AU2002240387A1 - Vapor phase siloxane dry cleaning process - Google Patents
Vapor phase siloxane dry cleaning processInfo
- Publication number
- AU2002240387A1 AU2002240387A1 AU2002240387A AU2002240387A AU2002240387A1 AU 2002240387 A1 AU2002240387 A1 AU 2002240387A1 AU 2002240387 A AU2002240387 A AU 2002240387A AU 2002240387 A AU2002240387 A AU 2002240387A AU 2002240387 A1 AU2002240387 A1 AU 2002240387A1
- Authority
- AU
- Australia
- Prior art keywords
- silicone compound
- soiled
- silicone
- independently
- vapor phase
- Prior art date
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims description 40
- 239000012808 vapor phase Substances 0.000 title claims description 14
- 238000005108 dry cleaning Methods 0.000 title description 12
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title description 10
- 229920001296 polysiloxane Polymers 0.000 claims description 41
- 150000001875 compounds Chemical class 0.000 claims description 30
- 238000004140 cleaning Methods 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 9
- YFCGDEUVHLPRCZ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YFCGDEUVHLPRCZ-UHFFFAOYSA-N 0.000 claims description 7
- FBZANXDWQAVSTQ-UHFFFAOYSA-N dodecamethylpentasiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C FBZANXDWQAVSTQ-UHFFFAOYSA-N 0.000 claims description 6
- 229940087203 dodecamethylpentasiloxane Drugs 0.000 claims description 6
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 claims description 6
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 claims description 6
- ADANNTOYRVPQLJ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-[[dimethyl(trimethylsilyloxy)silyl]oxy-dimethylsilyl]oxy-dimethylsilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C ADANNTOYRVPQLJ-UHFFFAOYSA-N 0.000 claims description 5
- NFVSFLUJRHRSJG-UHFFFAOYSA-N hexadecamethylheptasiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C NFVSFLUJRHRSJG-UHFFFAOYSA-N 0.000 claims description 5
- 239000007791 liquid phase Substances 0.000 claims description 5
- 229940008424 tetradecamethylhexasiloxane Drugs 0.000 claims description 5
- RGMZNZABJYWAEC-UHFFFAOYSA-N Methyltris(trimethylsiloxy)silane Chemical compound C[Si](C)(C)O[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C RGMZNZABJYWAEC-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 2
- 229910000077 silane Inorganic materials 0.000 claims description 2
- 150000002430 hydrocarbons Chemical group 0.000 claims 2
- -1 Cyclic siloxanes Chemical class 0.000 description 37
- 239000004744 fabric Substances 0.000 description 17
- 239000002904 solvent Substances 0.000 description 17
- 239000000203 mixture Substances 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 125000004122 cyclic group Chemical group 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 101001073212 Arabidopsis thaliana Peroxidase 33 Proteins 0.000 description 4
- 101001123325 Homo sapiens Peroxisome proliferator-activated receptor gamma coactivator 1-beta Proteins 0.000 description 4
- 102100028961 Peroxisome proliferator-activated receptor gamma coactivator 1-beta Human genes 0.000 description 4
- 239000010705 motor oil Substances 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000000356 contaminant Substances 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 3
- 239000001044 red dye Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 125000004344 phenylpropyl group Chemical group 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- IUMSDRXLFWAGNT-UHFFFAOYSA-N Dodecamethylcyclohexasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 IUMSDRXLFWAGNT-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000011846 petroleum-based material Substances 0.000 description 1
- 239000013520 petroleum-based product Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Description
VAPOR PHASE SILOXANE DRY CLEANING PROCESS
TECHNICAL FIELD
The present invention is directed to a dry cleaning process, more specifically, to a siloxane vapor phase based process, for use in dry cleaning.
BACKGROUND
Current dry cleaning technology uses perchloroethylene ("PERC") or petroleum-based materials as the cleaning solvent. PERC suffers from toxicity and odor issues. The petroleum-based products are not as effective as
PERC in cleaning garments.
