EP0776272A1 - Beizmittel für tintenstrahlempfangsblätter - Google Patents

Beizmittel für tintenstrahlempfangsblätter

Info

Publication number: EP0776272A1
Authority: EP; European Patent Office
Prior art keywords: mordants; mordant; carbon atoms; ink; alkyl
Prior art date: 1995-02-23
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Ceased

Application number

EP96902085A

Other languages

English (en)

French (fr)

Inventor

Omar Farooq

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

3M Co

Original Assignee

Minnesota Mining and Manufacturing Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1995-02-23

Filing date

1996-01-05

Publication date

1997-06-04

1995-10-26 Priority claimed from US08/548,580 external-priority patent/US5686602A/en

1996-01-05 Application filed by Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co

1997-06-04 Publication of EP0776272A1 publication Critical patent/EP0776272A1/de

Status Ceased legal-status Critical Current

Links

125000000217 alkyl group Chemical group 0.000 claims description 16
125000004432 carbon atom Chemical group C* 0.000 claims description 14
150000001450 anions Chemical class 0.000 claims description 8
125000003710 aryl alkyl group Chemical group 0.000 claims description 5
125000003118 aryl group Chemical group 0.000 claims description 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
229910016861 F9SO3 Inorganic materials 0.000 claims description 3
125000002877 alkyl aryl group Chemical group 0.000 claims description 3
229910001914 chlorine tetroxide Inorganic materials 0.000 claims description 3
VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 claims description 3
229920000233 poly(alkylene oxides) Polymers 0.000 abstract description 2
229910017464 nitrogen compound Inorganic materials 0.000 abstract 1
XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 abstract 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
239000000243 solution Substances 0.000 description 6
-1 vinyl alcohols Chemical class 0.000 description 6
239000000463 material Substances 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
239000000975 dye Substances 0.000 description 4
JLAWCWNIGVMJLI-UHFFFAOYSA-N 1-chloropropan-2-ylidenehydrazine Chemical compound ClCC(C)=NN JLAWCWNIGVMJLI-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
239000000126 substance Substances 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
238000006467 substitution reaction Methods 0.000 description 3
UBDZFAGVPPMTIT-UHFFFAOYSA-N 2-aminoguanidine;hydron;chloride Chemical compound [Cl-].NC(N)=N[NH3+] UBDZFAGVPPMTIT-UHFFFAOYSA-N 0.000 description 2
125000002373 5 membered heterocyclic group Chemical group 0.000 description 2
125000004070 6 membered heterocyclic group Chemical group 0.000 description 2
DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 2
125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 2
LYEZKQFUQDWRHV-UHFFFAOYSA-M chloromethyl(triphenyl)phosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CCl)C1=CC=CC=C1 LYEZKQFUQDWRHV-UHFFFAOYSA-M 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
229910052740 iodine Inorganic materials 0.000 description 2
238000000034 method Methods 0.000 description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
229930195734 saturated hydrocarbon Natural products 0.000 description 2
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
FIXBBOOKVFTUMJ-UHFFFAOYSA-N 1-(2-aminopropoxy)propan-2-amine Chemical compound CC(N)COCC(C)N FIXBBOOKVFTUMJ-UHFFFAOYSA-N 0.000 description 1
KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
ZAHUZZUGJRPGKW-UHFFFAOYSA-M 3-bromopropyl(triphenyl)phosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CCCBr)C1=CC=CC=C1 ZAHUZZUGJRPGKW-UHFFFAOYSA-M 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical class CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000003926 acrylamides Chemical class 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
OVQKZQIWWXBPAY-UHFFFAOYSA-N amino(carbamimidoyl)azanium;2,2,2-trifluoroacetate Chemical compound N[NH2+]C(N)=N.[O-]C(=O)C(F)(F)F OVQKZQIWWXBPAY-UHFFFAOYSA-N 0.000 description 1
125000006615 aromatic heterocyclic group Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000013626 chemical specie Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000007857 hydrazones Chemical class 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
238000003384 imaging method Methods 0.000 description 1
125000002883 imidazolyl group Chemical group 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000011707 mineral Substances 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000000178 monomer Substances 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
125000005496 phosphonium group Chemical group 0.000 description 1
229920002006 poly(N-vinylimidazole) polymer Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
239000007787 solid Substances 0.000 description 1
125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
125000002348 vinylic group Chemical group 0.000 description 1

