Hydrophobic liquid photobleaches

Cleaning compositions for solid surfaces – auxiliary compositions – Cleaning compositions or processes of preparing – With nitrogen – oxygen – or sulfur containing optical...

Reexamination Certificate

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C510S311000, C510S370000, C510S376000, C510S499000, C540S122000, C540S123000, C540S128000, C008S137000

Reexamination Certificate

active

06645928

ABSTRACT:

FIELD OF THE INVENTION
The present invention is in the field of photobleaches, especially photobleaches which are hydrophobically substituted metal or metalloid phthalocyanine compounds useful for treating fabrics, e.g., in consumer products such as laundry detergents.
BACKGROUND OF THE INVENTION
Historically, photobleaches in consumer products have been ionic, usually as a result of sulfonation. Salt forms are typically used. This improves water-solubility and decreases interaction with common anionic surfactants used in detergents, but increases melting-point of the photobleach relative to a non-charged or non-salt material. Making a photobleach hydrophilic and giving it anionic charge also reduces its ability to partition into, and, upon exposure to light, to bleach oily soils and stains.
Recently, certain non-charged (nonionic) photobleaches have been developed. These include non-charged photobleaches among those disclosed in WO 98/32832 A, WO 98/32829 A, WO 98/32828 A, WO 98/32827 A, WO 98/32826 A, WO 98/32825 A, and WO 98/32824 A all published Jul. 30, 1998; and WO 97/05203 A and WO 97/05202 published Feb. 13, 1997. These materials can be quite hydrophobic and are useful in laundry detergents. They have an improved ability to treat oily soils.
While nonionic photobleaches generally have lower melting-points than ionic photobleaches, it is believed that the nonionic photobleaches thusfar disclosed, at least in pure form, are solids at ambient temperature. Recent advances in such photobleaches indeed appear to have focused on improving the photophysics without sufficient regard to certain design characteristics, including melting-point, which may be very important to the formulator of consumer products.
Chromophores such as phthalocyanines are typically of relatively high symmetry, thus nonionic photobleaches comprising such chromophores tend to have higher melting-points than many common nonionic organic compounds.
Thus, despite the recent advances, there remains a need for further improvements in photobleaches for use in consumer products. Specifically, there is an ongoing need for photobleaches which are more hydrophobic, more useful for treating synthetic or lipid-soiled fabrics, and are capable of being uniformly dispersed without milling the crystals. Uniform dispersion is very important to avoid a patchy effect in photobleaching of fabrics. Yet, in particular, there is no known consumer product composition having a hydrophobic, liquid photobleaching compound. Such a photobleach compound would offer new possibilities to the formulator of consumer products, could be deposited more uniformly, and would offer economic advantages such as low energy input and the ability to avoid solvents when compounding or formulating the photobleach.
It is accordingly an object of the present invention to provide further improvements in photobleach compounds, especially with respect to types wherein the photobleach is hydrophobic. Indeed it is an object herein to provide novel photobleaches which are hydrophobic nonionic liquids at ambient temperature; and to provide all manner of novel consumer product compositions comprising such compounds.
These and other objects are accomplished herein, as will be seen from the following disclosure.
BACKGROUND ART
