WO2002044261A2 - Thickened silicone dissolving agent - Google Patents
Thickened silicone dissolving agent Download PDFInfo
- Publication number
- WO2002044261A2 WO2002044261A2 PCT/US2001/047658 US0147658W WO0244261A2 WO 2002044261 A2 WO2002044261 A2 WO 2002044261A2 US 0147658 W US0147658 W US 0147658W WO 0244261 A2 WO0244261 A2 WO 0244261A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- acid
- silicone
- solvent
- present
- Prior art date
Links
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 49
- 239000000203 mixture Substances 0.000 claims abstract description 71
- 239000002904 solvent Substances 0.000 claims abstract description 29
- 239000002253 acid Substances 0.000 claims abstract description 26
- 239000000758 substrate Substances 0.000 claims abstract description 18
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 13
- 239000002562 thickening agent Substances 0.000 claims abstract description 12
- 229920006268 silicone film Polymers 0.000 claims abstract description 7
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 6
- 239000011707 mineral Substances 0.000 claims abstract description 6
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000565 sealant Substances 0.000 claims abstract description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 21
- -1 sulfonic acid compound Chemical class 0.000 claims description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 238000009472 formulation Methods 0.000 claims description 12
- 239000011347 resin Substances 0.000 claims description 10
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 claims description 9
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 229920005862 polyol Polymers 0.000 claims description 6
- 150000001298 alcohols Chemical class 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- 239000003209 petroleum derivative Substances 0.000 claims description 5
- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- MLCHBQKMVKNBOV-UHFFFAOYSA-N phenylphosphinic acid Chemical compound OP(=O)C1=CC=CC=C1 MLCHBQKMVKNBOV-UHFFFAOYSA-N 0.000 claims description 4
- 150000003077 polyols Chemical class 0.000 claims description 4
- 150000001299 aldehydes Chemical class 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 239000000178 monomer Substances 0.000 claims description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
- 238000005299 abrasion Methods 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 239000000412 dendrimer Substances 0.000 claims description 2
- 229920000736 dendritic polymer Polymers 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 125000002524 organometallic group Chemical group 0.000 claims description 2
- 229920005989 resin Polymers 0.000 claims description 2
- 239000001993 wax Substances 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 238000010276 construction Methods 0.000 abstract description 3
- 229920002379 silicone rubber Polymers 0.000 description 17
- 229920002050 silicone resin Polymers 0.000 description 10
- 239000004945 silicone rubber Substances 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000011159 matrix material Substances 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 150000003009 phosphonic acids Chemical class 0.000 description 3
- 229920002631 room-temperature vulcanizate silicone Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 3
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 239000010053 Syn-ergel Substances 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- MKUWVMRNQOOSAT-UHFFFAOYSA-N but-3-en-2-ol Chemical compound CC(O)C=C MKUWVMRNQOOSAT-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 230000029087 digestion Effects 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 229910018828 PO3H2 Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- QILSFLSDHQAZET-UHFFFAOYSA-N diphenylmethanol Chemical compound C=1C=CC=CC=1C(O)C1=CC=CC=C1 QILSFLSDHQAZET-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 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
- 150000003949 imides Chemical class 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 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
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000000615 nonconductor Substances 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 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
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000010058 rubber compounding Methods 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/042—Acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/003—Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/34—Organic compounds containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/36—Organic compounds containing phosphorus
- C11D3/361—Phosphonates, phosphinates or phosphonites
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/43—Solvents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/02—Inorganic compounds
- C11D7/04—Water-soluble compounds
- C11D7/08—Acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5004—Organic solvents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/14—Hard surfaces
- C11D2111/16—Metals
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/14—Hard surfaces
- C11D2111/18—Glass; Plastics
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/14—Hard surfaces
- C11D2111/20—Industrial or commercial equipment, e.g. reactors, tubes or engines
Definitions
- the present invention relates to a silicone dissolving agent and, more particularly, to a silicone dissolving agent that is thickened to remain in contact with a target silicone film.
- Silicone rubbers are used extensively in electronic, construction, and automotive applications. Silicone rubbers have the attributes of solvent and high temperature resistance, and good adhesion properties to a variety of substrates. Silicone resins and rubbers upon curing are cross-linked polymers.
- silicone resins often find applications as electrical insulators, water repellant paints, and finishes due to exceptional resistance to weather, sunlight, oxidation and high energy radiation
- silicone rubbers such as RTV silicones, most often find applications as seals and gaskets exposed to temperature extremes and limited classes of olefinic solvents.
- Single component silicone rubber mixtures commonly used have good shelf lives and vulcanize at room temperature to yield elastomers.
- These mixtures generally include a polymeric, usually linear siloxane, a cross linker, a plasticizer such as methyl terminated polydimethyl siloxane and optional additives such as curing accelerators, pigments, processing aids and fillers.
- Silicone rubbers and resins are labor intensive to remove and replace.
- Chemical silicone removers have achieved considerable popularity over abrasive methods such as sandpaper abrasive disks, since abrasion modifies substrate dimensions and finish. Additionally, abrasive grit residue often enters fluid circulatory systems and engine components where the silicone served as a sealant or gasket.