Classifications

- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
- G03C8/42—Structural details
- G03C8/52—Bases or auxiliary layers; Substances therefor
- G03C8/56—Mordant layers
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/50—Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
- B41M5/52—Macromolecular coatings
- B41M5/5245—Macromolecular coatings characterised by the use of polymers containing cationic or anionic groups, e.g. mordants
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
- C08G65/33303—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing amino group
- C08G65/33306—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing amino group acyclic
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/335—Polymers modified by chemical after-treatment with organic compounds containing phosphorus
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/825—Photosensitive materials characterised by the base or auxiliary layers characterised by antireflection means or visible-light filtering means, e.g. antihalation
- G03C1/835—Macromolecular substances therefor, e.g. mordants

Definitions

This invention relates to mordants for ink-jet receptors and the like and more particularly, it relates to various types of novel mordants based upon a poly(alkylene oxide) backbone.
Mordants well-known in the photographic art, generally comprise materials containing quaternary ammonium groups as disclosed in U.S. Pat.
Quaternary phosphonium groups have also been incorporated with certain polymer backbones to obtain different classes of mordants such as those disclosed in U.S. Pat. Nos. 3,547,649; 4,820,608; and 4,855,211; and
the basic polymeric mordants useful to mordant a dye in a hydrophilic colloidal layer between a base and a photographic emulsion layer disclosed in
R is hydrogen or a methyl group
A is a -COO- or a -COO- alkylene group, e.g., -COOCH 2 -, -COOCH 2 CH 2 -, -COOCHOHCH 2 -
R 2 is a hydrogen or a lower alkyl group having from 1-4 carbon atoms
X ⁇ is an anion, e.g. , acetate, oxalate, sulfate, chloride, or bromide.
Mordant I can comprise units derived from vinylic monomers, for example, acrylates, acrylamides, vinyl acetates, styrenes, vinyl ethers, vinyl ketones, vinyl alcohols, unsaturated chlorides, and nitriles with the proviso that such copolymerizable units be in a quantity of 10-20% by weight. Similar mordants with the exclusion of A in I are also disclosed in GB Patent No. 850,281.
U.S. Pat. No. 5,354,813 discloses several classes of polymeric mordants having a pendent heterocyclic aromatic moiety, e.g. , a pyridyl or an imidazolyl group, as represented by the fomula U below:
X " represents an anion and n represents an integer of 2 or greater.
Mordants prepared by polymerizing or copolymerizing vinyl pyridine or N-alkyl pyridinium salts are also known in the art (see, for example, Italian Patent No. 931 ,270).
Non-diffusive mordants based on poly(N-vinylimidazole) of the type in are known in the art (see U.S. Patent No. 4,500,631) and have been used in certain radiographic image-forming processes wherein the mordants were coupled with water-soluble dyes. Mordants of the type in as well as IV are also disclosed in Japanese Publn. No. 63-307979.
mordants I, p-MePhSO 3
Other types of mordants for dyes are also known in the imaging arts.
U.S. Pat. No. 3,429,839 discloses mordants having pendant groups V, such as the mordant of formula VI :
R,, R 2 , and R 3 are alkyl, aryl, or aralkyl groups, or any two of R, , R 2 , or R 3 are part of a 5- or 6-membered heterocyclic ring and X " is an anion, usually an anion of a mineral acid or a carboxylic acid having from 2 to 20 carbon atoms.
R 1 , R , and R are alkyl, aryl, or aralkyl groups or any two of R] , R 2 , or R 3 are part of a 5- or 6-membered heterocyclic ring and X " is an anion.
R 1 is an alkyl group having 1 to 6 carbon atoms, preferably 1 to 2 carbon atoms and R 2 is an alkyl, aryl, aralkyl, or alkaryl group having up to 10 carbon atoms inclusive; preferably alkyl having up to 6 carbon atoms inclusive or phenyl; 1 and n are integers of 2 or greater, preferably 2-3, most preferably 3; m is an integer of 5 or greater, preferably 30-50, most preferably 40; and Q represents — (CH 2 ) y — wherein y is 1-20, preferably 3- 4.
X " is independently an anion, preferably CH 3 SO 3 _ , Br _ , NO 3 ⁇ , Cl ⁇ ,
alkyl group is intended to include not only pure open-chain and cyclic saturated hydrocarbon alkyl substituents, such as methyl, ethyl, propyl, t-butyl, cyclohexyl, adamantyl, octadecyl, and the like, but also alkyl substituents bearing further substituents known in the art, such as hydroxyl, alkoxy, vinyl, phenyl, halogen atoms (F, Cl, Br, and I), cyano, nitro, amino, carboxyl, etc.
alkyl moiety is limited to the inclusion of only pure open-chain and cyclic saturated hydrocarbon alkyl substituents, such as methyl, ethyl, propyl, t-butyl, cyclohexyl, adamantyl, octadecyl, and the like.
the Jeffamine primary amine mate ⁇ als used in the present invention are low average molecular weight materials and are commercially available from Texaco Chemical Co.
Two different types of Jeffamine materials are used in the present invention: Jeffamine ED-2001 [poly(propylene glycol-b- ethylene glycol-b-propylene glycol)bis(2-aminopropyl ether], weight average MW 2,000 (XIa. and Jeffamine” T-5000 [Glycerol tris(poly(propylene glycol), amine-terminated)ether], weight average MW 5,000, (Xlb).
Example 1 To a solution of 5g Jeffamine * ED-2001 (XIa) in 20g methanol was added a solution of the chloroacetone hydrazone (2.2 molar equiv.) of aminoguanidinium chloride in 10 mL methanol. The solution was heated to about 45°C for 10-15 minutes. Mordant Xlla (where X " and Y " are Cl-) was precipitated from ether as a semi-solid and dried in vacuum.
Example 1(a) The reaction in Example 1(a) was repeated using chloromethyl triphenylphosphonium bromide in place of the hydrazone to obtain the mordant X ⁇ I(b) wherein Q is -CH 2 - and Y " is Cl " .
Example 2 The reaction in Example 2(a) was repeated using bromopropyl triphenylphosphonium bromide in place of chloromethyl triphenylphosphonium bromide to obtain the mordant XIKb, where Q is - CH 2 CH 2 CH 2 - and Y " is Br " .
Example 3 To a solution of 5g of Jeffamine ® T-5000 (Xlb. in 20g methanol was added a solution of the chloroacetone hydrazone (3.3 molar equiv.) of aminoguanidinium chloride in 10 L methanol. The solution was heated to about 45-50 °C for 15 minutes to obtain the mordant XIII.