See for example U.S. Pat. No. 5,872,248; U.S. Pat. No. 5,484,778; U.S. Pat. No. 5,763,602; Derwent 93-032275; EP-284,370 A; EP-296,876; EP-366,440; EP-484,027 A; EP 538,228 A; EP-596,184; GB 2,260,996; GB 2,279,657; GB 2,313,122; JP 3285998 (See Derwent 92-038692); JP 51/39044; JP 52/55339; JP 60/48047; JP 61/57536; JP 7292398 A (see Derwent 96-017535); KR 97-61275; KR 9102515 (see Derwent 92-321309); U.S. Pat. No. 3,860,484; U.S. Pat. No. 4,166,718; U.S. Pat. No. 4,209,417; U.S. Pat. No. 4,304,719; U.S. Pat. No. 4,368,053; U.S. Pat. No. 4,800,188; U.S. Pat. No. 4,806,514; U.S. Pat. No. 4,911,919; U.S. Pat. No. 5,135,717; U.S. Pat. No. 5,280,183; U.S. Pat. No. 5,346,670; U.S. Pat. No. 5,437,929; U.S. Pat. No. 5,482,514; U.S. Pat. No. 5,484,778; U.S. Pat. No. 5,561,106; U.S. Pat. No. 5,585,483; U.S. Pat. No. 5,665,689; U.S. Pat. No. 5,665,875; U.S. Pat. No. 5,679,661; U.S. Pat. No. 5,733,560; U.S. Pat. No. 5,824,800; WO 91/18006; WO 91/18007; WO 92/01753; WO 92/01753; WO 94/22960; WO 95/06688; WO 95/24267; WO 95/31526; WO96/29367; WO 97/05202; WO 97/05202; WO 97/05203; WO 97/10811; WO 98/14521; WO 98/25455; WO 98/32827; WO 98/32832; and WO 98/44052.
See also U.S. Pat. No. 3,094,536, Jun. 18, 1963; U.S. Pat. No. 3,927,967, Dec. 23, 1975; U.S. Pat. No. 4,033,718, Jul. 5, 1977; U.S. Pat. No. 4,240,920, Dec. 23, 1980; U.S. Pat. No. 4,255,273, Mar. 10, 1981; U.S. Pat. No. 4,256,597, Mar. 17, 1981; U.S. Pat. No. 4,318,883, Mar. 9, 1982; U.S. Pat. No. 4,497,741, Feb. 5, 1985; U.S. Pat. No. 4,648,992, Mar. 10, 1987; and U.K. Pat. Appl. 1,372,035 published Oct. 30, 1974; U.K. Pat. Appl. 1,408,144 published Oct. 1, 1975; U.K. Pat. Appl. 2,159,516 published Dec. 4, 1985; E.P. 285,965 A2; E.P. 381,211 A2 published Aug. 8, 1990; E.P. 484,027 A1 published May 6, 1992; and Japanese Kokai 06-73397 Derwent Abst. No. (94-128933) published Mar. 15, 1994.
In addition to the above, other references describe the synthesis, preparation and properties of phthalocyanines and naphthalocyanines; see
Phthalocyanines: Properties and Applications
, Leznoff, C. C. and Lever A. B. P. (Eds), VCH, 1989
; Infrared Absorbing Dyes
, Matsuoka, M. (Ed), Plenum, 1990
; Inorg. Chem
., Lowery, M. J. et al., 4, pg. 128, (1965);
Inorg. Chem
. Joyner R. D. et al., 1, pg. 236, (1962);
Inorg. Chem
., Kroenke, W. E. et al., 3, 696, 1964
; Inorg. Chem
. Esposito, J. N. et al., 5, pg.1979, (1966);
J. Am. Chem. Soc
. Wheeler, B. L. et al., 106, pg. 7404, (1984);
Inorg. Chem
. Ford, W. E, et al., 31, pg. 3371, (1992);
Material Science
, Witkiewicz, Z. et al., 11, pg. 39, (1978);
J. Chem. Soc
. Perkin Trans. I, Cook, M. J., et al., pg. 2453, (1988);
J. Chin. Chem. Soc
., 40, pg. 141, (1993);
J. Inorg. Nucl. Chem
., 28, pg. 899, (1966);
Polymer Preps
, 25, pg. 234, (1986);
Chem. Lett
., 2137, (1990);
J. Med. Chem
., 37, pg. 415, (1994).
SUMMARY OF THE INVENTION
The present invention encompasses improvements in a nonionic photobleach compound for consumer product application having (A) a metal or metalloid, preferably selected from Ga, Ge, Sn, Si and Al; (B) a chromophore, preferably selected from phthalocyanine and naphthalocyanine (wherein this encompasses both substituted and unsubstituted phthalocyanines and naphthalocyanines); and (C) one or two bonded ligands, preferably occupying axial positions. The improvement comprises at least one, covalently attached, hydrophobic, strongly crvstallinity-disrupting or symmetry-lowering substituent in said chromophore, said bonded ligand in axial position, or in combinations thereof; whereby said nonionic photobleach compound has crystal packing substantially disrupted to the extent that it is a liquid at ambient temperature.
“Ambient temperature” is typically about 20° C., but can vary from country to country and from season to season. As defined herein, however, “liquid at ambient temperature” means specifically that the present photobleach compounds are liquid at a temperature below about 35° C., including that they are liquid at at least one temperature in the range from 0° C. to about 35° C., more preferably, that they are liquid at all temperatures in the range from about 15° C. to about 25° C. Moreover with respect to melting-points of photobleaches herein, such melting-points are generally determined on samples of substantially pure photobleach materials, for example those which are substantially free from consumer product adjuncts or starting-materials of the synthesis. “Substantially free” means that such adjuncts or starting-materials are removed to the extent practically possible. Likewise the term “substantially pure” as applied to the photobleaches herein means that the photobleach compound, for purposes of characterization, is accompanied by no adjuncts, starting-materials or impurities to the extent that such adjuncts, im

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