- Chemical silicone removers have generally been strongly acidic or caustic solutions that are not only able to digest cured silicone rubbers and resins, but also attack metallic substrates such as aluminum and steel. Extreme pH silicone removers have a deleterious effect of pitting metallic substrates and damaging wood substrates as well. Solvent swelling using organic solvents such as alkanols, toluene, methylene chloride and the like are capable of swelling a cured silicone rubber or resin, yet still require mechanical abrading or scraping to remove the still cured silicone.
- Silicone removers have become available based upon organosulfonic acid solutions. While organosulfonic acid solutions are effective in digesting cured silicone rubbers and resins, the high volatility and inability to spread thick layers of such a solution onto a silicone rubber or resin have limited the utility of these solutions in automotive and construction applications. Attempts to formulate a viscous silicone rubber or resin remover by mixing a sulfonic acid compound with a polymeric glycol diether and inorganic particulate as exemplified by Japanese published application 2000061390A have met with limited success owing to incomplete silicone matrix dissolution. Thus, there exists a need for a thickened silicone remover that can be applied to various silicone coated surfaces and remain in contact with the silicone until digested, the thickened silicone remover functioning without degrading the underlying substrate.
- a silicone dissolving composition includes a sulfonic acid compound, a solvent miscible with the sulfonic acid compound, an organic or organometallic material thickener and sulfiiric acid.
- the solvent is selected to swell a silicone matrix.
- a silicone dissolving composition is also disclosed including alone or in combination sulfonic acid and phosphinic acid, a solvent miscible with the organo-acid, and a thickener present in a concentration sufficient to maintain the composition in dripless contact with a silicone coated substrate until the silicone is dissolved.
- the solvent chosen is not only miscible with the organo- acid but also is able to swell the silicone matrix.
- a silicone film is removed by applying a composition according to the present invention to a substrate coated with a silicone film and allowing sufficient time for the silicone film to be dissolved by the composition.
- the silicone rubber or resin dissolving agent of the present invention includes as an active ingredient from about 0.5 to 25 weight percent of an organo-acid compound, 25 to about 95 weight percent of a solvent miscible with the organo-acid compound and able to swell a cured silicone rubber or resin, a thickener present from about 2 to about 20 weight percent, and an amount of mineral acid present from about 0.025 to about 6% by weight total composition.
- a silicone dissolving agent according to the present invention operates in less than two hours, and more preferably within 2-10 minutes, to digest a silicone to a consistency capable of being wiped from a substrate.
- Organo-acids according to the present invention include sulfonic acids, phosphinic acids, and phosphonic acids.
- Silicone is defined herein to include polymeric silicone rubber or resin compositions which are cured or cross linked to form a polymeric matrix.
- a sulfonic acid compound according to the present invention has the general formula R ⁇ SO 3 H where Ri is an aromatic group, or a C ⁇ -C 24 alkyl or alkenyl or alkoxy group. Di- or tri- functional sulfonic acids are appreciated to be similarly operative herein.
- the aromatic group illustratively including phenyl, naphthyl, anthrocenyl, naphthylcenyl, penthacenyl, pyrenyl, phenantlironyl, heterocycles illustratively including pyrimidine, quinoline, isoquinoline, indole, imidazole, purine, furane, and thiophene.
- the aromatic substituent is phenyl.
- Substituted aromatics operative in the present invention include replacement of an aromatic substituent proton with a group including C 1 -C 20 aliphatics, alcohols, aldehydes, ketones, amines, imides and other heteroatom containing alkyl groups compatible with a hydrosulfonate.
- a substituted aromatic sulfonic acid is a mono or dialkyl substituted phenyl such as dodecyl benzene sulfonic acid.
- a C 1 -C 20 aliphatic substituent according to the present invention illustratively includes linear, branched, cyclic alkyls and alkenyls. It is appreciated that the choice of R substituent of a sulfonic acid according to the present invention is dictated by factors illustratively including solvent miscibility, silicone matrix interaction, storage stability, commercial availability, viscosity, and handling characteristics.
- a phosphinic or phosphonic acid having the formula R 2 PO 2 H 2 or R 2 PO 3 H 2 , respectively, is utilized in the present invention in place of, or in combination with, sulfonic acid.
- R is a radical of coterminus scope with Ri as detailed with respect to sulfonic acid.
- Phenylphosphinic acid and phenylphosphonic acids are preferred phosphorus containing acids that are operative herein at levels as low as one weight percent.
- a solvent miscible with a given organo-acid is chosen which is capable of swelling a cured or cross-linked silicone.
- Solvents according to the present invention include aliphatic and aromatic hydrocarbons that are liquid under normal storage and use conditions, illustratively including alkanes, aromatics, ketones, aldehydes, ethers, alcohols and esters.
- a solvent according to the present invention has a limited odor and an evaporation rate less than about half that of n-butyl acetate at 20° C. Owing to the gelled nature of the inventive compositions and rapid silicone dissolution, solvent volatility is of less concern than in prior art compositions.