Landscapes

Chemical & Material Sciences (AREA)
Physics & Mathematics (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
General Physics & Mathematics (AREA)
General Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Materials Engineering (AREA)
Spectroscopy & Molecular Physics (AREA)
Architecture (AREA)
Structural Engineering (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Ink Jet Recording Methods And Recording Media Thereof (AREA)

EP96902085A 1995-02-23 1996-01-05 Beizmittel für tintenstrahlempfangsblätter Ceased EP0776272A1 (de)

Applications Claiming Priority (5)

Application Number	Priority Date	Filing Date	Title
US39320895A	1995-02-23	1995-02-23
US393208		1995-02-23
US548580		1995-10-26
US08/548,580 US5686602A (en)	1995-10-26	1995-10-26	Crosslinked cellulose polymer/colloidal sol matrix and its use with ink jet recording sheets
PCT/US1996/000127 WO1996026074A1 (en)	1995-02-23	1996-01-05	Mordants for ink-jet receptors sheets

Publications (1)

Publication Number	Publication Date
EP0776272A1 true EP0776272A1 (de)	1997-06-04

Family

ID=27014204

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP96902085A Ceased EP0776272A1 (de)	1995-02-23	1996-01-05	Beizmittel für tintenstrahlempfangsblätter

Country Status (2)

