Radiation imagery chemistry: process – composition – or product th – Electric or magnetic imagery – e.g. – xerography,... – Post imaging process – finishing – or perfecting composition...
Reexamination Certificate
2002-06-12
2003-12-16
Goodrow, John (Department: 1756)
Radiation imagery chemistry: process, composition, or product th
Electric or magnetic imagery, e.g., xerography,...
Post imaging process, finishing, or perfecting composition...
C430S109400
Reexamination Certificate
active
06664015
ABSTRACT:
BACKGROUND
The present invention is generally directed to polymer components, and more specifically, the present invention is directed to a resin comprised of a polyester-siloxane copolymer backbone with an ionic hydrogen sulfonate, a hydrophilic hydrogen sulfonate, or a metalized sulfonate group, and wherein the metal is, for example, zinc, copper, manganese, chromium, iron, zirconium or an alkali metal such as sodium, lithium, potassium, rubidium cesium, beryllium, magnesium, calcium, strontium, barium, and/or mixtures thereof. More specifically, the resin composition is comprised of a hydrogen or metalized sulfo-polyester-siloxane copolymer of the formula
wherein the segments m, n and o represent the random units of the polymer or resin, and wherein the sum of m, n, and o are, for example, from about 10 to about 10,000, and more specifically, from about 100 to about 5,000, and yet more specifically, from about 1,000 to about 4,000, and p represents the repeating segment of the polydimethylsiloxane and is, for example, from about 100 to about 10,000, more specifically from about 100 to about 7,000, and yet more specifically, from about 1,000 to about 5,000 units; and wherein R is an alkylene with, for example, from about 1 to about 16 carbon atoms, such as ethylene, propylene, butylene, pentylene, hexylene, octylene, 1,2-propylene, cyclohexanedimethylene, and the like; an oxyalkylene containing, for example, from about 4 to about 30 carbon atoms, such as diethylene glycol or dipropyleneglycol; an arylene radical or group with, for example, from about 6 to about 36 carbon atoms, such as benzylene, 1,4-phenylene, 1,3-phenylene, 1,2-phenylene, or anthracylene; and R′ is an alkali arylenesulfonate with, for example, from about 6 to about 30 carbon atoms, such as phenylenesulfonate, isophthalylene-5-sulfonate, terephthalylene-sulfonate phthalylene-sulfonate; an alkali alkylene-sulfonate, such as propylene-sulfonate, butylene-sulfonate, pentylene-sulfonate, hexylene-sulfonate of, for example, the following formulas
wherein a and b are numbers of from about 1 to about 5, and M is hydrogen, an alkali (I) metal, such as lithium, sodium, potassium, rubidium, cesium, or an alkali (II) metal, such as beryllium, magnesium, calcium, strontium or barium, or a metal, such as zinc (II), iron (III), aluminum (III), or copper (I); and R″ is an alkylene, such as ethylene, propylene or butylene.
Moreover, in embodiments the sulfopolyester-siloxane copolymer can be water dissipatible thereby providing a readily available emulsion in water. In embodiments the resins or polymers illustrated herein can be selected for paints, toners, or protective coatings for the protection of substrates from corrosion, oxidative aging, mechanical damage or weathering, such as a coating for textiles, paper, wood, leather, glass, ceramics, porcelain, metal, plastics, stone, concrete, or metal surfaces, and especially wherein water dispersible resin coatings with slip resistance is desired.