- Solvents according to the present invention illustratively include petroleum distillate, hexanes, C ⁇ -C 8 alcohols and toluene.
- a thickener compatible with the silicone remover solvent is provided to promote adherence of a remover according to the present invention with a silicone coated substrate.
- Thickeners operative in the present invention illustratively include copolymers compatible in the remover solvent, dendrimers, emulsifiers, waxes, resins, inorganics and mixtures thereof.
- sulfuric acid typically present in commercial grades of sulfonic acid, and phosphinic and phosphonic acids, respectively, are active in the silicone dissolution process.
- Sulfuric acid is typically found in commercial grades of sulfonic acid in concentrations ranging from about 0.5 weight percent to about 2 weight percent. While this amount of sulfuric acid is often sufficient to facilitate silicone digestion within a matter of minutes, it is appreciated that sulfuric acid is optionally added beyond this level to modify silicone dissolving agent properties according to the present invention.
- sulfuric acid is added to less than a concentration at which visible substrate pitting or other forms of degradation occurs in metallic substrates such as aluminum and stainless steel.
- sulfuric acid is present at less than 3 total composition weight percent.
- phosphoric acid which is present in phosphinic and phosphonic acids is maintained at levels of less than 3 total composition weight percent.
- An alcohol is optionally added to a composition of the present invention to enhance shelf life.
- Addition of an alcohol in an amount ranging from 0.1 to 5% of the total weight of the formulation tends to maintain inventive formulation properties over time.
- the alcohol is present from 0.1 to 2 total weight percent.
- An alcohol operative herein is defined to include Ci-Ci ⁇ linear, branched, cyclic alkyl and alkenyl mono-alcohols, C ⁇ -C ⁇ 6 linear, branched cyclic alkyl and alkenyl polyols and polymeric polyols having a C ⁇ -C ⁇ 6 monomer and a polymeric molecular weight of between 500 and 500,000
- Suitable alcohols operative herein illustratively include: methyl, ethyl, isopropyl, n-propyl, isobutyl, n-butanyl, t-butanyl, pentyl, hexyl, octyl, decyl, dodecyl, myristyl, cetyl-, isopentyl, t-pentyl, cyclopentyl, cyclohexyl, allyl, crotyl, methylvinyl carbinol, benzyl, phenyl ethyl, benzhydrol, cimiamyl; glycols such as alkylene diols illustratively including ethylene glycol, propylene glycol and polymers thereof; glymes, diglymes, triglymes and tetraglymes.
- the inventive alcohol stabilizing component is a single monoalcohol or combination of monoalcohols having a weight averaged molecular weight of less than 100 Daltons, methanol, ethanol, isopropanol, n- propanol, isobutanol, n-butanol, 2-butanol and combinations thereof.
- ethanol, isopropanol and/or methanol is added to a formulation of the present invention in an amount ranging from 0.2% to 2% of the total weight of the composition.
- dyes, fillers, wetting agents, defoamers, fragrances and other additives are included in the formulations of the present invention.
- Gelled Conosol C-145 (Penreco, Karns City, PA).
- Gelled Conosol C-145 also known as Synergel SA2000 is a thickened aliphatic solvent including approximately 90% hydrotreated light distillate (CAS No. 64742-47-8), about 10% of an aliphatic-aromatic block copolymer thickener and about ⁇ 0.1% butylated hydroxy toluene.
- the resulting formulation after application readily removed a 4 mil thick blue RTV silicone film from an aluminum substrate within 3 minutes. After storage of the composition for 4 weeks at 50°C, comparable silicone digestion was noted within 3 minutes contact time. Examples 2-10
- the dodecyl benzene sulfonic acid utilized in Examples 1-10 is a technical grade material containing ⁇ 2% weight as sulfuric acid.
- Example 1 The composition of Example 1 was reformulated to include 2.6 grams of technical grade p-toluene sulfonic acid in place of DDBSA, 55 grams of toluene and 55 grams of isopropanol as co-solvents in place of petroleum distillate. The resulting composition completely dissolved a 2 mil blue RTN gasket from a stainless steel panel in under 5 minutes without visible damage to the panel. Examples 12 and 13 The composition of Example 12 was reformulated with 2.6 grams of technical grade phenylphosphinic acid (Example 12) and 2.6 grams of technical grade phenylphosphonic acid (Example 13) with similar successful silicone gasket removal.
- Example 14 The composition of Example 14
- compositions utilizing polymeric glycol ethers and sulfonic acid as a dissolving agent for cured silicone rubber was evaluated.
- Dowanol EB glycol ether (Dow Chemical Company, Midland, MI) was utilized as a polymeric glycol ether source.
- Comparative Examples 1 and 2 are compared with a formulation corresponding to that of Example 1 are shown in Table 3 along performance results for these various formulations.
- Example 4 The formulation of Example 4 was reproduced with the substitution of para-toluene sulfonic acid for dodecyl benzene sulfonic acid with comparable results being obtained. Examples 16-23
- compositions utilizing an alcohol were evaluated for effects on changes in color and rheology over time.
- Ethanol, isopropanol or methanol is added in varying amounts in examples 16-23 and compared to a base formulation without an alcohol as shown in Table 4.