Cyclic siloxanes have been reported as spot cleaning solutions, see US 4,685,930, and as dry cleaning fluids in dry cleaning machines, see US 5,942,007. Other patents disclose the use of silicone soaps in petroleum solvents, see JP 09299687, and the use of silicone surfactants in super critical carbon dioxide solutions has been reported, see, for example, US 5,676,705 and Chem. Mark. Rep., 15 Dec 1997, 252(24), p. 15. Non-volatile silicone oils have also been used as the cleaning solvent requiring removal by a second washing with perfluoroalkane to remove the silicone oil, see JP 06327888.
Numerous other patents have issued in which siloxanes or organomodified silicones have been present as addenda in PERC or petroleum based dry cleaning solvents, see, for example, WO 9401510; US 4911853; US 4005231; US 4065258.
There is a continued interest in decreasing the need for large quantities of solvents used in dry cleaning processes.
SUMMARY OF THE INVENTION
The process of the present invention is directed to a cleaning process, comprising the use of a volatile cyclic, linear or branched siloxane in the vapor phase for the cleaning of articles.
Further, the present invention provides for a process for cleaning soiled articles of manufacture comprising:
a) contacting the soiled article of manufacture with a vapor phase silicone compound;
b) allowing the vapor phase silicone compound in contact with the soiled article of manufacture to condense to the liquid phase becoming thereby a condensed silicone liquid; and
c) draining the condensed silicone liquid away from the article of manufacture whereby the soiled article of manufacture is cleaned.
In another embodiment the present invention provides for a process for cleaning soiled garments comprising:
a) contacting the soiled garment with a vapor phase silicone compound;
b) allowing the vapor phase silicone compound in contact with the soiled garment to condense to the liquid phase becoming thereby a condensed silicone liquid; and
c) draining the condensed silicone liquid away from the garment whereby the soiled garment is cleaned.
DETAILED DESCRIPTION OF THE INVENTION
The compounds useful in the practice of the present invention may be linear, branched or cyclic volatile siloxane compounds. In general those siloxanes that are volatile and suitable for use in the practice of the present invention are those siloxanes that are volatile at room temperature, i.e. about 25 °C. Volatility is a quantitative measurement at a given temperature and thus broadly defined involves a partial pressure or vapor pressure, i.e. a pressure below 760 mm Hg, at a given temperature. Broadly, volatile siloxanes are those siloxanes that have a vapor pressure or partial pressure (as used herein the two terms are interchangeable) above 0.01 mm Hg at a temperature of 20 °C.
Compounds suitable as the linear or branched, volatile siloxane solvent of the present invention are those containing a polysiloxane structure that includes from 2 to 20 silicon atoms. Preferably, the linear or branched, volatile siloxanes are relatively volatile materials, having, for example, a boiling of below about 300°C point at a pressure of 760 millimeters of mercury ("mm Hg").
In one embodiment, the linear or branched, volatile siloxane comprises one or more compounds of the structural formula (I):
M2+y+2zDχTyQZ (I)
wherein:
M is R^SiOi/^
D is R2R3Si02/2;
T is R4Si03 2;
and Q is S-O4/2
R1, R2, R3 and R4 are each independently a monovalent hydrocarbon radical having from one to forty carbon atOms; and
x and y are each integers, wherein 0 ≤ x < 10 and 0 < y < 10 and 0 < z < 10.
Suitable monovalent hydrocarbon groups include linear hydrocarbon radicals, branched hydrocarbon radicals, monovalent alicyclic hydrocarbon radicals, monovalent and aromatic or fluoro containing hydrocarbon radicals. Preferred monovalent hydrocarbon radicals are monovalent alkyl radicals, monovalent aryl radicals and monovalent aralkyl radicals.
As used herein, the term "(C1-C6)alkyl" means a linear or branched alkyl group containing from 1 to 6 carbons per group, such as, for example, methyl, ethyl, propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, pentyl, hexyl, preferably methyl.
