Granted Patent
B2
US 12,350,382 · App. 12/525,331 · Granted Jul 8, 2025
Method for preparing particles comprising metal oxide coating and particles with metal oxide coating
Inventors:
Ofer Toledano (Kfar Saba, IL); Haim Bar-Simantov (Netanya, IL); Nissim Bilman (Rehovot, IL); Leora Shapiro (Jerusalem, IL); Raed Abu-Reziq (Jatt Hamesholash, IL); Srikanth Sriadibhatla (Parisppany, NJ); William T. Sommer (Mendham, NJ); Hanan Sertchook (Gedera, IL)
Assignee:
Mayne Pharma LLC
A61K9/5073A01N25/26A01N53/00A61K8/11A61K8/25A61K8/38A61K8/671A61Q19/00B01J13/02B01J13/22C09C3/063A61K9/501A61K9/5021A61K9/5026A61K2800/412Y10T428/2991
View Patent ↗
Loading inventors, assignments & file history…
Abstract
The invention relates to a process for coating a solid, water-insoluble particulate matter, with a metal oxide comprising: (a) contacting the solid, water-insoluble particulate matter with an ionic additive and an aqueous medium to obtain a dispersion of said particulate matter having positive charges on its surface; (b) subjecting the particulate matter to a coating procedure comprising precipitating a metal oxide salt onto the surface of the particulate matter to form a metal oxide layer thereon to thereby obtain particulate matter coated by a metal oxide coating layer; (c) repeating step (b) at least 4 more times; and (d) aging said coating layer. The invention further relates to particles comprising a particulate matter coated by a metal oxide layer, to a use of the particles for topical administration, and to a method for preventing, reducing, or eliminating pests at a locus, using the particles.
Claims (18)
1. A process for coating solid benzoyl peroxide consisting of:
(a) contacting, in an aqueous medium, the solid benzoyl peroxide with a cationic surfactant to obtain a dispersion of solid benzoyl peroxide having positive charges on its surface;
(b) adding an aqueous solution of a metal oxide salt to said dispersion, under conditions wherein said metal oxide salt precipitates onto the benzoyl peroxide, and acidifying to thereby form benzoyl peroxide that has a metal oxide layer coated thereon;
(b1) contacting, in an aqueous medium, the benzoyl peroxide coated with a metal oxide layer of the preceding step with a surface adhering additive being one or both of (i) a cationic polymer additive and (ii) a non-ionic additive, to obtain a dispersion of said coated solid benzoyl peroxide having an adhering additive on the surface thereof;
(b2) bringing the dispersion obtained in step (b1) into contact with an aqueous solution of a metal oxide salt, under conditions wherein said metal oxide salt precipitates onto the surface of said coated solid benzoyl peroxide, and acidifying to thereby form a solid benzoyl peroxide that has a further metal oxide layer coated thereon;
(c) repeating steps (b1) and (b2) at least 3 more times;
(d) after completion of step (c), aging the metal oxide coating at a temperature ranging between 4° C. and 90° C. and at a pH of 3-9 to form a coated solid benzoyl peroxide, wherein no aging step is conducted between repeated coating steps, but only after completion of step c; and, optionally,
(e) separating the coated, solid benzoyl peroxide from the aqueous medium and optionally rinsing and re-dispersing the coated, solid benzoyl peroxide in an aqueous medium.
2. The process of claim 1 , wherein, in step (a), the solid, benzoyl peroxide is further contacted with an anionic additive.
3. The process of claim 1 , wherein said cationic surfactant additive in step (a) is selected from the group consisting of monoalkylquaternary ammonium salts, dialkyl quaternary ammonium salts, and mixtures thereof.
4. Coated solid benzoyl peroxide obtained by the process according to claim 1 .
5. The coated solid benzoyl peroxide of claim 4 , wherein the weight ratio of the metal oxide to said solid benzoyl peroxide is in the range of 1:99 to 40:60.
6. A method for treating a surface condition in a subject, comprising topically administering onto the surface a composition comprising a coated solid benzoyl peroxide according to claim 4 , wherein said surface condition is a disease or disorder selected from the group consisting of acne, infection, inflammation, pruritus, psoriasis, seborrhea, contact dermatitis, rosacea, and a combination thereof.
7. The method of claim 6 , wherein said surface is skin or mucosal membrane.
8. The process of claim 1 , wherein said metal oxide salt is an alkali metal salt of a metal oxide.
9. The process of claim 1 , wherein the thickness of the metal oxide coating of benzoyl peroxide following step (d) is between 0.1-10 micron.
10. The process of claim 1 , wherein said metal oxide is selected from silica, titania, alumina, zirconia, ZnO, and mixtures thereof.
11. The process of claim 10 , wherein the metal oxide is silica.
Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded May 18, 2025
From: SOL-GEL TECHNOLOGIES LTD.
To: MAYNE PHARMA LLC
Reel/Frame 071148/0456 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE'S ADDRESS PREVIOUSLY RECORDED ON REEL 023335 FRAME 0262. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT OF ENTIRE INTEREST.
