CA1230558A - Vegetable oil adducts as emollients in skin and hair care products - Google Patents
Vegetable oil adducts as emollients in skin and hair care productsInfo
- Publication number
- CA1230558A CA1230558A CA000480002A CA480002A CA1230558A CA 1230558 A CA1230558 A CA 1230558A CA 000480002 A CA000480002 A CA 000480002A CA 480002 A CA480002 A CA 480002A CA 1230558 A CA1230558 A CA 1230558A
- Authority
- CA
- Canada
- Prior art keywords
- vegetable oil
- adducts
- skin
- hair care
- group
- 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
- 235000015112 vegetable and seed oil Nutrition 0.000 title claims abstract description 54
- 239000008158 vegetable oil Substances 0.000 title claims abstract description 54
- 239000003974 emollient agent Substances 0.000 title claims abstract description 26
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims abstract description 46
- 239000001530 fumaric acid Substances 0.000 claims abstract description 23
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000002360 preparation method Methods 0.000 claims abstract description 16
- 238000005698 Diels-Alder reaction Methods 0.000 claims abstract description 7
- 150000002148 esters Chemical class 0.000 claims abstract description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 6
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims abstract description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000344 soap Substances 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 27
- 235000012424 soybean oil Nutrition 0.000 claims description 20
- 239000003549 soybean oil Substances 0.000 claims description 20
- 238000009472 formulation Methods 0.000 claims description 18
- 239000003921 oil Substances 0.000 claims description 9
- 235000019198 oils Nutrition 0.000 claims description 9
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 7
- 150000008064 anhydrides Chemical group 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- OYHQOLUKZRVURQ-HZJYTTRNSA-N linoleic acid group Chemical group C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 3
- 125000005481 linolenic acid group Chemical group 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 2
- 238000007323 disproportionation reaction Methods 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- 238000006011 modification reaction Methods 0.000 claims 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 abstract description 10
- 230000000694 effects Effects 0.000 abstract description 7
- 230000002085 persistent effect Effects 0.000 abstract description 3
- 150000003839 salts Chemical class 0.000 abstract description 3
- 238000010348 incorporation Methods 0.000 abstract 1
- 210000003491 skin Anatomy 0.000 description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 210000000434 stratum corneum Anatomy 0.000 description 15
- 239000002253 acid Substances 0.000 description 10
- 239000003350 kerosene Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 239000006071 cream Substances 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 5
- 229920005556 chlorobutyl Polymers 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 208000001840 Dandruff Diseases 0.000 description 4
- 102000011782 Keratins Human genes 0.000 description 4
- 108010076876 Keratins Proteins 0.000 description 4
- 239000004166 Lanolin Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 230000002939 deleterious effect Effects 0.000 description 4
- 239000003676 hair preparation Substances 0.000 description 4
- 229940039717 lanolin Drugs 0.000 description 4
- 235000019388 lanolin Nutrition 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- 239000002453 shampoo Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 239000008341 cosmetic lotion Substances 0.000 description 3
- 230000003780 keratinization Effects 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 229940031955 anhydrous lanolin Drugs 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000021615 conjugation Effects 0.000 description 2
- 239000008278 cosmetic cream Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000004851 dishwashing Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 235000019489 Almond oil Nutrition 0.000 description 1
- 241001340526 Chrysoclista linneella Species 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 235000011449 Rosa Nutrition 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000008168 almond oil Substances 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000001268 conjugating effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000003745 detangling effect Effects 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 125000002228 disulfide group Chemical group 0.000 description 1
- 210000001339 epidermal cell Anatomy 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 210000001723 extracellular space Anatomy 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 102000034240 fibrous proteins Human genes 0.000 description 1
- 108091005899 fibrous proteins Proteins 0.000 description 1