As used herein, the term "aryl" means a monovalent unsa urated hydrocarbon ring system containing one or more aromatic or fluoro containing rings per group, which may optionally be substituted on the one or more aromatic or fluoro containing rings, preferably with one or more (Ci- C6)alkyl groups and which, in the case of two or more rings, may be fused rings, including, for example, phenyl, 2,4,6-trimethylphenyl, 2- isopropylmethylphenyl, 1-pentalenyl, naphthyl, anthryl, preferably phenyl.
As used herein, the term "aralkyl" means an aryl derivative of an alkyl group, preferably a (C2-Cό)alkyl group, wherein the alkyl portion of the aryl derivative may, optionally, be interrupted by an oxygen atom, such as, for example, phenylethyl, phenylpropyl, 2-(l-naphthyl)ethyl, preferably phenylpropyl, phenyoxy propyl, biphenyloxy propyl.
In another embodiment, the monovalent hydrocarbon radical is a monovalent (Cι-Cό)alkyl radical, most preferably, methyl.
In another embodiment, the linear or branched, volatile siloxane comprises one or more of, hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane or hexadecamethylheptasiloxane or methyltris(trimethyIsiloxy)silane. In a more highly preferred embodiment, the linear or branched, volatile siloxane of the present invention comprises octamethyltrisiloxane, decamethyltetrasiloxane, or dodecamethylpentasiloxane or methyltris(trimethylsiloxy)silane. In a highly preferred embodiment, the siloxane component of the composition of the present invention consists essentially of decamethyltetrasiloxane.
Suitable linear or branched volatile siloxanes are made by known methods, such as, for example, hydrolysis and condensation of one or more of tetrachlorosilane, methyl trichlorosilane, dimethyldichlorosilane, trimethylchlorosilane, or by isolation of the desired fraction of an equilibrate mixture of hexamethyldisiloxane and octamethylcyclotetrasiloxane or the like and are commercially available.
Compounds suitable as the cyclic siloxane component of the present invention are those containing an oligomeric or polysiloxane ring structure that includes from 2 to 20 silicon atoms in the ring. Preferably, the linear, branched and cyclic siloxanes are relatively volatile materials, having, for example, a boiling point of below about 300°C at a pressure of 760 millimeters of mercury ("mm Hg"). Thus for the purposes of defining a volatile siloxane compound useful in the practice of the process of the present invention a volatile siloxane, whether linear branched or cyclic has a vapor pressure
ranging from 0.01 to 760 mm Hg at a temperature ranging from about 10 °C to about 300 °C.
In another embodiment, the cyclic siloxane comprises one or more compounds of the structural formula (II):
R5 R7
(Si 0)ε (Si O)b
R6 R8 (H)
wherein:
R5, R6, R7 and R8 are each independently a monovalent hydrocarbon group having from one to forty carbon atoms; and
a and b are each integers wherein 0 < a < 10 and 0 < b < 10, provided that 3 < (a + b) < 10.
In yet another embodiment, the cyclic siloxane comprises one or more of, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, terradecamethylcycloheptasiloxane. In a more highly preferred embodiment, the cyclic siloxane of the present invention comprises octamethylcyclotetrasiloxane or decamethylcyclopentasiloxane. In yet another embodiment, the cyclic siloxane component of the composition of the present invention consists essentially of decamethylcyclopentasiloxane.
Suitable cyclic siloxanes are made by known methods, such as, for example, hydrolysis and condensation of alkylhalosilanes, e.g. dimethyldichlorosilane, and are commercially available.