Recorded Aug 6, 2020
From: TOLEDANO, OFER; BAR-SIMANTOV, HAIM; BILMAN, NISSIM; SHAPIRO, LEORA; ABU-REZIQ, RAED; SRIADIBHATLA, SRIKANTH; SOMMER, WILLIAM T.
To: SOL-GEL TECHNOLOGIES LTD.
Reel/Frame 054032/0953 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded Mar 7, 2013
From: SERTCHOOK, HANAN
To: SOL-GEL TECHNOLOGIES LTD.
Reel/Frame 029947/0575 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded Oct 6, 2009
From: TOLEDANO, OFER; BAR-SIMANTOV, HAIM; BILMAN, NISSIM; SHAPIRO, LEORA; ABU-REZIQ, RAED; SRIADIBHATLA, SRIKANTH; SOMMER, WILLIAM T.
To: SOL-GEL TECHNOLOGIES LTD.
Reel/Frame 023335/0262 →
Continuity (2)
Provisional Application
60898700
· Feb 1, 2007
References Cited (349)
US 1387107A
· Carr
· 1921
[cited by applicant]
US 1671956A
· Sime
· 1928
[cited by applicant]
US 2885366A
· Iler
· 1959
[cited by applicant]
US 3785798A
· Horai et al.
· 1974
[cited by applicant]
US 3826670A
· Rees
· 1974
[cited by applicant]
US 3957971A
· Oleniacz
· 1976
[cited by applicant]
US 4129645A
· Barnett et al.
· 1978
[cited by applicant]
US 4169069A
· Unger et al.
· 1979
[cited by applicant]
US 4349456A
· Sowman
· 1982
[cited by applicant]
US 4350681A
· Fulton, Jr.
· 1982
[cited by applicant]
US 4361584A
· Fulton, Jr.
· 1982
[cited by applicant]
US 4387107A
· Klein et al.
· 1983
[cited by applicant]
US 4444746A
· Harvey et al.
· 1984
[cited by applicant]
US 4464317A
· Thies et al.
· 1984
[cited by applicant]
US 4497794A
· Klein et al.
· 1985
[cited by applicant]
US 4606913A
· Aronson et al.
· 1986
[cited by applicant]
US 4671956A
· Bouillon et al.
· 1987
[cited by applicant]
US 4686211A
· Hara et al.
· 1987
[cited by applicant]
US 4690825A
· Won
· 1987
[cited by applicant]
US 4692329A
· Klein et al.
· 1987
[cited by applicant]
US 4769080A
· Clark et al.
· 1988
[cited by applicant]
US 4891211A
· Winston
· 1990
[cited by applicant]
US 4931362A
· Zsifkovits et al.
· 1990
[cited by applicant]
US 4960772A
· Sebag et al.
· 1990
[cited by applicant]
US 4988744A
· Yamamoto
· 1991
[cited by applicant]
US 5086075A
· De Villez
· 1992
[cited by applicant]
US 5126915A
· Pepin et al.
· 1992
[cited by examiner]
US 5145675A
· Won
· 1992
[cited by applicant]
US 5165914A
· Vlock
· 1992
[cited by applicant]
US 5185155A
· Behan et al.
· 1993
[cited by applicant]
US 5200334A
· Dunn et al.
· 1993
[cited by applicant]
US 5223250A
· Mitchell et al.
· 1993
[cited by applicant]
US 5269840A
· Morris et al.
· 1993
[cited by applicant]
US 5292801A
· Avnir et al.
· 1994
[cited by applicant]
US 5318797A
· Matijevic et al.
· 1994
[cited by applicant]
US 5387622A
· Yamamoto
· 1995
[cited by applicant]
US 5401517A
· Meyers et al.
· 1995
[cited by applicant]
US 5446028A
· Klein et al.
· 1995
[cited by applicant]
US 5455048A
· Lahmani et al.
· 1995
[cited by applicant]
US 5466446A
· Stiefel et al.
· 1995
[cited by applicant]
US 5468471A
· Zecchino et al.
· 1995
[cited by applicant]
US 5472491A
· Duschek et al.
· 1995
[cited by applicant]
US 5500223A
· Behan et al.
· 1996
[cited by applicant]
US 5520917A
· Mizuguchi et al.
· 1996
[cited by applicant]
US 5556617A
· Ribier et al.
· 1996
[cited by applicant]
US 5587170A
· Caisey et al.
· 1996
[cited by applicant]
US 5591453A
· Ducheyne et al.
· 1997
[cited by applicant]
US 5607664A
· Ascione et al.
· 1997
[cited by applicant]
US 5632996A
· Ramirez et al.
· 1997
[cited by applicant]
US 5635609A
· Levy et al.
· 1997
[cited by applicant]
US 5635809A
· Ganser et al.
· 1997
[cited by applicant]
US 5650311A
· Avnir et al.
