RU2000103482A - SUN-PROTECTIVE COSMETIC COMPOSITIONS BASED ON A SYNERGICAL MIXTURE OF FILTERS AND THEIR APPLICATION - Google Patents
SUN-PROTECTIVE COSMETIC COMPOSITIONS BASED ON A SYNERGICAL MIXTURE OF FILTERS AND THEIR APPLICATIONInfo
- Publication number
- RU2000103482A RU2000103482A RU2000103482/14A RU2000103482A RU2000103482A RU 2000103482 A RU2000103482 A RU 2000103482A RU 2000103482/14 A RU2000103482/14 A RU 2000103482/14A RU 2000103482 A RU2000103482 A RU 2000103482A RU 2000103482 A RU2000103482 A RU 2000103482A
- Authority
- RU
- Russia
- Prior art keywords
- composition according
- hydroxy
- triazine
- composition
- bis
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims 32
- 239000002537 cosmetic Substances 0.000 title claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- -1 2-ethylhexyloxy Chemical group 0.000 claims 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 230000005855 radiation Effects 0.000 claims 5
- 210000003491 skin Anatomy 0.000 claims 5
- 239000006185 dispersion Substances 0.000 claims 4
- 210000004209 hair Anatomy 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 150000001768 cations Chemical class 0.000 claims 3
- 239000000839 emulsion Substances 0.000 claims 3
- 239000000499 gel Substances 0.000 claims 3
- 229910052751 metal Inorganic materials 0.000 claims 3
- 239000002184 metal Substances 0.000 claims 3
- 150000003918 triazines Chemical class 0.000 claims 3
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims 2
- 239000007983 Tris buffer Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 239000006071 cream Substances 0.000 claims 2
- 239000007764 o/w emulsion Substances 0.000 claims 2
- 239000000049 pigment Substances 0.000 claims 2
- 229920000642 polymer Polymers 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- 239000000725 suspension Substances 0.000 claims 2
- 239000011701 zinc Substances 0.000 claims 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical class C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims 1
- KPPVNWGJXFMGAM-UUILKARUSA-N (e)-2-methyl-1-(6-methyl-3,4-dihydro-2h-quinolin-1-yl)but-2-en-1-one Chemical compound CC1=CC=C2N(C(=O)C(/C)=C/C)CCCC2=C1 KPPVNWGJXFMGAM-UUILKARUSA-N 0.000 claims 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- 229910052684 Cerium Inorganic materials 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 230000003113 alkalizing effect Effects 0.000 claims 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 claims 1
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 claims 1
- 150000001851 cinnamic acid derivatives Chemical class 0.000 claims 1
- 239000008139 complexing agent Substances 0.000 claims 1
- 239000000306 component Substances 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 239000003974 emollient agent Substances 0.000 claims 1
- 210000002615 epidermis Anatomy 0.000 claims 1
- 210000004709 eyebrow Anatomy 0.000 claims 1
- 210000000720 eyelash Anatomy 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 239000006260 foam Substances 0.000 claims 1
- 239000003205 fragrance Substances 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 150000001261 hydroxy acids Chemical class 0.000 claims 1
- 229910052738 indium Inorganic materials 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 239000006210 lotion Substances 0.000 claims 1
- 229910044991 metal oxide Inorganic materials 0.000 claims 1
- 150000004706 metal oxides Chemical class 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000008267 milk Substances 0.000 claims 1
- 210000004080 milk Anatomy 0.000 claims 1
- 235000013336 milk Nutrition 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 235000011837 pasties Nutrition 0.000 claims 1
- 239000004014 plasticizer Substances 0.000 claims 1
- 229920001296 polysiloxane Polymers 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 claims 1
- 239000003380 propellant Substances 0.000 claims 1
- 230000001681 protective effect Effects 0.000 claims 1
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 claims 1
- 150000003872 salicylic acid derivatives Chemical class 0.000 claims 1
- 239000002453 shampoo Substances 0.000 claims 1
- 238000001228 spectrum Methods 0.000 claims 1