- Patents and patent applications referenced herein are intended to be incorporated by reference to the full extent as if each individual patent or patent application was individually and specifically incorporated herein by reference.
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Abstract
A silicone dissolving composition includes an organo-acid compound such as sulfonic acid or phosphinic acid, a solvent miscible with the organo-acid and able to swell a silicone, a thickener and a small amount of mineral acid. Silicone films dissolve to a liquefied mass capable of being wiped from a substrate in a matter of minutes. The removal of automotive, electrical, and construction sealants and gaskets is simplified with the use of such a silicone dissolving composition.
Description
THICKENED SILICONE DISSOLVING AGENT Field of the Invention
The present invention relates to a silicone dissolving agent and, more particularly, to a silicone dissolving agent that is thickened to remain in contact with a target silicone film.
Background of the Invention
Silicone rubbers are used extensively in electronic, construction, and automotive applications. Silicone rubbers have the attributes of solvent and high temperature resistance, and good adhesion properties to a variety of substrates. Silicone resins and rubbers upon curing are cross-linked polymers.
Whereas silicone resins often find applications as electrical insulators, water repellant paints, and finishes due to exceptional resistance to weather, sunlight, oxidation and high energy radiation; silicone rubbers, such as RTV silicones, most often find applications as seals and gaskets exposed to temperature extremes and limited classes of olefinic solvents.
Single component silicone rubber mixtures commonly used have good shelf lives and vulcanize at room temperature to yield elastomers. These mixtures generally include a polymeric, usually linear siloxane, a cross linker, a plasticizer such as methyl terminated polydimethyl siloxane and optional additives such as curing accelerators, pigments, processing aids and fillers.
Silicone rubbers and resins are labor intensive to remove and replace. Chemical silicone removers have achieved considerable popularity over abrasive methods such as sandpaper abrasive disks, since abrasion modifies
substrate dimensions and finish. Additionally, abrasive grit residue often enters fluid circulatory systems and engine components where the silicone served as a sealant or gasket. Chemical silicone removers have generally been strongly acidic or caustic solutions that are not only able to digest cured silicone rubbers and resins, but also attack metallic substrates such as aluminum and steel. Extreme pH silicone removers have a deleterious effect of pitting metallic substrates and damaging wood substrates as well. Solvent swelling using organic solvents such as alkanols, toluene, methylene chloride and the like are capable of swelling a cured silicone rubber or resin, yet still require mechanical abrading or scraping to remove the still cured silicone.
Further, environmental concerns and the difficulty of maintaining volatile organic compounds in contact with silicone rubber have limited the utility of this method as well.
Silicone removers have become available based upon organosulfonic acid solutions. While organosulfonic acid solutions are effective in digesting cured silicone rubbers and resins, the high volatility and inability to spread thick layers of such a solution onto a silicone rubber or resin have limited the utility of these solutions in automotive and construction applications. Attempts to formulate a viscous silicone rubber or resin remover by mixing a sulfonic acid compound with a polymeric glycol diether and inorganic particulate as exemplified by Japanese published application 2000061390A have met with limited success owing to incomplete silicone matrix dissolution. Thus, there exists a need for a thickened silicone remover that can be applied to various
silicone coated surfaces and remain in contact with the silicone until digested, the thickened silicone remover functioning without degrading the underlying substrate.
Summary of the Invention A silicone dissolving composition includes a sulfonic acid compound, a solvent miscible with the sulfonic acid compound, an organic or organometallic material thickener and sulfiiric acid. The solvent is selected to swell a silicone matrix. A silicone dissolving composition is also disclosed including alone or in combination sulfonic acid and phosphinic acid, a solvent miscible with the organo-acid, and a thickener present in a concentration sufficient to maintain the composition in dripless contact with a silicone coated substrate until the silicone is dissolved. The solvent chosen is not only miscible with the organo- acid but also is able to swell the silicone matrix. A silicone film is removed by applying a composition according to the present invention to a substrate coated with a silicone film and allowing sufficient time for the silicone film to be dissolved by the composition.
Detailed Description of the Preferred Embodiments The silicone rubber or resin dissolving agent of the present invention includes as an active ingredient from about 0.5 to 25 weight percent of an organo-acid compound, 25 to about 95 weight percent of a solvent miscible with the organo-acid compound and able to swell a cured silicone rubber or resin, a thickener present from about 2 to about 20 weight percent, and an amount of mineral acid present from about 0.025 to about 6% by weight total
composition. Preferably, a silicone dissolving agent according to the present invention operates in less than two hours, and more preferably within 2-10 minutes, to digest a silicone to a consistency capable of being wiped from a substrate. Organo-acids according to the present invention include sulfonic acids, phosphinic acids, and phosphonic acids.
