2 CH(OH)CH 2 --SO 3 .sup.⊖ M.sup.⊕, --CO-alkyl(C 1 -C 4 ) which is unsubstituted or substituted by --COOR o or --CO--N(R 5 )(R 6 ) or, if OR 1 and OR 2 are in the ortho-position relative to one another, R 1 and R 2 together are C 1 -C 6 alkylene, M.sup.⊕ being H.sup.⊕, a monovalent, divalent or trivalent metal cation or a group (R 12 ')N.sup.⊕ (R 12 ")(R 13 ')(R 14 '), wherein R 12 ', R 12 ", R 13 and R 14 independently of one another are H, C 1 -C 4 alkyl which is unsubstituted or substituted by 1 or 3 OH, C 1 -C 4 alkyl interrupted by O, allyl, cyclopentyl, cyclohexyl, phenyl, benzyl or tolyl, or R 1 is a group ##STR19## in which p' is a number from 2 to 6, R 5 and R 6 independently of one another are H or C 1 -C 4 alkyl which is unsubstituted or substituted by an OH, COOR o , --COO.sup.⊖ M.sup.⊕, SO 3 R o , SO 3 .sup.⊖ M.sup.⊕, P(O)(O.sup.⊖ M.sup.⊕) 2 or P(O)(OR o ) 2 group, R 3 ' and R 4 ' independently of one another are H, C 1 -C 4 alkyl, OH or C 1 -C 4 alkoxy, R 3 and R 4 independently of one another are H, halogen, --OR 7 , --COOR o , --COO.sup.⊖ M.sup.⊕, --OOC--R 5 , --CO--N(R 5 )(R 6 ), --(R 5 )N--CO--R 6 , --CO--R 5 , --SO 3 .sup.⊖ M.sup.⊕, --SO 2 N(R 5 )(R 6 ), --P(OR 5 ) 3 , --(O)P(O.sup.⊖ M.sup.⊕).sub. 2, --(O)P--(OR o ) 2 , C 1 -C 8 alkyl which is unsubstituted or substituted by 1 to 7 --OR 5 or --OOC--R 5 groups, by 1 or 2 --COOR o , --COO.sup.⊖ M.sup.⊕, or --CO--N(R 5 )(R 6 ) groups or by one or two --SO 3 .sup.⊖ M.sup.⊕, --SO 2 N(R 5 )(R 6 ) or --(O)P--(OR o ) 2 or --(O)P(O.sup.⊖ M.sup.⊕) 2 groups, where M.sup.⊕, R 5 and R 6 are as defined above, or C 5 -C 6 cycloalkyl or allyl, R o being C 1 -C 4 alkyl which is unsubstituted or substituted by an --OH group or --(CH 2 CH 2 O) r --H in which r is 1 to 12, and R 7 being C 1 -C 4 alkyl or --CO-alkyl(C 1 -C 4 ) each of which is unsubstituted or substituted by 1 or 2 --OH groups or R 3 and R 4 independently of one another are one of the groups of the formulae II-IV ##STR20## in which R 8 is a direct bond or methylene, R 9 is H, C 1 -C 8 alkyl, --COO.sup.⊖ M.sup.⊕ or --SO 3 .sup.⊖ M.sup.⊕, where M.sup.⊕, R 1 and R 2 are as defined above, R 15 is --CO--, --(O) g --C p H 2p --CO--, --OOC--C p H 2p --, --COO--C p H 2p --, --O--CH 2 CH(OH)--CH 2 -- or ##STR21## in which g is 0 or 1 and p is 1 to 6 and R 24 is --OR 5 , --N(R 5 )(R 6 ) or a group ##STR22## and R 16 is one of the following radicals: ##STR23## in which R 25 is H or C 1 -C 4 alkyl, R 17 is H, C 1 -C 4 alkyl which is unsubstituted or substituted by an --OH group, --CH 2 --CH(OH)--CH 2 --OH, C 1 -C 4 -alkoxy, --OH, --CO-alkyl(C 1 -C 4 ), --COCH═CH 2 , allyl, benzyl or a group ##STR24## in which s is the number 2 or 3, t is a number from 0 to 2 and R 21 and R 22 independently of one another are H, C 1 -C 4 alkyl or phenyl.