· 1997
[cited by applicant]
US 5670209A
· Wyckoff
· 1997
[cited by applicant]
US 5672301A
· Orly et al.
· 1997
[cited by applicant]
US 5691060A
· Levy
· 1997
[cited by applicant]
US 5700451A
· Yue et al.
· 1997
[cited by applicant]
US 5733531A
· Mitchnick et al.
· 1998
[cited by applicant]
US 5739020A
· Pope
· 1998
[cited by applicant]
US 5767098A
· Klein et al.
· 1998
[cited by applicant]
US 5785977A
· Breithbarth
· 1998
[cited by applicant]
US 5792250A
· Braun et al.
· 1998
[cited by applicant]
US 5851538A
· Froix et al.
· 1998
[cited by applicant]
US 5874105A
· Watkins et al.
· 1999
[cited by applicant]
US 5876699A
· DiSomma et al.
· 1999
[cited by applicant]
US 5879716A
· Katz et al.
· 1999
[cited by applicant]
US 5895757A
· Pope
· 1999
[cited by applicant]
US 5906811A
· Hersh
· 1999
[cited by applicant]
US 5912016A
· Perrier et al.
· 1999
[cited by applicant]
US 5914101A
· Tapley et al.
· 1999
[cited by applicant]
US 5914104A
· Moore, Jr.
· 1999
[cited by applicant]
US 5914116A
· Suares et al.
· 1999
[cited by applicant]
US 5932288A
· Hall et al.
· 1999
[cited by applicant]
US 5955109A
· Won et al.
· 1999
[cited by applicant]
US 5962517A
· Murad
· 1999
[cited by applicant]
US 5998392A
· Simard et al.
· 1999
[cited by applicant]
US 6013637A
· Klein et al.
· 2000
[cited by applicant]
US 6015548A
· Siddiqui et al.
· 2000
[cited by applicant]
US 6074629A
· Kostinko et al.
· 2000
[cited by applicant]
US 6077522A
· Scher et al.
· 2000
[cited by applicant]
US 6090399A
· Ghosh et al.
· 2000
[cited by applicant]
US 6096765A
· Bershad
· 2000
[cited by applicant]
US 6103267A
· Mitchnick et al.
· 2000
[cited by applicant]
US 6117843A
· Baroody et al.
· 2000
[cited by applicant]
US 6132773A
· Amiche
· 2000
[cited by applicant]
US 6143280A
· Pike et al.
· 2000
[cited by applicant]
US 6146664A
· Siddiqui
· 2000
[cited by applicant]
US 6159453A
· Avnir et al.
· 2000
[cited by applicant]
US 6171600B1
· Dahms
· 2001
[cited by applicant]
US 6197757B1
· Perrier et al.
· 2001
[cited by applicant]
US 6200375B1
· Guez et al.
· 2001
[cited by applicant]
US 6217852B1
· Gildenberg et al.
· 2001
[cited by applicant]
US 6238650B1
· Lapidot et al.
· 2001
[cited by applicant]
US 6242099B1
· Grandmontagne et al.
· 2001
[cited by applicant]
US 6251313B1
· Deubzer et al.
· 2001
[cited by applicant]
US 6280746B1
· Arquette et al.
· 2001
[cited by applicant]
US 6303149B1
· Magdassi et al.
· 2001
[cited by applicant]
US 6303290B1
· Liu et al.
· 2001
[cited by applicant]
US 6337089B1
· Yoshioka et al.
· 2002
[cited by applicant]
US 6436375B1
· Lapidot et al.
· 2002
[cited by applicant]
US 6468509B2
· Lapidot et al.
· 2002
[cited by applicant]
US 6479146B1
· Caruso et al.
· 2002
[cited by applicant]
US 6495352B1
· Brinker et al.
· 2002
[cited by applicant]
US 6534044B1
· Wada et al.
· 2003
[cited by examiner]
US 6537583B1
· Dupuis et al.
· 2003
[cited by applicant]
US 6607713B1
· Chodorowski et al.
· 2003
[cited by applicant]
US 6616947B1
· Depuis
· 2003
[cited by applicant]
US 6703032B2
· Gers-Barlag et al.
· 2004
[cited by applicant]
US 6855335B2
· Seok et al.
· 2005
[cited by applicant]
US 6875264B2
· Zimmermann et al.
· 2005
[cited by applicant]
US 6913825B2
· Ostafin et al.
· 2005
[cited by examiner]
US 6939552B2
· Ansara et al.
· 2005
[cited by applicant]
US 7001592B1
· Traynor et al.
· 2006
[cited by applicant]
US 7037513B1
· Traynor et al.
· 2006
[cited by applicant]
US 7052913B2
· Babich et al.
· 2006
[cited by applicant]
US 7758888B2
· Lapidot et al.
· 2010
[cited by applicant]
US 8039020B2
· Lapidot et al.
· 2011
[cited by applicant]
US 8449918B2
· Lapidot et al.
· 2013
[cited by applicant]
US 8568704B2
· Mallard et al.