The process of the invention involves generation of a gas phase silicone by a combination of heating the silicone in a solvent reservoir and optionally reducing pressure so as to allow the silicone to vaporize followed by contacting the silicone vapors with the garment to be cleaned. While the formula describing compounds useful in the process of the present invention has already been described, those compounds useful in the practice of the present invention in one embodiment should have vapor pressures between about 3.0 mm Hg and about 760 mm Hg at temperatures ranging from about 20 °C to about 100 °C. In a second embodiment those compounds useful in the practice of the present invention should have vapor pressures between about 0.01 mm Hg and about 760 mm Hg at temperatures ranging from about 20 °C to about 270 °C. In a third embodiment those compounds useful in the practice of the present invention should have vapor pressures between about 1.0 mm Hg and about 760 mm Hg at temperatures ranging from about 20 °C to about 134 °C. In a fourth embodiment those compounds useful in the practice of the present invention should have vapor pressures between about 0.01 mm Hg and about 760 mm Hg at temperatures ranging from about 20 °C to about 264 °C.
Alternatively, other methods known in the art can be employed to form vapors of silicones including mechanical means.
The vapors of the compounds of the present invention thus formed, either at atmospheric pressure or at reduced pressure, are allowed to contact the fabric to be cleaned for a specified time wherein these same vapors condense in the fabric, dissolving the soiling material or stain and draining away from the fabric, after which time the articles are removed, cooled as needed, and dried by various methods known in the art such as air drying, heated drying and the like. In one embodiment, the process of the present invention may be performed at a constant pressure. In another embodiment
the process of the present invention is performed at a pressure that is varied among the steps of the process, e.g. initially contacting the garment to be cleaned with a vapor at a pressure below atmospheric followed by raising the pressure to atmospheric pressure to condense the vapor in the garment and allow the cleaning fluids to drain away from the garment.
Alternatively, the articles remain in the cleaning vessel and the silicone or silicone containing solvent is removed by various means and the articles are dried in the cleaning vessel as is commonly seen in typical dry cleaning machines.
An article, such as for example, a textile or leather article, typically, a garment, is cleaned by contacting the article with the vapors of the composition of the present invention. In a preferred embodiment, the articles to be cleaned include textiles made from natural fibers, such as for example, cotton, wool, linen and hemp, from synthetic fibers, such as, for example, polyester fibers, poly amide fibers, polypropylene fibers and elastomeric fibers, from blends of natural and synthetic fibers, from natural or synthetic leather or natural or synthetic fur.
The article and dry cleaning composition are then separated, by, for example, one or more of draining and centrifugation. In a preferred embodiment, separation of the article and dry cleaning composition is followed by the application of heat, preferably, heating to a temperature of from 15°C to 120°C, preferably from 20°C to 100°C, or reduced pressure, preferably, a pressure of from 1 mm Hg to 750 mm Hg, or by application of both heat and reduced pressure, to the article.
Testing for oil soluble stain removal was accomplished using a blue
50/50 cotton/ poly cloth and a red satin fabric. The approximately 2 inch square samples were stained with motor oil, suspended by wires in a large
glass vessel equipped with a thermometer, and condensing unit capable of condensing the volatile silicone solvent. The articles were positioned such that the solvent vapors saturated the article but were not contacted by the returning, condensed solvent.
The process of the present invention is not limited to the cleaning of garments or articles of clothing, it may be applied to any article of manufacture contaminated with a silicone soluble contaminant that may be subjected to the process of the present invention wherein the contaminant is dissolved in the silicone compound and drained away, thereby removing the contaminant from the article of manufacture.
The following examples are to illustrate the invention and are not to be construed as limiting the claims.
EXAMPLES
Example 1 - Atmospheric pressure, cyclic solvent
Samples of red satin and blue cotton/ poly fabrics were treated with motor oil which was allowed to stain for 18 hours then attached to a wire holder and suspended above a reservoir of D5. The solvent was heated to boiling and the vapors allowed to contact the stained fabrics for 5 minutes. After this time, the heat was removed, the vessel cooled and the samples removed and air dried and evaluated. All traces of the oil were removed from both fabrics. There was some extraction of the red dye from the satin fabric.