Claim 3
Dependent Claim
360 words
A recording material according to claim 1, containing, as a stabilizer, at least one compound of the formula I' ##STR25## in which R 1 and R 2 independently of one another are C 1 -C 4 alkyl which is unsubstituted or substituted by one or 2 --OH, --COO.sup.⊖ M.sup.⊕ and/or --SO 3 .sup.⊖ M.sup.⊕ groups, --CH 2 CH(OH)CH 2 --SO 3 .sup.⊖ M.sup.⊕ or --CO-alkyl(C 1 -C 4 ), in which M.sup.⊕ is H.sup.⊕, a monovalent, divalent or trivalent metal cation or a group (R 12 ')N.sup.⊕ (R 12 ")(R 13 ')(R 14 '), R 5 and R 6 independently of one another are H or C 1 -C 4 alkyl which is unsubstituted or substituted by one OH group, R 3 and R 4 independently of one another are H, halogen, --OR 7 , --COOR o , --COO.sup.⊖ M.sup.⊕, --OOC--R 5 , --CO--N(R 5 )(R 6 ), --(R 5 )N--CO--R 6 , --CO--R 5 , --SO 3 .sup. ⊖ M.sup.⊕, --SO 2 N(R 5 )(R 6 ), --P(OR 5 ) 3 , --(O)P--OR o ) 2 , --(O)P(O.sup.⊖ M.sup.⊕) 2 , C 1 -C 8 alkyl which is unsubstituted or substituted by 1 to 7 --OR 5 or --OOC--R 5 groups, by 1 or 2 --COOR o , COO.sup.⊖ M.sup.⊕ or --CO--N(R 5 )(R 6 ) groups or by an --SO 3 .sup.⊖ M.sup.⊕, SO 2 N(R 5 )(R 6 ) or --(O)P(O.sup.⊖ M.sup.⊕) 2 or --(O)P--OR o ) 2 group, where M.sup.⊕, R 5 and R 6 are as defined above, R o being C 1 -C 4 alkyl which is unsubstituted or substituted by an --OH group, or is --CH 2 CH 2 O) r H in which r is 1 to 12, R 7 is C 1 -C 4 alkyl which is unsubstituted or substituted by 1 or 2 --OH groups, or R 3 and R 4 independently of one another are one of the groups of the formulae ##STR26## in which R 8 is a direct bond or methylene, R 9 is H, C 1 -C 8 alkyl, COO.sup.⊖ M.sup.⊕ or --SO 3 .sup.⊖ M.sup.⊕, and R 1 and R 2 are as defined above.
Claim 4
Dependent Claim
60 words
A recording material according to claim 1, wherein R 1 and R 2 independently of one another are C 1 -C 4 alkyl, allyl, C 2 -C 4 hydroxyalkyl, --C 1 -C 4 alkyl--COO.sup.⊖ M.sup.⊕, --CH 2 CH(OH)CH 2 --SO 3 .sup.⊖ M.sup.⊕ or --CO-alkyl(C 1 -C 4 ) or wherein R 1 is a group of the formula ##STR27##
Claim 5
Dependent Claim
40 words
A recording material according to claim 3, wherein R 1 and R 2 independently of one another are methyl, ethyl, allyl, --CH 2 CH 2 --OH, --CH 2 COO.sup.⊖ M.sup.⊕, --CH 2 CH(OH)CH 3 or --CH 2 CH(OH)CH 2 (OH).
Claim 6
Dependent Claim
58 words
A recording material according to claim 1, wherein R 3 and R 4 independently of one another are H, halogen, --OR 7 , --COOR o , --COO.sup.⊖ M.sup.⊕, --CO--N(R 5 )(R 6 ), --SO 3 .sup.⊖ M.sup.⊕, --SO 2 N(R 5 )(R 6 ), allyl, --C 1 -C 8 alkyl which is unsubstituted or substituted by --COO.sup.⊖ M.sup.⊕.
Claim 7
Dependent Claim
39 words
A recording material according to claim 1, wherein R 3 and/or R 4 are the radical --OR 7 in which R 7 is C 1 -C 4 alkyl, C 2 -C 4 hydroxyalkyl or --CH 2 --CH(OH)CH 2 --OH.
Claim 8
Dependent Claim
27 words
A recording material according to claim 1, wherein R 1 and R 2 are CH 3 and R 3 is --COO.sup.⊖ M.sup.⊕ and R 9 is methoxy.
Claim 9
Dependent Claim
105 words
A recording material according to claims 1 or 2, wherein R 1 and R 2 independently of one another are C 1 -C 4 alkyl or C 1 -C 4 alkyl which is substituted by --COO.sup.⊖ H.sup.⊕, or R 1 and R 2 together are C 1 -C 4 alkylene, R 3 and R 4 independently of one another are H, --COO.sup.⊖ M.sup.⊕, C 1 -C 4 alkoxy, C 1 -C 4 -alkyl, COO.sup.⊖ M.sup.⊕, C 1 -C 4 alkyl or SO 3 .sup.⊖ M.sup.⊕ and R 3 ' and R 4 ' independently of one another are H or C 1 -C 4 alkoxy.
Claim 10
Dependent Claim
19 words
A recording material according to claim 1, further comprising a UV absorber in the material coated on the carrier.
Claim 11
Dependent Claim
24 words
A recording material according to claim 1, further comprising a cationic polymer or a cationic wetting agent in the material coated on the carrier.
Claim 12
Dependent Claim
20 words
A recording material according to claim 1, further comprising SiO 2 and polyvinylalcohol in the material coated on the carrier.
Claim 13
Dependent Claim
16 words
A recording material according to claim 1, wherein said carrier contains cellulose fibers or textile fibers.
Claim 14
Dependent Claim
23 words
A recording material according to claim 1, further comprising a UV absorber from the 2-hydroxyphenylbenzotriazole class in the material coated on the carrier.
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) | 1994-12-16 | 1995-06-17 | 1995-12-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-12-16 | 1999-06-17 | 1999-12-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-12-16 | 2003-06-17 | 2003-12-17 | $7700.00 | Window Closed / Lapsed |