- 239000007921 spray Substances 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 230000037072 sun protection Effects 0.000 claims 1
- 230000000475 sunscreen effect Effects 0.000 claims 1
- 239000000516 sunscreening agent Substances 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 230000002195 synergetic effect Effects 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 230000000699 topical effect Effects 0.000 claims 1
- 229940088594 vitamin Drugs 0.000 claims 1
- 239000011782 vitamin Substances 0.000 claims 1
- 229930003231 vitamin Natural products 0.000 claims 1
- 235000013343 vitamin Nutrition 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 229910052726 zirconium Inorganic materials 0.000 claims 1
- 0 *Cc(cc1)cc(O)c1-c1cc(-c(c(O)c2)ccc2O*)cc(*)n1 Chemical compound *Cc(cc1)cc(O)c1-c1cc(-c(c(O)c2)ccc2O*)cc(*)n1 0.000 description 1
Claims (20)
(i) бензол-1,4-ди(3-метилиден-10-камфорсульфоновую) кислоту, в случае необходимости, в частично или полностью нейтрализованной форме, в качестве первого фильтра;
(ii) и, в качестве второго фильтра, по крайней мере, одно производное бисрезорцинилтриазина, отвечающее следующей формуле (II);
в которой (i) радикалы R1 и R2, одинаковые или различные, означают (С3-C18)-алкил, (C2-C18)-алкенил или остаток формулы СН2-СН(ОН)-CH2-OT1 где T1 представляет собой атом водорода или (C1-C8)-алкил;
(ii) радикалы R1 и R2, одинаковые или различные, могут также означать остаток следующей формулы (1)
в которой R6 означает ковалентную связь; линейный или разветвленный (C1-C4)-алкил или остаток формулы -Сm1Н2m1- или -Сm1Н2m1-О-, где m означает число 1-4;
p1 означает число 0-5;
радикалы R7, R8 и R9, одинаковые или различные, означают (C1-C18)-алкил, (C1-C18)-алкоксил или остаток формулы (2):
где R10 означает (C1-C5)-алкил;
A1 означает остаток, отвечающий одной из следующих формул
в которых R3 означает атом водорода, (C1-С10)-алкил, радикал формулы -(CH2CHR5-CO)n1R4 где n1 означает число 1-16, R5 означает атом водорода или метил, или остаток структуры CH2-CH-(ОН)-CH2OT1, где T1 имеет вышеуказанное значение;
R4 означает атом водорода, катион металла М, (C1-C5)-алкил или остаток формулы - (CH2)m2-OT1, где m2 означает число 1-4 и T1 имеет то же самое вышеуказанное значение;
Q1 означает (C1-C18)-алкил;
причем вышеуказанные первый и второй фильтры находятся в соотношении, приводящем к синергической активности на уровне придаваемых солнцезащитных факторов.1. Cosmetic composition for topical use, in particular, for protection from light of the skin and / or hair, characterized in that it includes, in a cosmetically acceptable carrier:
(i) benzene-1,4-di (3-methylidene-10-camphorsulfonic) acid, if necessary, in partially or fully neutralized form, as the first filter;
(ii) and, as a second filter, at least one bisresorcinyl triazine derivative, corresponding to the following formula (II);
in which (i) the radicals R 1 and R 2 , identical or different, mean (C 3 -C 18 ) -alkyl, (C 2 -C 18 ) -alkenyl or a residue of the formula CH 2 -CH (OH) -CH 2 - OT 1 where T 1 represents a hydrogen atom or (C 1 -C 8 ) -alkyl;
(ii) the radicals R 1 and R 2 , which are the same or different, can also mean a residue of the following formula (1)
in which R 6 means covalent bond; linear or branched (C 1 -C 4 ) -alkyl or a residue of the formula -C m1 H 2m1 - or -C m1 H 2m1 -O-, where m is the number 1-4;
p 1 means the number 0-5;
the radicals R 7 , R 8 and R 9 , which are the same or different, mean (C 1 -C 18 ) -alkyl, (C 1 -C 18 ) -alkoxy or a residue of the formula (2):
where R 10 means (C 1 -C 5 ) -alkyl;
A 1 means a residue corresponding to one of the following formulas
in which R 3 means a hydrogen atom, (C 1 -C 10 ) -alkyl, a radical of the formula - (CH 2 CHR 5 -CO) n1 R 4 where n 1 means the number 1-16, R 5 means a hydrogen atom or methyl, or the remainder of the structure CH 2 -CH- (OH) -CH 2 OT 1 , where T 1 has the above meaning;
R 4 means a hydrogen atom, a metal cation M, (C 1 -C 5 ) -alkyl or a residue of the formula - (CH 2 ) m2 -OT 1 , where m 2 is the number 1-4 and T 1 has the same above value;
Q 1 means (C 1 -C 18 ) -alkyl;
moreover, the above first and second filters are in the ratio, leading to synergistic activity at the level of attached sun protection factors.