Example 2 - Reduced Pressure, cyclic solvent
Samples of red satin and blue cotton/ poly fabrics were treated with motor oil which was allowed to stain for 18 hours then attached to a wire holder and suspended above a reservoir of D5. The pressure in the system
was reduced to 1-2 mm Hg and the temperature of the solvent reservoir was raised to 70-80 °C. The vapors were allowed to contact the stained fabrics for 5 minutes. After this time, the heat was removed, the vessel cooled and the samples removed and air dried and evaluated. All traces of the oil were removed from both fabrics. No extraction of the red dye from the satin fabric was observed.
Example 3 - Reduced Pressure, linear solvent
Samples of red satin and blue cotton/ poly fabrics were treated with motor oil which was allowed to stain for 18 hours then attached to a wire holder and suspended above a reservoir of MD2M. The pressure in the system was reduced to 1-2 mm Hg and the temperature of the solvent reservoir was raised to 70-80 °C. The vapors were allowed to contact the stained fabrics for 5 minutes. After this time, the heat was removed, the vessel cooled and the samples removed and air dried and evaluated. All traces of the oil were removed from both fabrics. No extraction of the red dye from the satin fabric was observed.
Claims (1)
- Having described the invention, that which is claimed is:1. A process for cleaning soiled garments comprising:a) contacting the soiled garment with a vapor phase silicone compound;b) allowing the vapor phase silicone compound in contact with the soiled garment to condense to the liquid phase becoming thereby a condensed silicone liquid; andc) draining the condensed silicone liquid away from the garment whereby the soiled garment is cleaned.2. The process of claim 1 wherein the silicone compound has the formula:M2+y+2zDχTyQZwherein: .D is R2R3Si02/2;T is R4Si03/2;R1, R2, R3 and R4 are each independently a monovalent hydrocarbon radical having from one to forty carbon atoms; and x and y are each integers, wherein 0 < x < 10 and 0 < y < 10 and 0 < z < 10. The process of claim 1 wherein the silicone compound has the formula:R5 R7(Si O)a (Si O)bR6 R8wherein:R5, R6, R7 and R8 are each independently a monovalent hydrocarbon group having from one to forty carbon atoms; anda and b are each integers wherein 0 < a < 10 and 0 < b < 10, provided that 3 < (a + b) < 10.4. The process of claim 2 wherein each of the steps a), b) and c) are independently conducted at a temperature ranging from about 10 °C to about 300 °C5. The process of claim 3 wherein each of the steps a), b) and c) are independently conducted at a temperature ranging from about 10 °C to about 300 °C6. The process of claim 4 wherein each of the steps a), b) and c) are independently conducted at a pressure ranging from about 0.01 mm Hg to about 760 mm Hg.7. The process of claim 5 wherein each of the steps a), b) and c) are independently conducted at a pressure ranging from about 0.01 mm Hg to about 760 mm Hg.8. The process of claim 6 wherein the silicone compound is selected from the group consisting of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetrad ecamethylhexasiloxane , hexadecamethylheptasiloxane and methyltris(trimethylsiloxy)silane.9. The process of claim 7 wherein the silicone compound is selected from the group consisting of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane , hexadecamethylheptasiloxane and methyltris(trimethylsiloxy)silane.10. A process for cleaning soiled articles of manufacture comprising:a) contacting the soiled article of manufacture with a vapor phase silicone compound;b) allowing the vapor phase silicone compound in contact with the soiled article of manufacture to condense to the liquid phase becoming thereby a condensed silicone liquid; andc) draining the condensed silicone liquid away from the article of manufacture whereby the soiled article of manufacture is cleaned.11. A process for cleaning soiled garments consisting essentially