GB1351881A - Reaction product of o-o flexibilized phenolic resin with a poly isocyanate - Google Patents
Reaction product of o-o flexibilized phenolic resin with a poly isocyanateInfo
- Publication number
- GB1351881A GB1351881A GB376172A GB376172A GB1351881A GB 1351881 A GB1351881 A GB 1351881A GB 376172 A GB376172 A GB 376172A GB 376172 A GB376172 A GB 376172A GB 1351881 A GB1351881 A GB 1351881A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction product
- reactant
- groups
- phenol
- excess
- 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.)
- Expired
Links
- 229920001228 polyisocyanate Polymers 0.000 title abstract 7
- 239000005056 polyisocyanate Substances 0.000 title abstract 7
- 239000007795 chemical reaction product Substances 0.000 title abstract 5
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 title 1
- 239000005011 phenolic resin Substances 0.000 title 1
- 229920001568 phenolic resin Polymers 0.000 title 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 6
- 229920005862 polyol Polymers 0.000 abstract 5
- 150000003077 polyols Chemical class 0.000 abstract 5
- 239000000376 reactant Substances 0.000 abstract 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 229920000728 polyester Polymers 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- -1 amine compound Chemical class 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 150000002118 epoxides Chemical class 0.000 abstract 2
- 125000000524 functional group Chemical group 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 229920001610 polycaprolactone Polymers 0.000 abstract 2
- 239000004632 polycaprolactone Substances 0.000 abstract 2
- 150000005846 sugar alcohols Polymers 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- HHMCJNWZCJJYPE-UHFFFAOYSA-L 7,7-dimethyloctanoate;lead(2+) Chemical compound [Pb+2].CC(C)(C)CCCCCC([O-])=O.CC(C)(C)CCCCCC([O-])=O HHMCJNWZCJJYPE-UHFFFAOYSA-L 0.000 abstract 1
- 241000251468 Actinopterygii Species 0.000 abstract 1
- 229920000877 Melamine resin Polymers 0.000 abstract 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- 235000010678 Paulownia tomentosa Nutrition 0.000 abstract 1
- 240000002834 Paulownia tomentosa Species 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 229920000180 alkyd Polymers 0.000 abstract 1
- 229920003180 amino resin Polymers 0.000 abstract 1
- FYXKZNLBZKRYSS-UHFFFAOYSA-N benzene-1,2-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC=C1C(Cl)=O FYXKZNLBZKRYSS-UHFFFAOYSA-N 0.000 abstract 1
- 150000008107 benzenesulfonic acids Chemical class 0.000 abstract 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 229960002887 deanol Drugs 0.000 abstract 1
- 239000012972 dimethylethanolamine Substances 0.000 abstract 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 abstract 1
- VGEWEGHHYWGXGG-UHFFFAOYSA-N ethyl n-hydroxycarbamate Chemical class CCOC(=O)NO VGEWEGHHYWGXGG-UHFFFAOYSA-N 0.000 abstract 1
- 150000002191 fatty alcohols Chemical class 0.000 abstract 1
- 150000002193 fatty amides Chemical class 0.000 abstract 1
- 150000002194 fatty esters Chemical class 0.000 abstract 1
- 150000002196 fatty nitriles Chemical class 0.000 abstract 1
- 235000019688 fish Nutrition 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 abstract 1
- 239000000944 linseed oil Substances 0.000 abstract 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- 150000002763 monocarboxylic acids Chemical class 0.000 abstract 1
- DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical compound CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 abstract 1
- GNVRJGIVDSQCOP-UHFFFAOYSA-N n-ethyl-n-methylethanamine Chemical compound CCN(C)CC GNVRJGIVDSQCOP-UHFFFAOYSA-N 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 229920001281 polyalkylene Polymers 0.000 abstract 1
- 229920001515 polyalkylene glycol Polymers 0.000 abstract 1
- 239000004848 polyfunctional curative Substances 0.000 abstract 1
- 150000007519 polyprotic acids Polymers 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 229920001187 thermosetting polymer Polymers 0.000 abstract 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/54—Polycondensates of aldehydes
- C08G18/542—Polycondensates of aldehydes with phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/089—Reaction retarding agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4027—Mixtures of compounds of group C08G18/54 with other macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/10—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with phenol
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with monohydric phenols having only one hydrocarbon substituent ortho on para to the OH group, e.g. p-tert.-butyl phenol
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/14—Polyurethanes having carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10992771A | 1971-01-26 | 1971-01-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1351881A true GB1351881A (en) | 1974-05-01 |