"Silicone" is defined herein to include polymeric silicone rubber or resin compositions which are cured or cross linked to form a polymeric matrix. A sulfonic acid compound according to the present invention has the general formula RιSO3H where Ri is an aromatic group, or a Cι-C24 alkyl or alkenyl or alkoxy group. Di- or tri- functional sulfonic acids are appreciated to be similarly operative herein. The aromatic group illustratively including phenyl, naphthyl, anthrocenyl, naphthylcenyl, penthacenyl, pyrenyl, phenantlironyl, heterocycles illustratively including pyrimidine, quinoline, isoquinoline, indole, imidazole, purine, furane, and thiophene. Preferably, the aromatic substituent is phenyl. Substituted aromatics operative in the present invention include replacement of an aromatic substituent proton with a group including C1-C20 aliphatics, alcohols, aldehydes, ketones, amines, imides and other heteroatom containing alkyl groups compatible with a hydrosulfonate. Preferably, a substituted aromatic sulfonic acid is a mono or dialkyl substituted phenyl such as dodecyl benzene sulfonic acid. A C1-C20 aliphatic substituent according to the present invention illustratively includes linear, branched, cyclic alkyls and alkenyls. It is appreciated that the choice of R substituent of a sulfonic acid according to the present invention is dictated by factors
illustratively including solvent miscibility, silicone matrix interaction, storage stability, commercial availability, viscosity, and handling characteristics.
Optionally, a phosphinic or phosphonic acid having the formula R2PO2H2 or R2PO3H2, respectively, is utilized in the present invention in place of, or in combination with, sulfonic acid. R is a radical of coterminus scope with Ri as detailed with respect to sulfonic acid. Phenylphosphinic acid and phenylphosphonic acids are preferred phosphorus containing acids that are operative herein at levels as low as one weight percent.
A solvent miscible with a given organo-acid is chosen which is capable of swelling a cured or cross-linked silicone. Solvents according to the present invention include aliphatic and aromatic hydrocarbons that are liquid under normal storage and use conditions, illustratively including alkanes, aromatics, ketones, aldehydes, ethers, alcohols and esters. Preferably, a solvent according to the present invention has a limited odor and an evaporation rate less than about half that of n-butyl acetate at 20° C. Owing to the gelled nature of the inventive compositions and rapid silicone dissolution, solvent volatility is of less concern than in prior art compositions. Solvents according to the present invention illustratively include petroleum distillate, hexanes, Cι-C8 alcohols and toluene. A thickener compatible with the silicone remover solvent is provided to promote adherence of a remover according to the present invention with a silicone coated substrate. Thickeners operative in the present invention
illustratively include copolymers compatible in the remover solvent, dendrimers, emulsifiers, waxes, resins, inorganics and mixtures thereof.
In addition to the organo-acid utilized herein to dissolve a silicone, it is recognized that trace quantities of sulfuric acid or phosphoric acid typically present in commercial grades of sulfonic acid, and phosphinic and phosphonic acids, respectively, are active in the silicone dissolution process. Sulfuric acid is typically found in commercial grades of sulfonic acid in concentrations ranging from about 0.5 weight percent to about 2 weight percent. While this amount of sulfuric acid is often sufficient to facilitate silicone digestion within a matter of minutes, it is appreciated that sulfuric acid is optionally added beyond this level to modify silicone dissolving agent properties according to the present invention. Preferably, sulfuric acid is added to less than a concentration at which visible substrate pitting or other forms of degradation occurs in metallic substrates such as aluminum and stainless steel. Preferably, sulfuric acid is present at less than 3 total composition weight percent.
Similarly, phosphoric acid which is present in phosphinic and phosphonic acids is maintained at levels of less than 3 total composition weight percent.
An alcohol is optionally added to a composition of the present invention to enhance shelf life. A formulation containing 57 weight percent of Synergel SA2000, 9 weight percent DDBSA and 34 weight percent odorless mineral spirits typically becomes gelatinous and turns a dark reddish color after 8 weeks at 50°C. Addition of an alcohol in an amount ranging from 0.1 to 5% of the total weight of the formulation tends to maintain inventive formulation
properties over time. Preferably, the alcohol is present from 0.1 to 2 total weight percent. An alcohol operative herein is defined to include Ci-Ciβ linear, branched, cyclic alkyl and alkenyl mono-alcohols, Cι-Cι6 linear, branched cyclic alkyl and alkenyl polyols and polymeric polyols having a Cι-Cι6 monomer and a polymeric molecular weight of between 500 and 500,000
Daltons. Suitable alcohols operative herein illustratively include: methyl, ethyl, isopropyl, n-propyl, isobutyl, n-butanyl, t-butanyl, pentyl, hexyl, octyl, decyl, dodecyl, myristyl, cetyl-, isopentyl, t-pentyl, cyclopentyl, cyclohexyl, allyl, crotyl, methylvinyl carbinol, benzyl, phenyl ethyl, benzhydrol, cimiamyl; glycols such as alkylene diols illustratively including ethylene glycol, propylene glycol and polymers thereof; glymes, diglymes, triglymes and tetraglymes. Preferably, the inventive alcohol stabilizing component is a single monoalcohol or combination of monoalcohols having a weight averaged molecular weight of less than 100 Daltons, methanol, ethanol, isopropanol, n- propanol, isobutanol, n-butanol, 2-butanol and combinations thereof. In a more preferred embodiment, ethanol, isopropanol and/or methanol is added to a formulation of the present invention in an amount ranging from 0.2% to 2% of the total weight of the composition.