- 2,4-бис{ [4-(2-этилгексилокси)-2-гидрокси]фенил}-6-(4-метоксифенил)-1,3,5-триазина;
2,4-бис{ [4-(3-(2-пропилокси)-2-гидроксипропилокси)-2-гидрокси] фенил}-6-(4-метоксифенил)-1,3,5-триазина;
2,4-бис{ [4-(2-этилгексилокси)-2-гидрокси] фенил} -6-[4-(2-метоксиэтилкарбоксил)-фениламино]-1,3,5-триазина;
2,4-бис{ [4-трис(триметилсилоксисилилпропилокси)-2-гидрокси] фенил}-6-(4-метоксифенил)-1,3,5-триазина;
2,4-бис{ [4-(2''-метилпропенилокси)-2-гидрокси] фенил} -6-(4-метоксифенил)-1,3,5-триазина;
2,4-бис{ [4-(1', 1', 1',3',5',5',5'-гептаметилтрисилокси-2''-метилпропилокси)-2-гидрокси]фенил}-6-(4-метоксифенил)-1,3,5-триазина;
2,4-бис{ [4-(3-(2-пропилокси)-2-гидроксипропилокси)-2-гидрокси] фенил}-6-[(4-этилкарбоксил)фениламино]-1,3,5-триазина;
2,4-бис{ [4-(2-этилгексилокси)-2-гидрокси] фенил} -6-(1-метилпиррол-2-ил)-1,3,5-триазина.2. The composition according to claim 1, where the compound of formula (II) is selected from the group consisting of
- 2,4-bis {[4- (2-ethylhexyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1,3,5-triazine;
2,4-bis {[4- (3- (2-propyloxy) -2-hydroxypropyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1,3,5-triazine;
2,4-bis {[4- (2-ethylhexyloxy) -2-hydroxy] phenyl} -6- [4- (2-methoxyethylcarboxyl) phenylamino] -1,3,5-triazine;
2,4-bis {[4-tris (trimethylsiloxysilylpropyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1,3,5-triazine;
2,4-bis {[4- (2 "- methylpropenyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1,3,5-triazine;
2,4-bis {[4- (1 ', 1', 1 ', 3', 5 ', 5', 5'-heptamethyltrisyloxy-2 "- methylpropyloxy) -2-hydroxy] phenyl} -6- ( 4-methoxyphenyl) -1,3,5-triazine;
2,4-bis {[4- (3- (2-propyloxy) -2-hydroxypropyloxy) -2-hydroxy] phenyl} -6 - [(4-ethylcarboxyl) phenylamino] -1,3,5-triazine;
2,4-bis {[4- (2-ethylhexyloxy) -2-hydroxy] phenyl} -6- (1-methylpyrrol-2-yl) -1,3,5-triazine.
2,4-бис{ [4-(2-этилгексилокси)-2-гидрокси] фенил} -6-(4-метоксифенил)-1,3,5-триазина;
2,4-бис{ [4-трис(триметилсилоксисилилпропилокси)-2-гидрокси] фенил}-6-(4-метоксифенил)-1,3,5-триаэина;
2,4-бис{ [4-(1', 1', 1',3',5',5',5'-гептаметилтрисилокси-2''-метилпропилокси)-2-гидрокси]фенил}-6-(4-метоксифенил)-1,3,5-триазина.3. Composition according to any one of claims 1 and 2, characterized in that the compound of formula (II) is selected from the group consisting of
2,4-bis {[4- (2-ethylhexyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1,3,5-triazine;
2,4-bis {[4-tris (trimethylsiloxysilylpropyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1,3,5-triaine;
2,4-bis {[4- (1 ', 1', 1 ', 3', 5 ', 5', 5'-heptamethyltrisyloxy-2 "- methylpropyloxy) -2-hydroxy] phenyl} -6- ( 4-methoxyphenyl) -1,3,5-triazine.