- 210000004905 finger nail Anatomy 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000003806 hair structure Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- JCYWCSGERIELPG-UHFFFAOYSA-N imes Chemical class CC1=CC(C)=CC(C)=C1N1C=CN(C=2C(=CC(C)=CC=2C)C)[C]1 JCYWCSGERIELPG-UHFFFAOYSA-N 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 150000002680 magnesium Chemical class 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- WRUGWIBCXHJTDG-UHFFFAOYSA-L magnesium sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Mg+2].[O-]S([O-])(=O)=O WRUGWIBCXHJTDG-UHFFFAOYSA-L 0.000 description 1
- 229940061634 magnesium sulfate heptahydrate Drugs 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 231100000245 skin permeability Toxicity 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- WRCITXQNXAIKLR-UHFFFAOYSA-N tiadenol Chemical compound OCCSCCCCCCCCCCSCCO WRCITXQNXAIKLR-UHFFFAOYSA-N 0.000 description 1
- 238000012876 topography Methods 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63258984A | 1984-07-19 | 1984-07-19 | |
| US632,589 | 1984-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1230558A true CA1230558A (en) | 1987-12-22 |
Family
ID=24536131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000480002A Expired CA1230558A (en) | 1984-07-19 | 1985-04-24 | Vegetable oil adducts as emollients in skin and hair care products |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS61500791A (ja) |
| BE (1) | BE902310A (ja) |
| CA (1) | CA1230558A (ja) |
| DE (2) | DE3590272T (ja) |
| FR (1) | FR2567753B1 (ja) |
| GB (1) | GB2169201B (ja) |
| IT (1) | IT1188161B (ja) |
| SE (1) | SE469414B (ja) |
| WO (1) | WO1986000800A1 (ja) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2239369A1 (en) | 2009-04-09 | 2010-10-13 | Kemira OYJ | Product for the sizing of paper |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IN184497B (ja) * | 1990-10-12 | 2000-08-26 | Procter & Gamble | |
| DE4403570A1 (de) * | 1994-02-05 | 1995-08-10 | Henkel Kgaa | Wirkstoffkomplex für Haarbehandlungsmittel |
| GB2290551B (en) * | 1994-05-11 | 1998-06-10 | Procter & Gamble | Cleansing compositions |
| GB2319177A (en) * | 1996-11-11 | 1998-05-20 | Procter & Gamble | Cosmetic compositions |
| US9376647B2 (en) * | 2012-02-25 | 2016-06-28 | Ethox Chemicals, Llc | Natural oil based gels, applications and methods of preparation |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB312568A (en) * | 1928-10-23 | 1929-05-30 | Yasukazu Shimura | Improvements in the manufacture of hair toilet oil |
| US2188882A (en) * | 1934-12-24 | 1940-01-30 | Edwin T Clocker | Condensation product and method |
| US2396763A (en) * | 1943-12-20 | 1946-03-19 | Harry M Ullmann | Modified oil |
| US2678934A (en) * | 1951-08-09 | 1954-05-18 | Sherwin Williams Co | Method of making glyceride-fumaric acid reaction products |
| US3956161A (en) * | 1974-06-03 | 1976-05-11 | Westvaco Corporation | Cleaning compositions containing C21 dicarboxylic acid |
| IL47655A (en) * | 1974-08-02 | 1978-08-31 | Pennwalt Corp | Aqueous germicidal composition |
| US4150041A (en) * | 1975-01-31 | 1979-04-17 | Agency Of Industrial Science & Technology | Method for manufacture of poly-fatty acids and maleic anhydride-added fatty acids |
| US4196134A (en) * | 1977-01-31 | 1980-04-01 | Westvaco Corporation | Vegetable oil adducts |
| DE2754831C2 (de) * | 1977-12-09 | 1985-02-07 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung stark alkalischer, wäßriger Lösungen nicht-ionischer Tenside |
| JPS5531037A (en) * | 1978-08-26 | 1980-03-05 | Kanebo Ltd | W/o-type creamy or milky lotion composition |
| DE3032612A1 (de) * | 1980-08-29 | 1982-03-25 | Grillo-Werke Ag, 4100 Duisburg | Gewuenschtenfalls sulfierte partialester von mehrwertigen alkoholen - verfahren zu ihrer herstellung und ihre verwendung als hautfreundliche, nicht ionogene und/oder anionenaktive oberflaechenaktive substanzen |
| JPS57179109A (en) * | 1981-04-25 | 1982-11-04 | Lion Corp | Hair treating agent |
-
1985
- 1985-04-19 DE DE19853590272 patent/DE3590272T/de active Pending
- 1985-04-19 GB GB08529493A patent/GB2169201B/en not_active Expired
- 1985-04-19 DE DE3590272A patent/DE3590272C2/de not_active Expired - Lifetime
- 1985-04-19 WO PCT/US1985/000708 patent/WO1986000800A1/en active Application Filing
- 1985-04-19 JP JP60501918A patent/JPS61500791A/ja active Granted
- 1985-04-23 IT IT20450/85A patent/IT1188161B/it active
- 1985-04-24 CA CA000480002A patent/CA1230558A/en not_active Expired
- 1985-04-29 FR FR8506509A patent/FR2567753B1/fr not_active Expired - Lifetime
- 1985-04-29 BE BE0/214931A patent/BE902310A/fr not_active IP Right Cessation
-
1986
- 1986-03-11 SE SE8601115A patent/SE469414B/sv not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2239369A1 (en) | 2009-04-09 | 2010-10-13 | Kemira OYJ | Product for the sizing of paper |
| US8512521B2 (en) | 2009-04-09 | 2013-08-20 | Kemira Oyj | Product for the sizing of paper |
Also Published As
| Publication number | Publication date |
|---|---|
| SE469414B (sv) | 1993-07-05 |
| JPH0327523B2 (ja) | 1991-04-16 |
| SE8601115D0 (sv) | 1986-03-11 |
| JPS61500791A (ja) | 1986-04-24 |
| BE902310A (fr) | 1985-08-16 |
| GB2169201B (en) | 1988-07-06 |
| DE3590272C2 (de) | 1994-03-31 |
| IT1188161B (it) | 1988-01-07 |
| GB2169201A (en) | 1986-07-09 |
| DE3590272T (de) | 1986-07-17 |
| FR2567753B1 (fr) | 1990-12-14 |
| WO1986000800A1 (en) | 1986-02-13 |
| SE8601115L (sv) | 1986-03-11 |
| IT8520450A0 (it) | 1985-04-23 |
| FR2567753A1 (fr) | 1986-01-24 |
| GB8529493D0 (en) | 1986-01-08 |
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