Optionally, dyes, fillers, wetting agents, defoamers, fragrances and other additives are included in the formulations of the present invention.
The present invention is further detailed with reference to the following illustrative examples. These examples are intended to illustrate various aspects
of the present invention and are not intended to limit the scope of the appended claims.
Example 1
A sealable mixing chamber was charged with 150 grams of gelled Conosol C-145 (Penreco, Karns City, PA). Gelled Conosol C-145 (also known as Synergel SA2000) is a thickened aliphatic solvent including approximately 90% hydrotreated light distillate (CAS No. 64742-47-8), about 10% of an aliphatic-aromatic block copolymer thickener and about <0.1% butylated hydroxy toluene. 24 grams of technical grade dodecyl benzene sulfonic acid (DDBSA) of which about 1 gram is sulfuric acid is added to the mixing vessel in conjunction with 90 grams of petroleum distillate (CAS No. 64742-48-9). After mechanical mixing for 30 minutes, a uniform mixture was obtained. The resulting formulation after application readily removed a 4 mil thick blue RTV silicone film from an aluminum substrate within 3 minutes. After storage of the composition for 4 weeks at 50°C, comparable silicone digestion was noted within 3 minutes contact time. Examples 2-10
The following total weight percentages were prepared and tested as to removal of 4 mil thick silicone from aluminum substrates. The compositions all wetted a wiping cloth blue after a 3 minute composition contact time with the blue RTV silicone gasket.
Table 1
The dodecyl benzene sulfonic acid utilized in Examples 1-10 is a technical grade material containing <2% weight as sulfuric acid.
A range of formulations for the ingredients of Examples 1-10 yielding operative thickened silicone rubber formulations are summarized below in Table 2:
Table 2
Example 11
The composition of Example 1 was reformulated to include 2.6 grams of technical grade p-toluene sulfonic acid in place of DDBSA, 55 grams of toluene and 55 grams of isopropanol as co-solvents in place of petroleum distillate. The resulting composition completely dissolved a 2 mil blue RTN gasket from a stainless steel panel in under 5 minutes without visible damage to the panel. Examples 12 and 13 The composition of Example 12 was reformulated with 2.6 grams of technical grade phenylphosphinic acid (Example 12) and 2.6 grams of technical grade phenylphosphonic acid (Example 13) with similar successful silicone gasket removal.
Example 14
As a comparative example, compositions utilizing polymeric glycol ethers and sulfonic acid as a dissolving agent for cured silicone rubber was evaluated. Dowanol EB glycol ether (Dow Chemical Company, Midland, MI) was utilized as a polymeric glycol ether source. Comparative Examples 1 and 2 are compared with a formulation corresponding to that of Example 1 are shown in Table 3 along performance results for these various formulations.
Table 3
*Dodecyl benzene sulfonic acid Example 15
The formulation of Example 4 was reproduced with the substitution of para-toluene sulfonic acid for dodecyl benzene sulfonic acid with comparable results being obtained.
Examples 16-23
Compositions utilizing an alcohol were evaluated for effects on changes in color and rheology over time. Ethanol, isopropanol or methanol is added in varying amounts in examples 16-23 and compared to a base formulation without an alcohol as shown in Table 4.
Table 4
Patents and patent applications referenced herein are intended to be incorporated by reference to the full extent as if each individual patent or patent application was individually and specifically incorporated herein by reference.
It is to be understood that the preceding example are illustrative of the present invention. One skilled in the art will readily appreciate various modifications of the present invention without departing from the spirit thereof. These modifications are intended to fall within the scope of the appended claims.
Claims
Claims 1. A composition comprising: a sulfonic acid compound; a solvent miscible with said sulfonic acid compound, said solvent able to swell a silicone; and a thickener selected from the group consisting of: an organic and an organometallic material.
2. The composition of claim 1 further comprising sulfuric acid.
3. The composition of claim 1 wherein said sulfonic acid compound is an aromatic sulfonic acid.
4. The composition of claim 1 wherein said solvent is selected from the group consisting of aliphatics and aromatics.
5. The composition of claim 1 wherein said solvent is a petroleum distillate.
6. The composition of claim 1 wherein said sulfonic acid is present from 1 to 25 total weight percent.
7. The composition of claim 2 wherein sulfuric acid is present from 0.025 to 6 total weight percent.
8. The composition of claim 1 wherein said thickener is selected from a group consisting of: copolymer, dendrimer, emulsifier, wax, resin, inorganic and mixtures thereof.
9. The composition of claim 1 wherein said thickener is a copolymer miscible with said solvent.
10. The composition of claim 9 wherein said copolymer is present from 5 to 20 total weight percent.
11. The composition of claim 1 further comprising an alcohol.
12. The composition of claim 11 wherein the alcohol is selected from the group consisting of: Cj-Cι6 linear, branched, cyclic alkyl and alkenyl mono-alcohols, Cι-Cι6 linear, branched, cyclic alkyl and alkenyl polyols, and polymeric polyols having a -Ciβ monomer and a polymeric molecular weight of between 500 and 500,000 Daltons.
