TOPICAL PROTECTIVE POLYMERIZED NANOPARTICLES IN AN ACTIVE OR BIOACTIVE ARRAY, METHODS FOR PREPARING SAME AND USES THEREOF
원문보기
IPC분류정보
국가/구분
United States(US) Patent
공개
국제특허분류(IPC7판)
A61K-008/81
A61Q-017/00
C08F-008/42
A61K-008/02
출원번호
US-0769327
(2014-02-21)
공개번호
US-0374610
(2015-12-31)
우선권정보
FR-13/00396 (2013-02-21)
국제출원번호
PCT/FR2014/000043
(2014-02-21)
발명자
/ 주소
Guittard, Frédéric
Amigoni, Sonia
Taffin de Givenchy, Elisabeth
Zenerino, Arnaud
Josse, Denis
출원인 / 주소
CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
인용정보
피인용 횟수 :
0인용 특허 :
0
초록▼
The invention concerns a compound formed by functionalised micro- or nanoparticles covalently associated with rheology-modifying polymers. The invention is characterised in that the functionalised micro- or nanoparticles are functionalised inorganic or metal oxide micro- or nanoparticles, in particu
The invention concerns a compound formed by functionalised micro- or nanoparticles covalently associated with rheology-modifying polymers. The invention is characterised in that the functionalised micro- or nanoparticles are functionalised inorganic or metal oxide micro- or nanoparticles, in particular aluminium oxide (Al2O3), copper oxide (CuO), iron oxide (Fe3O4 or γ-Fe2O3), magnesium oxide (MgO), silica (SiO2), titanium dioxide (TiO2) or zinc oxide (ZnO), having a nominal diameter of between 1 and 1500 nm; and in that the rheology-modifying or -adapting polymers are chosen from non-associative polymers or associative polymers. The invention applies to protection or decontamination of the skin.
대표청구항▼
1. A compound comprising functionalized micro- or nanoparticles, covalently associated with rheology-modifying or -adapting polymers, wherein: the functionalized micro- or nanoparticles are functionalized inorganic or metal oxide micro- or nanoparticles, the micro- or nanoparticles having a nominal
1. A compound comprising functionalized micro- or nanoparticles, covalently associated with rheology-modifying or -adapting polymers, wherein: the functionalized micro- or nanoparticles are functionalized inorganic or metal oxide micro- or nanoparticles, the micro- or nanoparticles having a nominal diameter of between 1 and 1500 nm; andthe rheology-modifying or -adapting polymers are chosen from non-associative polymers or associative polymers. 2. The compound according to claim 1, wherein the micro- or nanoparticles are amine functionalized micro- or nanoparticles of inorganic or metal oxide. 3. The compound according to claim 2, wherein the amine functionalized micro- or nanoparticles are amine functionalized micro- or nanoparticles of silica (SiO2) or titanium dioxide (TiO2). 4. The compound according to claim 1, wherein the amine functionalized micro- or nanoparticles have an amine function content between 0.1 and 10 meq/g of micro- or nanoparticles. 5. The compound according to claim 3, wherein the amine functionalized micro- or nanoparticles of silica (SiO2) or of titanium oxide (TiO2) are nanoparticles, wherein the mean nominal diameter is between 5 and 500 nm and between 1 and 300 nm, respectively. 6. The compound according to claim 1, wherein the rheology-modifying or adapting polymers are selected from the group consisting of: (i) alkali-swellable emulsion non-associative polymers comprising a hydrocarbon chain (ASE-H), the ASE-H non-associative polymers having the following general formula (I): wherein: R1 and R2 represent a hydrogen atom or a methyl group —CH3;R3 represents [Q]d1-(CH2)n—H wherein n is between 1 and 30, d1 corresponds to 0 or 1, and Q corresponds to —C(O)—O or —C(O)—NH—;orR3 represents [Q]d2-α, wherein: d2 corresponds to 0 or 1;Q corresponds to —C(O)—O or —C(O)—NH—; andα corresponds to —C(CH3)3; —CH(CH3)2; —C(CH3)2—CH2—C(CH3)3; —CN; —CH2CH2—N+(CH3)2(CH2CO2−); —CH2CH2—NH—C(CH3)3; —CH2CH2—N(CH3)2; pyrrolidinone; caprolactam;and wherein the values a and b are integers, identical or different, greater than 1;(ii) alkali-swellable emulsion non-associative polymers comprising a fluorocarbon chain (ASE-F), the ASE-F non-associate polymers having the following general formula (II): wherein: R1, R2 and R4 represent a hydrogen atom or a methyl group —CH3;R3 represents [Q]d1-(CH2)n—H wherein n is between 1 and 30, d1 corresponds to 0 or 1, and Q corresponds to —C(O)—O or —C(O)—NH—;orR3 represents [Q]d2-α, wherein: d2 corresponds to 0 or 1;Q corresponds to —C(O)—O or —C(O)—NH—; andα corresponds to —C(CH3)3; —CH(CH3)2; —C(CH3)2—CH2—C(CH3)3; —CN; —CH2CH2—N+(CH3)2(CH2CO2−); —CH2CH2—NH—C(CH3)3; —CH2CH2—N(CH3)2; pyrrolidinone; caprolactam;R3′ represents [Q]d1-(CH2)n—(CX2)pX wherein n is between 1 and 30, d1 corresponds to 0 or 1, Q corresponds to —C(O)—O or —C(O)—NH—, X is a fluorine atom F and p is between 1 and 12; and wherein the values a and c are integers, identical or different, greater than 1 and b is greater than or equal to 0; and (iii) macromeric hydrophobically modified alkali-swellable emulsion (HASE) associative polymers having a hydrocarbon chain (HASE-H-RH or HASE-F-RH) or