· 2013
[cited by applicant]
US 9687465B2
· Sertchook et al.
· 2017
[cited by applicant]
US 9868103B2
· Toledano et al.
· 2018
[cited by applicant]
US 20020064541A1
· Lapidot
· 2002
[cited by examiner]
US 20020144192A1
· Owari
· 2002
[cited by applicant]
US 20020151527A1
· Wiegand et al.
· 2002
[cited by applicant]
US 20020187197A1
· Caruso et al.
· 2002
[cited by applicant]
US 20020193321A1
· Vishnupad et al.
· 2002
[cited by applicant]
US 20030004118A1
· Wishnupad et al.
· 2003
[cited by applicant]
US 20030082217A1
· Afriat et al.
· 2003
[cited by applicant]
US 20030157330A1
· Ostafin et al.
· 2003
[cited by examiner]
US 20030170196A1
· Orsoni et al.
· 2003
[cited by applicant]
US 20040096419A1
· Golz-Berner et al.
· 2004
[cited by applicant]
US 20040101566A1
· Cooper et al.
· 2004
[cited by applicant]
US 20040157766A1
· Embil et al.
· 2004
[cited by applicant]
US 20050037087A1
· Lapidot et al.
· 2005
[cited by applicant]
US 20050133036A1
· Steindorf
· 2005
[cited by applicant]
US 20050208134A1
· Magdassi et al.
· 2005
[cited by applicant]
US 20050276807A1
· Skurkovich et al.
· 2005
[cited by applicant]
US 20060014834A1
· Vishnupad et al.
· 2006
[cited by applicant]
US 20060128808A1
· Arsonnaud et al.
· 2006
[cited by applicant]
US 20060167138A1
· Ishil et al.
· 2006
[cited by applicant]
US 20060204530A1
· Ramirez et al.
· 2006
[cited by applicant]
US 20060251687A1
· Lapidot et al.
· 2006
[cited by applicant]
US 20060292093A1
· Carola et al.
· 2006
[cited by applicant]
US 20070003585A1
· Clark et al.
· 2007
[cited by applicant]
US 20070292676A1
· Naigertsik et al.
· 2007
[cited by applicant]
US 20080292560A1
· Tamarkin et al.
· 2008
[cited by applicant]
US 20090304820A1
· Modi
· 2009
[cited by applicant]
US 20100047357A1
· Toledano et al.
· 2010
[cited by applicant]
US 20100143285A1
· Mallard et al.
· 2010
[cited by applicant]
US 20110052515A1
· Kaoukhov et al.
· 2011
[cited by applicant]
US 20110237555A1
· Sánchez et al.
· 2011
[cited by applicant]
US 20110262506A1
· Toledano et al.
· 2011
[cited by applicant]
US 20120015014A1
· Lapidot et al.
· 2012
[cited by applicant]
US 20120064135A1
· Levin et al.
· 2012
[cited by applicant]
US 20120269874A1
· Toledano et al.
· 2012
[cited by applicant]
US 20170281571A1
· Sertchook et al.
· 2017
[cited by applicant]
US 20180147165A1
· Sertchook et al.
· 2018
[cited by applicant]
AU 199963469B2
· 2000
[cited by applicant]
AU 2002364437A1
· 2003
[cited by applicant]
AU 764016
· 2003
[cited by applicant]
AU 2008246274B2
· 2008
[cited by applicant]
CN 1290911C
· 2006
[cited by applicant]
CN 101605537A
· 2009
[cited by applicant]
DE 4416003A1
· 1995
[cited by applicant]
DE 19811900A1
· 1999
[cited by applicant]
DE 202011100767U1
· 2011
[cited by applicant]
EP 0281034A2
· 1988
[cited by applicant]
EP 0462388A2
· 1991
[cited by applicant]
EP 0478326A1
· 1991
[cited by applicant]
EP 0581651A2
· 1994
[cited by applicant]
EP 0680753A2
· 1995
[cited by applicant]
EP 0934773A2
· 1999
[cited by applicant]
EP 0941761A2
· 1999
[cited by applicant]
EP 0972563A1
· 2000
[cited by applicant]
EP 1116516A1
· 2001
[cited by applicant]
EP 1511802B1
· 2005
[cited by applicant]
FR 2703927
· 1994
[cited by applicant]
FR 2774906A1
· 1999
[cited by applicant]
FR 2780901
· 2000
[cited by applicant]
FR 2833841
· 2003
[cited by applicant]
GB 1399344
· 1975
[cited by applicant]
GB 2088717A
· 1982
[cited by applicant]
GB 2416524A
· 2006
[cited by applicant]
JP A1113436
· 1989
[cited by applicant]
JP A02002867
· 1990
[cited by applicant]
JP 02417623
· 1990
[cited by applicant]
JP A240302
· 1990
[cited by applicant]
JP A02251240
· 1990
[cited by applicant]
JP A02292824
· 1990
[cited by applicant]
JP A3229634
· 1991
[cited by applicant]
JP A03243663
· 1991