of:a) contacting the soiled garment with a vapor phase silicone compound;b) allowing the vapor phase silicone compound in contact with the soiled garment to condense to the liquid phase becoming thereby a condensed silicone liquid; andc) draining the condensed silicone liquid away from the garment whereby the soiled garment is cleaned.12. The process of claim 11 wherein the silicone compound has the formula:M2+y+2zDχTVQzwherein:M is R SiO r,T is R4Si03/z;R1, R2, R3 and R4 are each independently a monovalent hydrocarbon radical having from one to forty carbon atOms; and x and y are each integers, wherein 0 < x < 10 and 0 < y < 10 and 0 < z ≤ 10.13. The process of claim 11 wherein the silicone compound has the formula:R5 R7(Si O)a (Si O)bR6 R8wherein:R5, R6, R7 and R8 are each independently a monovalent hydrocarbon group having from one to forty carbon atoms; anda and b are each integers wherein 0 < a < 10 and 0 < b < 10, provided that 3 < (a + b) ≤ 10.14. The process of claim 12 wherein each of the steps a), b) and c) are independently conducted at a temperature ranging from about 10 °C to about 300 °C15. The process of claim 13 wherein each of the steps a), b) and c) are independently conducted at a temperature ranging from about 10 °C to about 300 °C16. The process of claim 14 wherein each of the steps a), b) and c) are independently conducted at a pressure ranging from about 0.01 mm Hg to about 760 mm Hg. 17. The process of claim 15 wherein each of the steps a), b) and c) are independently conducted at a pressure ranging from about 0.01 mm Hg to about 760 mm Hg.18. The process of claim 16 wherein the silicone compound is selected from the group consisting of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane , hexadecamethylheptasiloxane and methylrris(trimethylsiloxy)silane.19. The process of claim 17 wherein the silicone compound is selected from the group consisting of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane , hexadecamethylheptasiloxane and methyltris(trimethylsiloxy)silane.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/813,666 US6610108B2 (en) | 2001-03-21 | 2001-03-21 | Vapor phase siloxane dry cleaning process |
| US09/813,666 | 2001-03-21 | ||
| PCT/US2002/004620 WO2002077356A1 (en) | 2001-03-21 | 2002-02-15 | Vapor phase siloxane dry cleaning process |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| AU2002240387B9 AU2002240387B9 (en) | 2002-10-08 |
| AU2002240387A1 true AU2002240387A1 (en) | 2003-03-27 |
| AU2002240387B2 AU2002240387B2 (en) | 2007-09-20 |
Family
ID=25213048
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2002240387A Ceased AU2002240387B2 (en) | 2001-03-21 | 2002-02-15 | Vapor phase siloxane dry cleaning process |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6610108B2 (en) |
| EP (1) | EP1373627B1 (en) |
| JP (1) | JP4040470B2 (en) |
| KR (1) | KR100866659B1 (en) |
| CN (1) | CN1330820C (en) |
| AT (1) | ATE309404T1 (en) |
| AU (1) | AU2002240387B2 (en) |
| DE (1) | DE60207221T2 (en) |
| ES (1) | ES2250620T3 (en) |
| WO (1) | WO2002077356A1 (en) |
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-
2001
- 2001-03-21 US US09/813,666 patent/US6610108B2/en not_active Expired - Fee Related
-
2002
- 2002-02-15 DE DE60207221T patent/DE60207221T2/en not_active Expired - Fee Related
- 2002-02-15 KR KR1020037012283A patent/KR100866659B1/en not_active Expired - Fee Related
- 2002-02-15 ES ES02706291T patent/ES2250620T3/en not_active Expired - Lifetime
- 2002-02-15 AU AU2002240387A patent/AU2002240387B2/en not_active Ceased
- 2002-02-15 JP JP2002575385A patent/JP4040470B2/en not_active Expired - Fee Related
- 2002-02-15 CN CNB028104501A patent/CN1330820C/en not_active Expired - Fee Related
- 2002-02-15 EP EP02706291A patent/EP1373627B1/en not_active Expired - Lifetime
- 2002-02-15 WO PCT/US2002/004620 patent/WO2002077356A1/en not_active Ceased
- 2002-02-15 AT AT02706291T patent/ATE309404T1/en not_active IP Right Cessation
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