# US 10,370,515 B2 · Silver-containing non-aqueous composition containing cellulosic polymers

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- Number: US 10,370,515 B2
- Document ID: US10370515B2
- Status: Granted
- Kind: B2
- Application number: 15/713,773
- Filed: 2017-09-25
- Published: 2019-03-28
- Granted: 2019-08-06
- Earliest claimed: 2017-09-25
- Assignees: Eastman Kodak Company
- Applicants: Eastman Kodak Company
- Inventors: Deepak Shukla; Kevin M. Donovan
- Web page: https://patentgrep.com/patent/US10370515B2

## CPC

- C08K 5/098: Metal salts of carboxylic acids
- C08B 3/00: Preparation of cellulose esters of organic acids {(rendering cellulose suitable for esterification C08B1/02)}
- C08B 11/04: with substituted hydrocarbon radicals
- C08L 1/12: Cellulose acetate
- C08L 1/14: Mixed esters, e.g. cellulose acetate-butyrate
- C09D 5/24: Electrically-conducting paints {(conductive materials H01B1/00)}
- C09D 7/61: inorganic
- C09D 11/033: characterised by the solvent
- C09D 11/037: characterised by the pigment
- C09D 11/108: Hydrocarbon resins
- C09D 11/52: Electrically conductive inks
- C01G 5/00: Compounds of silver
- C07F 1/10: Silver compounds
- C08K 2003/0806: {Silver}
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08B: POLYSACCHARIDES; DERIVATIVES THEREOF (polysaccharides containing less than six saccharide radicals attached to each other by glycosidic linkages C07H; fermentation or enzyme-using processes C12P19/00; sugar industry C13; production of cellulose D21)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C01G: COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F (metal hydrides {monoborane, diborane or addition complexes thereof} C01B6/00; salts of oxyacids of halogens C01B11/00; peroxides, salts or peroxyacids C01B15/00; thiosulfates, dithionites, polythionates C01B17/64; compounds containing selenium, or tellurium C01B19/00; binary compounds of nitrogen with metals C01B21/06; azides C01B21/08; {compounds containing nitrogen, other non-metals and metal C01B21/082}; metal amides C01B21/092; nitrites C01B21/50; {compounds of noble gases C01B23/0005}; phosphides C01B25/08; salts of oxyacids of phosphorus C01B25/16; carbides C01B32/90; compounds containing silicon C01B33/00; compounds containing boron C01B35/00; compounds having molecular sieve properties but not having base-exchange properties C01B37/00; compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites, C01B39/00; cyanides C01C3/08; salts of cyanamide C01C3/16; thiocyanates C01C3/20)
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

A non-aqueous silver precursor composition is composed of (a) one or more cellulosic polymers; (b) reducible silver ions that are present at a weight ratio to the one or more cellulosic polymers of 5:1 to 50:1; (c) an organic solvent that has a boiling point at atmospheric pressure of at least 100° C. and up to but less than 500° C.; and (d) a nitrogenous base having a pKa in acetonitrile of at least 15 and up to and including 25 at 25° C. The Hansen parameter (δTPolymer) of each cellulosic polymer is less than or equal to the Hansen parameter (δTSolvent) each organic solvent. In addition, the (d) nitrogenous base is present in an equimolar amount or molar excess in relation to the amount of (b) reducible silver ions.

## Claims

### Claim 1

A non-aqueous silver precursor composition consisting essentially of:
(a) one or more polymers selected from one or more of cellulose acetate, cellulose acetate phthalate, cellulose acetate butyrate, cellulose acetate propionate, cellulose acetate trimellitate, hydroxypropylmethyl cellulose phthalate, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropylmethyl cellulose, and carboxymethyl cellulose;
(b) reducible silver ions that are present at a weight ratio to the one or more (a) polymers of at least 5:1 and up to and including 50:1;
(c) one or more organic solvents, each of which has a boiling point at atmospheric pressure of at least 100° C. and up to but less than 500° C.,wherein the Hansen parameter (δTPolymer) of each of the one or more polymers is less than or equal to the Hansen parameter (δTSolvent) of each of the one or more organic solvents; and
(d) a nitrogenous base having a pKa in acetonitrile of at least 15 and up to and including 25 at 25° C., the (d) nitrogenous base being present in an equimolar amount or molar excess in relation to the amount of (b) reducible silver ions.

### Claim 2 (depends on 1)

The non-aqueous silver precursor composition of claim 1, wherein the (b) reducible silver ions are present at a weight ratio to the one or more (a) polymers of at least 5:1 and up to and including 20:1.

### Claim 3 (depends on 1)

The non-aqueous silver precursor composition of claim 1, wherein the (b) reducible silver ions are present as a silver salt selected from the group consisting of silver nitrate, silver acetate, silver benzoate, silver nitrite, silver thiocyanate, silver myristate, silver citrate, silver phenylacetate, silver malonate, silver succinate, silver adipate, silver phosphate, silver perchlorate, silver acetylacetonate, silver lactate, silver salicylate, silver oxalate, silver 2-phenylpyridine, silver trifluoroacetate, silver fluoride or a silver fluoride complex, a β-carbonyl ketone silver (I) complex, a silver protein, a silver α-oxycarboxylate pyridine complex, and a combination thereof.

### Claim 4 (depends on 1)

The non-aqueous silver precursor composition of claim 1, wherein the one or more (c) organic solvents comprises one or more hydroxylic organic solvents, each having an α-hydrogen atom and is chosen from the group consisting of ethanol, n-propanol, n-butanol, n-pentanol, n-hexanol, n-octanol, 2-ethyl-1-hexanol, n-decanol, ethylene glycol, propylene glycol, benzyl alcohol, isobutyl alcohol, isoamyl alcohol, secondary butylcarbinol, isopropyl alcohol, secondary butyl alcohol, secondary amyl alcohol, diethyl carbinol, methyl isobutyl carbinol, methyl-3-heptanol, diisobutyl carbinol, dodecanol-Z, methyl allyl carbinol, cyclohexanol, methyl cyclohexyl carbinol, phenyl methyl carbinol, 2-methoxyethanol, 2-ethoxyethanol, diethylene glycol monoethyl ether, methoxy isopropanol, and a combination thereof.

### Claim 5 (depends on 1)

The non-aqueous silver precursor composition of claim 1, wherein the nitrogenous base is an aromatic cyclic compound.

### Claim 6 (depends on 1)

The non-aqueous silver precursor composition of claim 1, wherein the nitrogenous base is selected from the group consisting of 1,4-diazabicyclo [2.2.2]octane (DABCO), cyclohexylamine, piperidine, N-methyl piperidine, N-methyl-3-piperidinol, ethanol amine, 2-(ethylamino)ethanol, 2-(methylamino)ethanol, 2-(butylamino)ethanol, methyldiethanolamine (MDEA), diethanolamine (DEA), diglycolamine (DGA), diethylaminoethanol (DEAE), substituted or unsubstituted non-polymeric pyridine, picolines, lutidines, quinoline, purine, isoquinoline, imidazole, benzimidazole, benzthiazole, thiazole, oxazole, benzoxazole, 4,4′-bipyridine, pyrazine, triazine, pyrimidine, nicotinic acid, and isonicotinic acid, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and a combination thereof.

### Claim 7 (depends on 1)

The non-aqueous silver precursor composition of claim 1, wherein the (a) one or more polymers is one or more of cellulose acetate, carboxymethyl cellulose, cellulose acetate butyrate, ethyl cellulose, and cellulose acetate propionate.