[cited by applicant]
JP A05043208
· 1993
[cited by applicant]
JP A07173452
· 1995
[cited by applicant]
JP A09110463
· 1997
[cited by applicant]
JP A09235217
· 1997
[cited by applicant]
JP A2003534249
· 2003
[cited by applicant]
JP A2005513146
· 2005
[cited by applicant]
JP A2005528152
· 2005
[cited by applicant]
JP A2005529636
· 2005
[cited by applicant]
RU 98105780A
· 1999
[cited by applicant]
RU 2314093C2
· 2008
[cited by applicant]
WO WO9404260
· 1994
[cited by applicant]
WO WO9404261
· 1994
[cited by applicant]
WO WO9707676A1
· 1997
[cited by applicant]
WO WO9732561
· 1997
[cited by applicant]
WO WO9740106
· 1997
[cited by applicant]
WO WO9745367
· 1997
[cited by applicant]
WO WO9815183A1
· 1998
[cited by applicant]
WO WO9831333A1
· 1998
[cited by applicant]
WO WO9903450
· 1999
[cited by applicant]
WO WO9947253
· 1999
[cited by applicant]
WO WO0009652A2
· 2000
[cited by applicant]
WO WO0025761A1
· 2000
[cited by applicant]
WO WO0025908
· 2000
[cited by applicant]
WO WO0047236
· 2000
[cited by applicant]
WO WO0071084A1
· 2000
[cited by applicant]
WO WO0072806A2
· 2000
[cited by applicant]
WO WO0112221A1
· 2001
[cited by applicant]
WO WO0113924A1
· 2001
[cited by applicant]
WO WO0158451A1
· 2001
[cited by applicant]
WO WO0180823A2
· 2001
[cited by applicant]
WO WO02085113A1
· 2002
[cited by applicant]
WO WO03003497A
· 2003
[cited by applicant]
WO WO03034973A1
· 2003
[cited by applicant]
WO WO03039510A1
· 2003
[cited by applicant]
WO WO2003034979A2
· 2003
[cited by applicant]
WO WO03066209A1
· 2003
[cited by applicant]
WO WO03086419A
· 2003
[cited by applicant]
WO WO03099295A
· 2003
[cited by applicant]
WO WO03104319A1
· 2003
[cited by applicant]
WO WO2004064769A2
· 2004
[cited by applicant]
WO WO2004064803
· 2004
[cited by applicant]
WO WO2004069135A2
· 2004
[cited by applicant]
WO WO2004069216A1
· 2004
[cited by applicant]
WO WO2004081222A2
· 2004
[cited by applicant]
WO WO2005009604A1
· 2005
[cited by applicant]
WO WO2007000316A1
· 2007
[cited by applicant]
WO 2007015243A2
· 2007
[cited by applicant]
WO WO2007015243
· 2007
[cited by applicant]
WO WO2007036939A2
· 2007
[cited by applicant]
WO WO2008002637A2
· 2008
[cited by applicant]
WO WO2008057411A1
· 2008
[cited by applicant]
WO WO2008065306A1
· 2008
[cited by applicant]
WO WO2008093346A2
· 2008
[cited by applicant]
WO WO2008093347A2
· 2008
[cited by applicant]
WO WO2009148584A1
· 2009
[cited by applicant]
WO WO2010013250A1
· 2010
[cited by applicant]
WO WO2011049547A1
· 2011
[cited by applicant]
WO 2012037000A1
· 2012
[cited by applicant]
Skapin et al. Journal of Colloid and Interface Science. 2004; 272: 90-98.
[cited by examiner]
Tjandra et al. Langmuir. 2006; 22: 1493-1499.
[cited by examiner]
He et al. Chem Mater. 2003; 15: 3308-3313.
[cited by examiner]
Bartlett et al. J Am Chem Soc. 1947; 69: 2299-2306. (Year: 1947).
[cited by examiner]
Villalobos et al., “Protective Silica Coatings on Zinc-Sulfide-Based Phosphor Particles”, Journal of the American Ceramic Society, 2002, vol. 85, No. 8, pp. 2128-2130.
[cited by applicant]
Wang et al., “Effect of Polyelectrolyte Dispersants on the Preparation of Silica-Coated Zinc Oxide Particles in Aqueous Media”, Journal of the American Ceramic Society, 2002, vol. 85, No. 8, pp. 1937-1940.
[cited by applicant]
Wilhelm et al., “On-line tracking of the coating of nanoscaled silica with titania nanoparticles via zeta-potential measurements”, Journal of Colloid and Interface Science, 2006, vol. 293, pp. 88-92.
[cited by applicant]
Makarova et al., “Adsorption and Encapsulation of Fluorescent Probes in Nanoparticles”, J. Phys. Chem. B, American Chemical Society, 1999, vol. 103, No. 43, pp. 9080-9084.
[cited by applicant]
Martindale, XP-002477043, 1999, pp. 1093-1095.