13. The composition of claim 11 wherein the alcohol is present in an amount ranging from 0.1 to 5 total weight percent.
14. A composition comprising: at least one organo-acid selected from the group consisting of sulfonic acid, phosphinic and phosphonic acid; a solvent miscible with said organo-acid and said mineral acid, said solvent able to swell a silicone; and a thickener present in a concentration sufficient to maintain said composition in dripless contact with a silicone coated substrate until the silicone is dissolved.
15. The composition of claim 14 further comprising at least one mineral acid selected from the group consisting of sulfuric acid and phosphoric
acid.
16. The composition of claim 14 wherein said organo-acid is present from about 0.5 to 15 total weight percent.
17. The composition of claim 15 wherein said mineral acid is present from about 0.025 to 3 total weight percent.
18. The composition of claim 14 wherein the organo-acid is an aromatic sulfonic acid.
19. The composition of claim 14 wherein the organo-acid is dodecyl benzene sulfonic acid.
20. The composition of claim 14 wherein the thickener is a copolymer miscible with said solvent.
21. The composition of claim 14 wherein the organic acid is an organophosphorus acid.
22. The composition of claim 14 wherein the organophosphorus acid is selected from the group consisting of phenylphosphinic acid and phenylphosphonic acid.
23. The composition of claim 14 wherein said solvent is a mixture of at least two solvents selected from the group consisting of: petroleum distillates, alkanes, aromatics, ketones, aldehydes, ketones, ethers, alcohols and esters.
24. The composition of claim 14 further comprising an alcohol.
25. The composition of claim 24 wherein the alcohol is selected from the group consisting of: methanol, Ci-Ciβ linear, branched, cyclic alkyl and alkenyl mono-alcohols, Cι-Cι6 linear, branched, cyclic alkyl and alkenyl polyols, and polymeric polyols having a Ci-Ciβ monomer and a polymeric molecular weight of between 500 and 500,000 Daltons, and a combination thereof.
26. The composition of claim 24 wherein the alcohol is present in an amount ranging from 0.1 to 5 total weight percent.
27. A process for removing a silicone comprising the steps of: applying a composition according to claim 1 to a substrate coated with a silicone film; allowing sufficient time for the silicone film to be dissolved by said composition.
28. The process of claim 21 wherein said cured silicone is digested in from about 2 minutes to 10 minutes.
29. The process of claim 21 further comprising removing the digested silicone from said substrate independent of mechanical abrasion.
30. The process of claim 22 wherein the silicone forms an automotive gasket or sealant.
31. A commercial package comprising a composition according to claim 1 as an active formulation together with instructions for the use thereof as a silicone remover.
32. A dissolved silicone obtained by the process as claimed in claim 21.
33. A composition according to claim 1 substantially as described herein in any of the examples.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU3957702A AU3957702A (en) | 2000-11-13 | 2001-11-13 | Thickened silicone dissolving agent |
| EP01987350A EP1341894B1 (en) | 2000-11-13 | 2001-11-13 | Thickened silicone dissolving agent |
| DE60139415T DE60139415D1 (en) | 2000-11-13 | 2001-11-13 | DILUTED SILICONE SOLVENT |
| AT01987350T ATE437938T1 (en) | 2000-11-13 | 2001-11-13 | THICKENED SILICONE SOLVENT |
| BR0115951-8A BR0115951A (en) | 2000-11-13 | 2001-11-13 | Thickened Silicone Dissolving Agent, Process for Removing a Silicone, and Commercial Packaging |
| AU2002239577A AU2002239577B8 (en) | 2000-11-13 | 2001-11-13 | Thickened silicone dissolving agent |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/711,788 US6544939B1 (en) | 2000-11-13 | 2000-11-13 | Thickened silicone dissolving agent |
| US09/711,788 | 2000-11-13 |
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| CN108034506A (en) * | 2017-12-30 | 2018-05-15 | 广州市白云化工实业有限公司 | Seal gluing cleaning agent and preparation method thereof |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006083411A2 (en) * | 2004-12-17 | 2006-08-10 | David Glassel | Methods and compositions of matter for treatment of cellulose |
| DE102006040122B3 (en) * | 2006-08-26 | 2007-10-31 | Degussa Gmbh | De-icing- or antifreezing agent, useful to remove frozen precipitations such as ice and snows from surfaces, comprises glycol, dentritic polymer, thickening agent and water |
