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US3933512A Expired / Lapsed US ⏱️ 0.0 years remaining

Carbon paper inks containing wax-anhydride compounds

Assignee: Baker Petrolite LLC
•
Filing: 1972-12-22
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Granted: 1976-01-20
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Expires: 1992-12-22
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Abstract

Abstract Wax-anhydride compounds and derivatives thereof, including amides, esters, etc. of such wax-anhydride compounds, employed in carbon paper inks.

Inventors

  • 👤 William J. Heintzelman
  • 👤 Michael I. Naiman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 14:43
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/02; C09D11/12

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 366 words
In a carbon paper ink comprising a mixture of I. a vehicle oil, Ii. a pigment, Iii. a dye, the improvement comprising, in said mixture, an additive Iv. selected from the group consisting of A. a wax-maleic compound adduct reaction product of (i) maleic acid, maleic anhydride, citraconic acid, citraconic anhydride, ethylmaleic acid, ethylmaleic anhydride, glutaconic acid, glutaconic acid anhydride, itaconic acid, itaconic acid anhydride, methylitaconic acid, or methylitaconic acid anhydride and (ii) plastic microcrystalline wax, tank bottom microcrystalline wax, solvent extracted microcrystalling wax, Fischer-Tropsch wax, polyalkylene hydrocarbon wax or mixtures thereof, characterized by a melting point of at least about 150°F. and a penetration of less than about 50 (ASTM Test Method D5-25), the molar ratio of (i) to (ii) being from about 0.9 to about 1.5 and the reaction being carried out at substantially atmospheric pressure under free radical conditions, and B. said wax-maleic compound adduct reaction product of A coupled with a polyfunctional compound selected from the group consisting of 1. a polyfunctional polyalcohol selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, triethylene glycol, butylene glycol, polyethylene glycol having a molecular weight of about 600, tetramethylene glycol, neopentyl glycol, 2-methyl-1,3-pentanediol, 1,5-pentanediol, hexamethylene glycol, glycerol, polyglycerol, pentaerythritol, mannitol, trimethylolpropane, trimethylolethane, 1,2,6-hexanetriol, polypentaerythritol, polyallyl alcohol, polymethallyl alcohol, ##SPC12## where R is hydrocarbon, amino, amide, ester, oxygen, silicon, ketone, phosphorus, sulfur, sulfone, or sulfoxide, A is alkyl, alkoxy, halo or nitro, and n is 1-4, 2. a polyfunctional amine selected from the group consisting of a polyamine of the formula ##EQU24## where A is ##EQU25## m being 2-10 and n being 1-8, C 8 H 17 NH-CH 2 CH 2 NH 2 , C 14 H 29 NH-CH 2 CH 2 NH 2 , C 16 H 33 NHCH 2 CH 2 NH 2 , C 12 H 25 NHC 2 H 4 NHC 2 H 4 NHC 2 H 4 NH 2 , C 12 H 21 NHC 4 H 8 NH 2 , ##EQU26## p-phenylene diamine, m-phenylene diamine, o-phenylene diamine, ##SPC13## where R is O, S, ##EQU27## x being 1-4, ##EQU28## R' being H or alkyl, ##EQU29## or ##EQU30## R" being alkyl, ##SPC14## and morpholine, and
Claim 2
Dependent Claim 366 words
In a carbon paper ink comprising a mixture of I. a vehicle oil, Ii. a pigment, Iii. a dye, the improvement comprising, in said mixture, an additive Iv. selected from the group consisting of A. a wax-maleic compound adduct reaction product of (i) maleic acid, maleic anhydride, citraconic acid, citraconic anhydride, ethylmaleic acid, ethylmaleic anhydride, glutaconic acid, glutaconic acid anhydride, itaconic acid, itaconic acid anhydride, methylitaconic acid, or methylitaconic acid anhydride and (ii) plastic microcrystalline wax, tank bottom microcrystalline wax, solvent extracted microcrystalling