[cited by applicant]
Merikhi et al., “Adhesion of Colloidal SiO
[cited by applicant]
Mikrajuddin et al., “Stable photoluminescence of zinc oxide quantum dots in silica nanoparticles matrix prepared by the combined sol-gel and spray drying method”, Journal of Applied Physics, 2001, vol. 89, No. 11, pp. 6…
[cited by applicant]
Nakatsuka, “Surface Modification of Inorganic Pigments with Organic UV Absorbers”, Colloids and Surfaces, 1988/89, vol. 34, pp. 323-334.
[cited by applicant]
Hsu et al., “Paper Whiteners”, Journal of Colloid and Interface Science, 1993, vol. 156, Issue 1, pp. 56-65.
[cited by applicant]
Rottman et al., “Advanced Sunscreens: UV Absorbers Entrapped in Sol-Gel Glass Microcapsules”, 2002, vol. 23, pp. 268-270.
[cited by applicant]
Takeuchi et al., “Solid dispersion particles of tolbutamide prepared with fine silica particles by the spray-drying method”, Powder Technology, 2004, vol. 141, pp. 187-195.
[cited by applicant]
Tatapudy et al., “Benzyl Peroxide Microcapsules I. Preparation of Core Material”, Indian Drugs, 1995, vol. 32, No. 6, pp. 239-248.
[cited by applicant]
Hall et al., “Cocondensation of Organosilica Hybrid Shells on Nanoparticle Templates: A Direct Synthetic Route to Functionalized Core-Shell Colloids”, Langmuir, 2000, vol. 16, No. 3, pp. 1454-1456.
[cited by applicant]
Haq et al., “Preparation and properties of uniform coated inorganic colloidal particles 9. Titania on copper compounds”, Colloids and Surfaces A: Physicochemical and Engineering Aspects, 1993, vol. 81, pp. 153-159.
[cited by applicant]
Hench et al., “The Sol-Gel Process”, Chemical Reviews, 1990, vol. 90, No. 1, pp. 33-72.
[cited by applicant]
Iler, “Silica Gels”, 1979, pp. 510-533.
[cited by applicant]
Wenninger et al., “International Cosmetic Ingredient Dictionary and Handbook”, 2000, vol. 2, pp. 1140-1147.
[cited by applicant]
Kortesuo et al., “In vitro evaluation of sol-gel processed spray dried silica gel microspheres as carrier in controlled drug delivery”, International Journal of Pharmaceutics, 2000, vol. 200, pp. 223-229.
[cited by applicant]
Iskandar et al., “Control of the morphology of nanostructured particles prepared by the spray drying of a nanoparticle sol”, Journal of Colloid and Interface Science, 2003, vol. 265, pp. 296-303.
[cited by applicant]
Iskandar et al., “Preparation of microencapsulated powders by an aerosol spray method and their optical properties”, Advanced Powder Technol., 2003, vol. 14, No. 3, pp. 349-367.
[cited by applicant]
Jean et al., “Y
[cited by applicant]
Dun et al., “Layer-by-Layer Self-Assembly of Multilayer Zirconia Nanoparticles on Silica Spheres for HPLC Packings”, Analytical Chemistry, 2004, vol. 76, No. 17, pp. 5016-5023.
[cited by applicant]
Kortesuo et al., “Effect of synthesis parameters of the sol-gel-processed spray-dried silica gel microparticles on the release rate of dexmedetomidine”, Biomaterials, 2002, vol. 23, pp. 2795-2801.
[cited by applicant]
Yuan et al., “Organic Pigment Particles Coated with Colloidal Nano-Silica Particles via Layer-by-Layer Assembly”, Chem. Mater., 2005, vol. 17, No. 14, pp. 3587-3594.
[cited by applicant]
Kim et al., “Monodisperse hollow titania nanospheres prepared using a cationic colloidal template”, Journal of Colloid and Interface Science, 2006, vol. 304, No. 2, pp. 370-377.
[cited by applicant]
Van Bruggen, Preparation and Properties of Colloidal Core--Shell Rods with Adjustable Aspect Ratios, Langmuir, 1998, vol. 14, No. 9, pp. 2245-2255.
[cited by applicant]
Rottman et al., “Advanced Sunscreens: UV Absorbers Entrapped in Glass Microcapsules”, http://www.sol-gel.com, 2000, pp. 20-22.
[cited by applicant]
Lapidot et al., “Advanced Sunscreens: UV Absorbers Encapsulated in Sol-Gel Glass Microcapsules”, Journal of Sol-Gel Science and Technology, 2003, vol. 26, pp. 67-72.
[cited by applicant]
Aizawa et al., “Preparation of Spherical Hydrous Silica Oxide Particles under Acidic Condition via Sol-Gel Processing”, Journal of Sol-Gel Science and Technology, 2000, vol. 19, pp. 329-332.
[cited by applicant]
Brinker et al., “The Physics and Chemistry of Sol-Gel Processing”, Sol-Gel Science, 1990, pp. 562-563.