Family
ID=22330321
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB376172A Expired GB1351881A (en) | 1971-01-26 | 1972-01-26 | Reaction product of o-o flexibilized phenolic resin with a poly isocyanate |
Country Status (4)
| Country | Link |
|---|---|
| FR (1) | FR2123445B1 (enExample) |
| GB (1) | GB1351881A (enExample) |
| IT (1) | IT946758B (enExample) |
| NL (1) | NL7201013A (enExample) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4343924A (en) | 1981-09-14 | 1982-08-10 | Ashland Oil, Inc. | Stabilized phenolic resins for use in vapor permeation curing |
| US4343839A (en) | 1980-12-15 | 1982-08-10 | Ashland Oil, Inc. | Vapor permeation curable polyester resin coating compositions for flexible substrates |
| US4365039A (en) | 1980-12-15 | 1982-12-21 | Ashland Oil, Inc. | Vapor permeation curable polyester resin coating compositions for flexible substrates |
| US4366193A (en) | 1981-04-10 | 1982-12-28 | Ashland Oil, Inc. | Catechol-based vapor permeation curable coating compositions |
| US4368222A (en) | 1981-06-05 | 1983-01-11 | Ashland Oil, Inc. | Vapor permeation curable coatings for surface-porous substrates |
| US4374167A (en) | 1980-12-15 | 1983-02-15 | Ashland Oil, Inc. | Vapor permeation curable polyester resin coating compositions for flexible substrates |
| US4374181A (en) | 1981-09-14 | 1983-02-15 | Ashland Oil, Inc. | Vapor permeation curable coatings for reaction injection molded parts |
| US4396647A (en) | 1982-02-22 | 1983-08-02 | Ashland Oil, Inc. | Vapor permeation curable coating compositions containing 2,3',4-trihydroxydiphenyl |
| US4634644A (en) * | 1983-12-20 | 1987-01-06 | Ciba-Geigy Corporation | Process for the production images using sequentially gaseous polymerizing agents and photocuring |
| US4680346A (en) * | 1985-12-13 | 1987-07-14 | Ppg Industries, Inc. | Flexible primer composition and method of providing a substrate with a flexible multilayer coating |
| US4803245A (en) * | 1987-03-17 | 1989-02-07 | Ashland Oil, Inc. | Flexibilized phenol/mercapto resins and their synthesis |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3237000A1 (de) * | 1982-10-06 | 1984-04-12 | Hüttenes-Albertus Chemische Werke GmbH, 4000 Düsseldorf | Unter polyurethanbildung kalthaertendes formstoff-bindemittel, dessen herstellung und dessen verwendung |
| US4540724A (en) * | 1984-01-30 | 1985-09-10 | Ashland Oil Inc. | Phenolic resin-polyisocyanate binder systems containing a phosphorus halide and use thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1345262A (fr) * | 1961-12-08 | 1963-12-06 | Hooker Chemical Corp | Compositions de polyuréthane contenant des dérivés de résines phénol-aldéhyde |
-
1972
- 1972-01-20 IT IT1961072A patent/IT946758B/it active
- 1972-01-25 NL NL7201013A patent/NL7201013A/xx unknown
- 1972-01-26 FR FR7202604A patent/FR2123445B1/fr not_active Expired
- 1972-01-26 GB GB376172A patent/GB1351881A/en not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4343839A (en) | 1980-12-15 | 1982-08-10 | Ashland Oil, Inc. | Vapor permeation curable polyester resin coating compositions for flexible substrates |
| US4365039A (en) | 1980-12-15 | 1982-12-21 | Ashland Oil, Inc. | Vapor permeation curable polyester resin coating compositions for flexible substrates |
| US4374167A (en) | 1980-12-15 | 1983-02-15 | Ashland Oil, Inc. | Vapor permeation curable polyester resin coating compositions for flexible substrates |
| US4366193A (en) | 1981-04-10 | 1982-12-28 | Ashland Oil, Inc. | Catechol-based vapor permeation curable coating compositions |
| US4368222A (en) | 1981-06-05 | 1983-01-11 | Ashland Oil, Inc. | Vapor permeation curable coatings for surface-porous substrates |
| US4343924A (en) | 1981-09-14 | 1982-08-10 | Ashland Oil, Inc. | Stabilized phenolic resins for use in vapor permeation curing |
| US4374181A (en) | 1981-09-14 | 1983-02-15 | Ashland Oil, Inc. | Vapor permeation curable coatings for reaction injection molded parts |
| US4396647A (en) | 1982-02-22 | 1983-08-02 | Ashland Oil, Inc. | Vapor permeation curable coating compositions containing 2,3',4-trihydroxydiphenyl |
| US4634644A (en) * | 1983-12-20 | 1987-01-06 | Ciba-Geigy Corporation | Process for the production images using sequentially gaseous polymerizing agents and photocuring |
| US4680346A (en) * | 1985-12-13 | 1987-07-14 | Ppg Industries, Inc. | Flexible primer composition and method of providing a substrate with a flexible multilayer coating |
| US4803245A (en) * | 1987-03-17 | 1989-02-07 | Ashland Oil, Inc. | Flexibilized phenol/mercapto resins and their synthesis |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2203595A1 (de) | 1972-08-03 |
| IT946758B (it) | 1973-05-21 |
| FR2123445B1 (enExample) | 1976-07-23 |
| DE2203595B2 (de) | 1975-07-24 |
| NL7201013A (enExample) | 1972-07-28 |
| FR2123445A1 (enExample) | 1972-09-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PE20 | Patent expired after termination of 20 years |