wax, Fischer-Tropsch wax, polyalkylene hydrocarbon wax or mixtures thereof, characterized by a melting point of at least about 150°F. and a penetration of less than about 50 (ASTM Test Method D5-25), the molar ratio of (i) to (ii) being from about 0.9 to about 1.5 and the reaction being carried out at substantially atmospheric pressure under free radical conditions, and B. said wax-maleic compound adduct reaction product of A coupled with a polyfunctional compound selected from the group consisting of 1. a polyfunctional polyalcohol selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, triethylene glycol, butylene glycol, polyethylene glycol having a molecular weight of about 600, tetramethylene glycol, neopentyl glycol, 2-methyl-1,3-pentanediol, 1,5-pentanediol, hexamethylene glycol, glycerol, polyglycerol, pentaerythritol, mannitol, trimethylolpropane, trimethylolethane, 1,2,6-hexanetriol, polypentaerythritol, polyallyl alcohol, polymethallyl alcohol, ##SPC12## where R is hydrocarbon, amino, amide, ester, oxygen, silicon, ketone, phosphorus, sulfur, sulfone, or sulfoxide, A is alkyl, alkoxy, halo or nitro, and n is 1-4, 2. a polyfunctional amine selected from the group consisting of a polyamine of the formula ##EQU24## where A is ##EQU25## m being 2-10 and n being 1-8, C 8 H 17 NH-CH 2 CH 2 NH 2 , C 14 H 29 NH-CH 2 CH 2 NH 2 , C 16 H 33 NHCH 2 CH 2 NH 2 , C 12 H 25 NHC 2 H 4 NHC 2 H 4 NHC 2 H 4 NH 2 , C 12 H 21 NHC 4 H 8 NH 2 , ##EQU26## p-phenylene diamine, m-phenylene diamine, o-phenylene diamine, ##SPC13## where R is O, S, ##EQU27## x being 1-4, ##EQU28## R' being H or alkyl, ##EQU29## or ##EQU30## R" being alkyl, ##SPC14## and morpholine, and
Claim 3
Dependent Claim 21 words
a polyfunctional alcohol-amine selected from the group consisting of NH 2 (CH 2 ) x OH, where x is 1-10, ##SPC15##
Claim 4
Dependent Claim 21 words
a polyfunctional alcohol-amine selected from the group consisting of NH 2 (CH 2 ) x OH, where x is 1-10, ##SPC15##
Claim 5
Dependent Claim 26 words
The carbon paper ink of claim 1 where said product contains a plastic microcrystalline wax, a tank bottom microcrystalline wax or a solvent extracted microcrystalline wax.
Claim 6
Dependent Claim 16 words
The carbon paper ink of claim 1 where said product IV. A.(ii) contains a Fischer-Tropsch wax.
Claim 7
Dependent Claim 15 words
The carbon paper ink of claim 1 where said product contains a polyalkylene hydrocarbon wax.
Claim 8
Dependent Claim 17 words
The carbon paper ink of claim 1 where said additive comprises said product with said polyfunctional compound.
Claim 9
Dependent Claim 14 words
The carbon paper ink of claim 5 where said compound is said polyfunctional alcohol.
Claim 10
Dependent Claim 14 words
The carbon paper ink of claim 5 where said compound is said polyfunctional amine.
Claim 11
Dependent Claim 14 words
The carbon paper ink of claim 5 where said compound is said polyfunctional alcohol-amine.
Claim 12
Dependent Claim 13 words
The carbon paper ink of claim 7 where said product contains Fischer-Tropsch wax.
Claim 13
Dependent Claim 13 words
The carbon paper ink of claim 9 where said product contains ethylene diamine.
Claim 14
Dependent Claim 13 words
The carbon paper ink of claim 9 where said product contains m-phenylene diamine.

References Cited (Backward Citations)

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US2589306A Cited
US2776895A Cited
US2890124A Cited
US2890125A Cited
US3172892A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-19 1979-07-21 1980-01-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-19 1983-07-21 1984-01-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-19 1987-07-21 1988-01-20 $7700.00 Window Closed / Lapsed

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