в которой А означает атом водорода, щелочной металл или радикал NH(R)3 +, в котором радикалы R, которые могут быть одинаковыми или разными, означают атом водорода, (C1-C4)-алкил или гидрокси-(C1-C4)-алкил, или группу Мn+/n, причем Мn+ означает катион поливалентного металла, в котором n равно 2 или 3 или 4, и причем Мn+ предпочтительно представляет собой катион металла, выбираемый среди Са2+, Zn2+, Mg2+, Ва2+, Al3+ и Zr4+.6. Composition according to any one of claims 1 to 5, characterized in that benzene-1,4-di (3-methylidene-10-camphorsulfonic) acid, and its salts, corresponds to the following formula (I)
in which And means a hydrogen atom, an alkali metal or the radical NH (R) 3 + , in which the radicals R, which may be the same or different, mean a hydrogen atom, (C 1 -C 4 ) -alkyl or hydroxy- (C 1 - C 4 ) -alkyl, or the group M n + / n, and M n + means a polyvalent metal cation, in which n is 2 or 3 or 4, and where M n + is preferably a metal cation chosen from among Ca 2+ , Zn 2+ , Mg 2+ , Ba 2+ , Al 3+ and Zr 4+ .
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9901730 | 1999-02-12 | ||
FR9901730A FR2789580A1 (en) | 1999-02-12 | 1999-02-12 | ANTISOLAR COSMETIC COMPOSITIONS BASED ON A SYNERGISTIC MIXTURE OF FILTERS AND USES |
US09/503,940 US6159456A (en) | 1999-02-12 | 2000-02-14 | Photoprotective/cosmetic compositions comprising camphorsulfonic acid and bisresorcinyltriazine sunscreens |
Publications (2)
Publication Number | Publication Date |
---|---|
RU2000103482A true RU2000103482A (en) | 2001-11-20 |
RU2180211C2 RU2180211C2 (en) | 2002-03-10 |
Family
ID=26234816
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2000103482/14A RU2180211C2 (en) | 1999-02-12 | 2000-02-11 | Cosmetic composition for local application, for skin and/or hair protection against light, in particular |
Country Status (15)
Country | Link |
---|---|
US (1) | US6159456A (en) |
EP (1) | EP1040820B1 (en) |
JP (1) | JP4056675B2 (en) |
KR (1) | KR100386143B1 (en) |
AT (1) | ATE269692T1 (en) |
AU (1) | AU740296B2 (en) |
BR (1) | BR0000627B1 (en) |
CA (1) | CA2298156A1 (en) |
DE (1) | DE60011690T2 (en) |
DK (1) | DK1040820T3 (en) |
ES (1) | ES2222881T3 (en) |
FR (1) | FR2789580A1 (en) |
PL (1) | PL338370A1 (en) |
PT (1) | PT1040820E (en) |
RU (1) | RU2180211C2 (en) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0119639D0 (en) * | 2001-08-11 | 2001-10-03 | Boots Co Plc | Personal care compositions |
KR100424440B1 (en) * | 2001-09-18 | 2004-03-24 | 한국과학기술원 | Binder composition and application for lithium rechargeable battery |
SE527555C2 (en) * | 2003-04-04 | 2006-04-11 | Probi Ab | Composition for treating cardiovascular disease, diabetes, cancer, Alzheimer's disease, has tannase-producing strains of Lactobacillus plantarum or Lactobacillus species that adhere to human intestinal mucosa in combination with tannin |
FR2883733B1 (en) * | 2005-03-30 | 2012-02-03 | Lyofal | LYOPHILIZED MAKE-UP PRODUCT, COMPOSITIONS AND METHOD OF MANUFACTURING THE SAME |
AU2007287592B2 (en) * | 2006-08-23 | 2010-07-29 | Unilever Plc | Sunscreen composition |