[cited by applicant]
Bugnon, “Surface treatment of pigments. Treatment with inorganic materials”, Progress in Organic Coatings, 1996, vol. 29 (1196), pp. 39-43.
[cited by applicant]
Bugosh, “Colloidal Alumina—The Chemistry and Morphology of Colloidal Boehmite”, Chemistry and Morphology of Colloidal Boehmite, 1961, vol. 65, pp. 1789-1793.
[cited by applicant]
Butler et al., “An emulsion method for producing fine, low density, high surface area silica powder from alkoxides”, Journal of Materials Science, 1996, vol. 31, pp. 1675-1680.
[cited by applicant]
Chung et al., “Aqueous Synthesis of Y
[cited by applicant]
Matijević et al., “Coating of Nanosize Silver Particles with Silica”, Journal of Colloid and Interface Science, 2000, vol. 221, Issue 1, pp. 133-136.
[cited by applicant]
“Environmental Protection Agency”, Federal Register, 2002, vol. 67, No. 94 and 40 CFR part 180, pp. 34616-34620.
[cited by applicant]
Luis M. Liz-Marzan et al., “Synthesis of Nanosized Gold-Silica Core-Shell Particles,” Langmuir, (1996), pp. 4329-4335, vol. 12.
[cited by applicant]
T.P.M. Beelen, et al., “The Role of Aging on the Formation of Porous Silica,” Preparation of Catalysts VI, (1995), pp. 33-48, Elsevier Science B.V.
[cited by applicant]
“Ludox TM-50 colloidal silica,” Sigma-Aldrich website: http://www.sigmaaaldrich.com/catalog/product/aldrich/420778?lang=en®ion=US, downloaded Sep. 7, 2012.
[cited by applicant]
Iler, Ralph K. Iler “The Chemistry of Silica, Solubility, Polymerization, Colloid and Surface Properties, and Biochemistry,” John Wiley & Sons, (1979), pp. 366-367.
[cited by applicant]
Zhu-Zhu Li et al., “Fabrication of Porous Hollow Silica Nanoparticles and Their Applications in Drug Release Control,” Journal of Controlled Release, (2004) vol. 98, pp. 245-254.
[cited by applicant]
U.S. Appl. No. 11/997,823, filed Sep. 9, 2008, by Toledano et al.
[cited by applicant]
Stöber process; obtained from Wikipedia on Jul. 17, 2013; http://en.wikipedia.org/wiki/St%C3%B6ber_process.
[cited by applicant]
Iler;
[cited by applicant]
U.S. Appl. No. 12/525,329, filed Sep. 25, 2009 by Toledano et al.
[cited by applicant]
U.S. Appl. No. 13/243,189, filed Sep. 23, 2011 by Lapidot et al.
[cited by applicant]
U.S. Appl. No. 13/495,701, filed Jun. 13, 2012 by Toledano et al.
[cited by applicant]
U.S. Appl. No. 90/011,440, filed Jan. 18, 2011 by Lapidot et al.
[cited by applicant]
Bashir et al.,
[cited by applicant]
Breneman et al., “Double-blind, randomized, vehicle-controlled clinical trial of once-daily benzoyl peroxide/clindamycin topical gel in the treatment of patients with moderate to severe rosacea,”
[cited by applicant]
Brinker et al.,
[cited by applicant]
Fireman et al., “A look at emerging delivery systems for topical drug products,”
[cited by applicant]
Leyden et al., “Comparison of the Efficacy and Safety of a Combination Topical Gel Formulation of Benzoyl Peroxide and Clindamycin with Benzoyl Peroxide, Clindamycin and Vehicle Gel in the Treatments of Acne Vulgaris,”
[cited by applicant]
Maibach, Howard, “Reduction of Skin Irritancy with Microsponge Topical Delivery,”
[cited by applicant]
Montes et al., “Topical Treatment of Acne Rosacea with Benzoyl Peroxide Acetone Gel,”
[cited by applicant]
Nokhodchi et al., “The Effect of Formulation Type on the Release of Benzoyl Peroxide from Microsponges,”
[cited by applicant]
Wester et al., “Controlled release of benzoyl peroxide from a porous microsphere polymeric system can reduce topical irritancy,”
[cited by applicant]
“Dimethyl Isosorbide,” Lotioncrafter website: http://www.lotioncrafter.com (2013).
[cited by applicant]
Yamasaki et al., “Increased serine protease activity and cathelicidin promotes skin inflammation in rosacea,”
[cited by applicant]
M.P.B. van Bruggen., “Preparation and Properties of Colloidal Core—Shell Rods with Adjustable Aspect Ratios” Langmuir, 14(19):2245-2255.
[cited by applicant]
Skapin et al “Preparation and coating of finely dispersed drugs 4. Loratadine and danazol” Journal of Colloid and Interface Science. 272:90-98 (2004).