REFERENCES
Certain sulfonated polyester resins are known, reference for example U.S. Pat. No. 3,018,272, the disclosure of which is totally incorporated herein by reference, wherein a variety of sulfoacids and metalized sulfonates are incorporated into a polyester resin. In U.S. Pat. No. 3,563,942, the disclosure of which is totally incorporated herein by reference, there are disclosed linear solvent soluble copolyester compositions that can be dispersed in water. Water dispersibility can be achieved, it is believed, by the addition to the copolyester of a small amount (1-2 mole percent) of a metal salt of a sulfonated aromatic compounds. Water dispersible or dissipatible polyester resins are also known, such as those disclosed in U.S. Pat. No. 3,734,874, the disclosure of which is totally incorporated herein by reference, and wherein these sulfonated polyester resins can be derived from a polyethylene glyco and dicarboxylic acid metal salts of 5-sulfoisophthalic acid. U.S. Pat. No. 4,340,519, the disclosure of which is totally incorporated herein by reference, discloses certain crystalline and noncrystalline polyesters copolymerized with a metal sulfonate group containing aromatic acid and up to 10 mole percent (based on the total polyol content) of a polyvalent polyol selected from trimethylolpropane, trimethylolethane, glycerine, and pentaerythritol. Also, U.S. Pat. No. 4,525,524, the disclosure of which is totally incorporated herein by reference, discloses liquid systems comprised of polyester containing certain metal sulfonates and, optionally, up to 3 percent of a branching agent based upon the total diol component.
Other water dispersible polyester based resins comprised of hydrophilic moieties, such as alkali sulfonate groups, are disclosed, for example, in U.S. Pat. Nos. 5,348,832; 5,593,807; 5,604,076; 5,648,193; 5,658,704; 5,660,965; 5,684,063; and 5,698,223, the disclosures of which are each totally incorporated herein by reference. The aforementioned dissipatible polyester resins usually contain hydrophilic moieties in an amount of from about 2 to about 7.5 percent by weight of resin.
Polyester-siloxane copolymers are also known, such as those disclosed in U.S. Pat. No. 4,465,712, the disclosure of which is totally incorporated herein by reference, and wherein a siloxane-polyester composition comprised of the siloxane-polyester copolymer indicated are useful for the coating of substrates, such as metals and plastics. In U.S. Pat. No. 5,932,677, the disclosure of which is totally incorporated herein by reference, there is illustrated a thermoplastic condensation polymer which are terpolymers containing an aromatic polyester, a polysiloxane and a polycarbonate segment.
In U.S. Pat. No. 5,466,554, the disclosure of which is totally incorporated herein by reference, there is disclosed, for example, a toner comprised of a pigment, an optional charge enhancing additive, optional wax, and a polyester resin containing a hydrophobic end group comprised of a siloxane copolymer. In U.S. Pat. No. 5,354,815, the disclosure of which is totally incorporated herein by reference, there are disclosed polymers with enhanced hydrophilicity and thermal regulative properties; exemplary polymers include aliphatic polyamide polymers and polyester polymers. The polymer has bonded thereto a hydrophilic polysiloxane having an affinity for the polymer and with a molecular weight greater than about 1,000 g/mol, more specifically, greater than about 2,000 g/mol, and yet more specifically, greater than about 4,000 g/mol.
Furthermore, in U.S. Pat. No. 5,262,492, the disclosure of which is totally incorporated herein by reference, there is disclosed a siloxane-modified polyester resin. These resins can comprise a copolymer of a siloxane compound, which contains at least one active hydrogen atom, and a lactone compound. The resulting copolymer is substantially free of unreacted siloxane compound.
Processes for the preparation of certain siloxane-modified polyester resins are known, such as those illustrated in U.S. Pat. No. 4,945,147, the disclosure of which is totally incorporated herein by reference, and wherein there can be accomplished the condensation of a tetramethyldisiloxane bisbenzoic acid or an acid chloride with a dihydric phenol, such as bisphenol A, with a mixture of tetramethyldisiloxane bisbenzoic acid and aromatic acids, such as terephthalic acid or isophthalic acid.
There are illustrated in U.S. Pat. No. 5,929,160, the disclosure of which is totally incorporated herein by reference, certain water-dispersible sulfopoly(ester-urethane) compositions comprising, in their backbone, at least one non-terminally disposed arylene or alkylene group comprising a pendant sulfonic acid group or salt thereof, the polymer being terminated by at least one hydrolyzable silyl group such as 3-amino propyltriethoxysilane.
SUMMARY
It is a feature of the present invention to provide novel hydrogen or metalized sulfo-polyester-siloxane resin compositions.
In another feature of the present invention there are provided polyester-siloxane copol
McAneney Gwynne E.
McAneney T. Brian
Sacripante Guerino G.
Goodrow John
Palazzo E. D.
Xerox Corporation
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