Country	Link
EP (1)	EP0776272A1 (de)
WO (1)	WO1996026074A1 (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2003522058A (ja)	2000-02-08	2003-07-22	スリーエムイノベイティブプロパティズカンパニー	改善された常温画像転写媒体
JP2003522304A (ja)	2000-02-08	2003-07-22	スリーエムイノベイティブプロパティズカンパニー	インク定着材料およびインク定着方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1185307B (it) *	1985-07-25	1987-11-12	Minnesota Mining & Mfg	Materiali fotosensibili per uso in radiografia e procedimento per la formazione di una immagine radiografica
DE3778363D1 (de) *	1987-09-11	1992-05-21	Agfa Gevaert Nv	Polymerisches phosphoniumbeizmittel und photographisches element, das dieses enthaelt.
US5354813A (en) *	1993-03-12	1994-10-11	Minnesota Mining And Manufacturing Company	Polymeric mordants for dyes and the like

1996
- 1996-01-05 WO PCT/US1996/000127 patent/WO1996026074A1/en not_active Ceased
- 1996-01-05 EP EP96902085A patent/EP0776272A1/de not_active Ceased

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9626074A1 *

Also Published As

Publication number	Publication date
WO1996026074A1 (en)	1996-08-29

Legal Events

Date	Code	Title	Description
1997-04-18	PUAI	Public reference made under article 153(3) epc to a published international application that has entered the european phase	Free format text: ORIGINAL CODE: 0009012
1997-06-04	17P	Request for examination filed	Effective date: 19970127
1997-06-04	AK	Designated contracting states	Kind code of ref document: A1 Designated state(s): DE FR GB IT
1997-08-02	GRAG	Despatch of communication of intention to grant	Free format text: ORIGINAL CODE: EPIDOS AGRA
1997-09-24	17Q	First examination report despatched	Effective date: 19970807
1998-07-03	STAA	Information on the status of an ep patent application or granted ep patent	Free format text: STATUS: THE APPLICATION HAS BEEN REFUSED
1998-08-19	18R	Application refused	Effective date: 19980328

Publication	Publication Date	Title
US5403955A (en)	1995-04-04	Mordants for ink-jet receptors and the like
CA1057994A (en)	1979-07-10	Polymers and photographic elements containing same
US3788855A (en)	1974-01-29	Novel polymers and photographic elements containing same
US2972538A (en)	1961-02-21	Condensation products of c-vinylpyridinium haloketone polymers with hydrazides containing quaternary nitrogen groups
CA1049676A (en)	1979-02-27	Photographic elements containing cross-linked mordants and processes of preparing said elements
KR920004343A (ko)	1992-03-27	올레핀성 불포화 오늄염
KR910015884A (ko)	1991-09-30	할로메틸-1,3,5-트리아진 부분을 함유하는 중합체
US3639357A (en)	1972-02-01	Process for preparing substituted maleimide polymers
JPS5533172A (en)	1980-03-08	Dispersion polymer for novel mordant
US6211304B1 (en)	2001-04-03	Mordants for ink-jet receptors and the like
US3557066A (en)	1971-01-19	Novel polymers and processes for making same
WO1996026074A1 (en)	1996-08-29	Mordants for ink-jet receptors sheets
US4340522A (en)	1982-07-20	Process for preparing cationic polymers
US3488706A (en)	1970-01-06	Novel polymers containing quaternary ammonium groups
US3944424A (en)	1976-03-16	Photographic or image recieving elements containing polymeric mordants
US3681079A (en)	1972-08-01	Photosensitive emulsion comprising graft copolymer of amino alkyl acrylate
CA1091971A (en)	1980-12-23	Amphoteric maleic anhydride copolymers and photographic emulsions employing the same
EP0056664B1 (de)	1986-11-12	Additionspolymere und ihre Metallkomplexverbindungen
KR930005515B1 (ko)	1993-06-22	물기제 코팅 조성물
JPH1036441A (ja)	1998-02-10	アミノ酸基を含有するビニルアルコール系重合体
US3702249A (en)	1972-11-07	Photographic element comprising amine-containing polymers
US3799782A (en)	1974-03-26	Synthetic silver halide emulsion binder
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