[cited by applicant]
Luo, Mingsheng and Tianhui Gao “The Extra Pharmaceutical Necessities”, Sichuan Science and Technology Press, pp. 23-28, published on Mar. 31, 1993 (with English translation of relevant parts).
[cited by applicant]
Goldgar et al. “Treatment options for acne rosacea. American family physician” Sep. 1, 2009;80(5):461-8.
[cited by applicant]
Benzoyl Peroxide (“BPO”, Chem and Tech. Assess. 2004, 61st JECFA, 1-6, http://www.fao.org/fileadmin/templates/ gns/pdf/jecfa/cla/63/Benzoylperoxide.pdf).
[cited by applicant]
Culp et al. “Rosacea: a review” P & T: a peer-reviewed journal for formulary management. Jan. 2009;34(1):38.
[cited by applicant]
Del Rosso et al. “Consensus recommendations from the American Acne & Rosacea Society on the management of rosacea, part 2: a status report on topical agents” Cutis. Dec. 2013;92(6):277-84.
[cited by applicant]
Futamura et al. “A systematic review of Investigator Global Assessment (IGA) in atopic dermatitis (AD) trials: many options, no standards” Journal of the American Academy of Dermatology. Feb. 1, 2016;74(2):288-94.
[cited by applicant]
Korting et al. “Current topical and systemic approaches to treatment of rosacea” Journal of the European Academy of Dermatology and Venereology. Aug. 1, 2009;23(8):876-82.
[cited by applicant]
National Rosacea Society “All about Rosacea” downloaded Apr. 23, 2018 from: https://www.rosacea.org/patients/allaboutrosacea.php.
[cited by applicant]
National Rosacea Society “New Study Examines Differences Between Rosacea and Acne” downloaded Apr. 23, 2018 from: https://www.rosacea.org/weblog/new-study-examines-differences-between-rosacea-and-acne.
[cited by applicant]
National Rosacea Society 'Quick Links' downloaded Jun. 19, 2018 from: https://www.rosacea.org/.
[cited by applicant]
Picardo et al. “Acne and rosacea” Dermatology and therapy. Jan. 1, 2017:7(1):S43-S52 (Suppl 1).
[cited by applicant]
“Rosacea Causes & Treatment” downloaded Jun. 19, 2018 from: https://www.eruptingmind.com/rosacea-types-causes-treatments/.
[cited by applicant]
Schueller and Romanowski, eds Conditioning agents for hair and skin. CRC Press, 1999. Table of Contents only (1999).
[cited by applicant]
Van Zuuren et al. “Interventions for rosacea (Review)”. Cochrane Database of Systematic Reviews, 2017, 476 pp.
[cited by applicant]
Zhou et al. “Clinical characteristics and epidermal barrier function of papulopustular rosacea: A comparison study with acne vulgaris” Pakistan journal of medical sciences. 2016;32(6):1344.
[cited by applicant]
Date, A. A., Naik, B., & Nagarsenker, M. S. (2006). Novel drug delivery systems: potential in improving topical delivery of antiacne agents. Skin Pharmacology and Physiology, 19(1), 2-16.
[cited by applicant]
Büchel, G., Grün, M., Unger, K. K., Matsumoto, A., & Kazuo, T. (1998). Tailored syntheses of nanostructured silicas: control of particle morphology, particle size and pore size. Supramolecular Science, 5(3-4), 253-259.
[cited by applicant]
Huo, Q., Feng, J., Schuth, F., & Stucky, G. D. (1997). Preparation of hard mesoporous silica spheres. Chemistry of Materials, 9(1), 14-17.
[cited by applicant]
Nooney, R. I., Thirunavukkarasu, D., Chen, Y., Josephs, R., & Ostafin, A. E. (2002). Synthesis of nanoscale mesoporous silica spheres with controlled particle size. Chemistry of materials, 14(11), 4721-4728.
[cited by applicant]
Nooney, R. I., Thirunavukkarasu, D., Chen, Y., Josephs, R., & Ostafin, A. E. (2003). Self-assembly of mesoporous nanoscale silica/gold composites. Langmuir, 19(18), 7628-7637.
[cited by applicant]
Ozin, G. A. (1992). Nanochemistry: synthesis in diminishing dimensions. Advanced Materials, 4(10), 612-649.
[cited by applicant]
“Cutis Benzoyl Peroxide Rosacea Study Summary” downloaded from (http://www.rosacea-treatment-clinic.com.au/Benzoyl-Peroxide/Benzoyl-Peroxide-Acetone.html) (2010).
[cited by applicant]
Wenninger et al., “International Cosmetic Ingredient Dictionary and Handbook” Seventh Edition, vol. 2, pp. 1656-1662 (1997).
[cited by applicant]
Tissot et al., “Hybrid Latex Particles Coated with Silica” Macromolecules, 34:5737-5739 (2001).
[cited by applicant]
M.P.B. van Bruggen., “Preparation and Properties of Colloidal Core—Shell Rods with Adjustable Aspect Ratios” Langmuir, 14(19):2245-2255 (1998).
[cited by applicant]