DE102007005186A1 (en) * | 2007-01-29 | 2008-07-31 | Merck Patent Gmbh | Ultraviolet protection agent, e.g. useful for producing photoprotective compositions, comprises metal oxide particles with a manganese-containing coating |
WO2010115009A2 (en) | 2009-04-01 | 2010-10-07 | University Of Florida Research Foundation, Inc. | Poly(non-conjugated diene) based sunscreens |
FR2977490B1 (en) * | 2011-07-07 | 2014-03-21 | Oreal | PHOTOPROTECTIVE COMPOSITION |
CN110339079B (en) * | 2019-07-03 | 2022-05-24 | 广州双慧化妆品有限公司 | Composition comprising amide derivatives and use thereof in cosmetics |
CN120265247A (en) * | 2022-12-28 | 2025-07-04 | 株式会社资生堂 | Method for improving ultraviolet index of sunscreen cosmetic and ultraviolet absorber, and ultraviolet index improver |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2720640B1 (en) * | 1994-06-03 | 1996-07-26 | Oreal | Photoprotective cosmetic compositions based on a synergistic mixture of filters and nanopigments and uses. |
FR2720639B1 (en) * | 1994-06-03 | 1996-07-05 | Oreal | Photoprotective cosmetic compositions and uses. |
DE19543730A1 (en) * | 1995-11-23 | 1997-05-28 | Ciba Geigy Ag | Until resorcinyl-triazines |
RU2111738C1 (en) * | 1996-06-24 | 1998-05-27 | Акционерное общество "НИЗАР" | Product to enhance sun-protecting activity of photo-protecting agents |
DE19645317A1 (en) * | 1996-11-04 | 1998-05-07 | Beiersdorf Ag | Use of hydrophobic pigment to increase water resistance of emulsion |
ES2205268T3 (en) * | 1996-11-20 | 2004-05-01 | Ciba Specialty Chemicals Holding Inc. | SYNTHETIC TRIACINE DERIVATIVES. |
EP0878469B1 (en) * | 1997-05-16 | 2004-10-27 | Ciba SC Holding AG | Resorcinyl-triazines |
IL134244A0 (en) * | 1997-08-20 | 2001-04-30 | Ciba Sc Holding Ag | Cosmetic use of bis (resorcinyl) triazine derivatives |
DE19815086C2 (en) * | 1998-04-06 | 2000-11-30 | Cognis Deutschland Gmbh | Sunscreen |
-
1999
- 1999-02-12 FR FR9901730A patent/FR2789580A1/en not_active Withdrawn
-
2000
- 2000-01-31 AT AT00400245T patent/ATE269692T1/en not_active IP Right Cessation
- 2000-01-31 ES ES00400245T patent/ES2222881T3/en not_active Expired - Lifetime
- 2000-01-31 DE DE60011690T patent/DE60011690T2/en not_active Expired - Lifetime
- 2000-01-31 DK DK00400245T patent/DK1040820T3/en active
- 2000-01-31 PT PT00400245T patent/PT1040820E/en unknown
- 2000-01-31 EP EP00400245A patent/EP1040820B1/en not_active Expired - Lifetime
- 2000-02-07 AU AU14938/00A patent/AU740296B2/en not_active Ceased
- 2000-02-11 BR BRPI0000627-0B1A patent/BR0000627B1/en active IP Right Grant
- 2000-02-11 PL PL00338370A patent/PL338370A1/en not_active Application Discontinuation
- 2000-02-11 RU RU2000103482/14A patent/RU2180211C2/en active
- 2000-02-11 CA CA002298156A patent/CA2298156A1/en not_active Abandoned
- 2000-02-12 KR KR10-2000-0006617A patent/KR100386143B1/en not_active Expired - Fee Related
- 2000-02-14 JP JP2000077238A patent/JP4056675B2/en not_active Expired - Lifetime
- 2000-02-14 US US09/503,940 patent/US6159456A/en not_active Expired - Lifetime
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