| US7802359B2 (en) * | 2007-12-27 | 2010-09-28 | Freescale Semiconductor, Inc. | Electronic assembly manufacturing method |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4399243A (en) * | 1980-12-12 | 1983-08-16 | Richardson Graphics Company | Cleaner and scratch remover composition |
| US4666615A (en) * | 1984-08-23 | 1987-05-19 | Henkel Kommanditgesellschaft Auf Aktien | Aqueous liquid cleaner containing an anionic surfactant and an ethoxylated aliphatic vicinal hydroxyamine |
| US5015410A (en) * | 1990-02-20 | 1991-05-14 | Arco Chemical Technology, Inc. | Paint stripper compositions containing N-methyl-2-pyrrolidone, aliphatic hydrocarbons, and aromatic hydrocarbons |
| US5776876A (en) * | 1996-07-18 | 1998-07-07 | Bio-Lab, Inc. | Aqueous acidic filter cleaning composition for removing organic biguanide deposits |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5098591A (en) * | 1989-06-30 | 1992-03-24 | Stevens Sciences Corp. | Paint stripper and varnish remover compositions containing organoclay rheological additives, methods for making these compositions and methods for removing paint and other polymeric coatings from flexible and inflexible surfaces |
| US5011621A (en) * | 1990-06-04 | 1991-04-30 | Arco Chemical Technology, Inc. | Paint stripper compositions containing N-methyl-2-pyrrolidone and renewable resources |
| US5360489B1 (en) * | 1992-09-25 | 1997-07-15 | Minnesota Mining & Mfg | Method of removing caulk |
| US5419848A (en) * | 1993-07-02 | 1995-05-30 | Buckeye International, Inc. | Aqueous degreaser emulsion compositions |
| JPH07333833A (en) | 1994-06-02 | 1995-12-22 | Fuji Photo Film Co Ltd | Waterless photosensitive planographic printing plate and plate making method |
| DE69605418T2 (en) | 1995-06-15 | 2000-07-20 | Raychem Ltd., Swindon | GELS MADE FROM TRIBLOCK COPOLYMERS |
| US5747624A (en) | 1995-11-13 | 1998-05-05 | General Electric Company | Process for removing silicone coatings and sealants and composition therefore |
| US6433068B1 (en) | 1997-03-07 | 2002-08-13 | David S. Morrison | Hydrocarbon gels as suspending and dispersing agents and products |
| US5990053A (en) | 1997-06-30 | 1999-11-23 | Nalco/Exxon Energy Chemicals, L.P. | Gelling agent for hydrocarbon liquid and method of use |
| US5962388A (en) * | 1997-11-26 | 1999-10-05 | The Procter & Gamble Company | Acidic aqueous cleaning compositions |
| JP2000061390A (en) | 1998-08-22 | 2000-02-29 | Nippon Building Giken Kk | Dissolving agent for silicone sealant and method for removing it |
| US6339054B1 (en) * | 1999-04-20 | 2002-01-15 | Ecolab, Inc. | Composition and method for road-film removal |
-
2000
- 2000-11-13 US US09/711,788 patent/US6544939B1/en not_active Expired - Lifetime
-
2001
- 2001-11-13 WO PCT/US2001/047658 patent/WO2002044261A2/en active IP Right Grant
- 2001-11-13 AT AT01987350T patent/ATE437938T1/en not_active IP Right Cessation
- 2001-11-13 AU AU3957702A patent/AU3957702A/en active Pending
- 2001-11-13 AU AU2002239577A patent/AU2002239577B8/en not_active Ceased
- 2001-11-13 DE DE60139415T patent/DE60139415D1/en not_active Expired - Fee Related
- 2001-11-13 EP EP01987350A patent/EP1341894B1/en not_active Expired - Lifetime
- 2001-11-13 BR BR0115951-8A patent/BR0115951A/en not_active Application Discontinuation
-
2002
- 2002-06-06 US US10/164,158 patent/US6793741B2/en not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4399243A (en) * | 1980-12-12 | 1983-08-16 | Richardson Graphics Company | Cleaner and scratch remover composition |
| US4666615A (en) * | 1984-08-23 | 1987-05-19 | Henkel Kommanditgesellschaft Auf Aktien | Aqueous liquid cleaner containing an anionic surfactant and an ethoxylated aliphatic vicinal hydroxyamine |
| US5015410A (en) * | 1990-02-20 | 1991-05-14 | Arco Chemical Technology, Inc. | Paint stripper compositions containing N-methyl-2-pyrrolidone, aliphatic hydrocarbons, and aromatic hydrocarbons |
| US5776876A (en) * | 1996-07-18 | 1998-07-07 | Bio-Lab, Inc. | Aqueous acidic filter cleaning composition for removing organic biguanide deposits |
Non-Patent Citations (1)
| Title |
|---|
| See also references of EP1341894A2 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108034506A (en) * | 2017-12-30 | 2018-05-15 | 广州市白云化工实业有限公司 | Seal gluing cleaning agent and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| US6793741B2 (en) | 2004-09-21 |
| US6544939B1 (en) | 2003-04-08 |
| EP1341894A2 (en) | 2003-09-10 |
| US20030036491A1 (en) | 2003-02-20 |
| BR0115951A (en) | 2003-09-30 |
| DE60139415D1 (en) | 2009-09-10 |
| AU3957702A (en) | 2002-06-11 |
| EP1341894A4 (en) | 2004-10-13 |
| EP1341894B1 (en) | 2009-07-29 |
| AU2002239577B2 (en) | 2005-12-15 |
| ATE437938T1 (en) | 2009-08-15 |
| WO2002044261A3 (en) | 2002-11-07 |
| AU2002239577B8 (en) | 2006-04-06 |
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