a fluorocarbon chain (HASE-F-RF) complying with the following general formula (III): wherein: R1, R2 and R6 represent a hydrogen atom or a methyl group;R5 represents [Q]d1-(CH2)n—(CX2)pX wherein n is between 1 and 30, d1 corresponds to 0 or 1, Q corresponds to —C(O)—O or —C(O)—NH—; and:if X is a hydrogen atom, then p is equal to 0;if X is a fluorine atom, then p is between 1 and 12;orR5 represents [Q]d2-α, wherein: d2 corresponds to 0 or 1;Q corresponds to —C(O)—O or —C(O)—NH—; andα corresponds to —C(CH3)3; —CH(CH3)2; —C(CH3)2—CH2—C(CH3)3; —CN; —CH2CH2—N+(CH3)2(CH2CO2−); —CH2CH2—NH—C(CH3)3; —CH2CH2—N(CH3)2; pyrrolidinone; caprolactam;R7 represents [Q′]d3-(OCH2CH2)q-[Q]d4-(CH2)n(CX2)pX wherein Q′ corresponds to —CH2, C(O), O—C(O) or —NH—C(O), n is between 1 and 30, q is between 1 and 150, d3 and d4 correspond to 0 and/or 1, Q″ corresponds to —O—C(O) or —NH—C(O); and: if X is a hydrogen atom, then p is equal to 0;if X is a fluorine atom, then p is between 1 and 12;and wherein the values a and c are integers, identical or different, greater than or equal to 1 and b is greater than or equal to 0. 7. The compound according to claim 6, wherein the rheology-modifying or adapting polymers are selected from the group consisting of: ASE-H;ASE-F;HASE-H-RH4;HASE-H-RH6;HASE-H-RH8;HASE-F-RH4;HASE-F-RH6;HASE-F-RH8;HASE-F-RF4;HASE-F-RF6; andHASE-F-RF8. 8. The compound according to claim 6, wherein the rheology-modifying or -adapting polymers are associative polymers, and wherein a molar percentage of macromonomers or macromers is 3 and 50% of the polymer. 9. A protective topical agent comprising a compound according to claim 1, in a pharmaceutically and/or cosmetically acceptable medium. 10. A topical agent according to claim 9, further comprising at least one of (i) one or a plurality of detoxifying agents and (ii) one or a plurality of additional polymers. 11. Compound A medicinal product comprising the compound according to claim 1. 12. A method of preventing skin irritations or allergies, comprising administering the compound according to claim 1. 13. A method of protecting or decontaminating skin due to biological or chemical hazard agents, comprising administering the compound according to claim 1. 14. A method of protecting skin against toxic agents of organophosphate compound (OPC) family or against vesicant agents, comprising administering the compound according to claim 1. 15. A method for synthesizing a compound according to claim 1, comprising steps for: mixing a coupling agent with a catalyst;adding the mixture obtained to a solution of rheology-modifying or adapting polymers chosen from non-associative or associative polymers, in water;stirring the reaction mixture;adding functionalized micro- or nanoparticles of aluminum oxide (Al2O3), magnesium oxide (MgO), silica (SiO2), titanium dioxide (TiO2), zinc oxide (ZnO) or copper oxide (CuO) the micro- or nanoparticles having a nominal diameter between 5 and 1500 nm, and having been previously dispersed in aqueous phase in the reaction mixture;purifying the reaction mixture by dialysis; andretrieving the compound comprising one or a plurality of amine functionalized micro- or nanoparticles covalently associated with one or a plurality of rheology-modifying polymers. 16. The method according to claim 15, wherein the coupling agent is N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC), and the catalyst is N-hydroxysuccinimide (NHS). 17. A polymer selected from the group consisting of: (i) compounds complying with the following general formula (I): wherein: R1 and R2 represent a hydrogen atom or a methyl group —CH3;R3 represents [Q]d1-(CH2)n—H wherein n is between 1 and 30, d1 corresponds to 0 or 1, and Q corresponds to —C(O)—O or —C(O)—NH—;orR3 represents [Q]d2-α, wherein: d2 corresponds to 0 or 1;Q corresponds to —C(O)—O or —C(O)—NH—; andα corresponds to —C(CH3)3; —CH(CH3)2; —C(CH3)2—CH2—C(CH3)3; —CN; —CH2CH2—N+(CH3)2(CH2CO2−); —CH2CH2—NH—C(CH3)3; —CH2CH2—N(CH3)2; pyrrolidinone; caprolactam; and wherein the values a and b are integers, identical or different, greater than 1; (ii) compounds complying with the following formula (II): wherein: R1, R2 and R4 represent a hydrogen atom or a methyl group —CH3;R3 represents [Q]d1-(CH2)n—H wherein n is between 1 and 30, d1 corresponds to 0 or 1,and Q corresponds to —C(O)—O or —C(O)—NH—;orR3 represents [Q]d2-α, wherein: d2 corresponds to 0 or 1;Q corresponds to —C(O)—O or —C(O)—NH—; andα corresponds to —C(CH3)3; —CH(CH3)2; —C(CH3)2—CH2—C(CH3)3; —CN; —CH2CH2—N+(CH3)2(CH2CO2−); —CH2CH2—NH—C(CH3)3; —CH2CH2—N(CH3)2; pyrrolidinone; caprolactam;R3′ represents [Q]d1-(CH2)n—(CX2)pX wherein n is between 1 and 30, d1 corresponds to 0 or 1, Q corresponds to —C(O)—O or —C(O)—NH—, X is a fluorine atom F and p is between 1 and 12; and wherein the values a and c are integers, identical or different, greater than 1 and b is greater than or equal to 0; and (iii) compounds complying with the following formula (III): wherein: R1, R2 and R6 represent a hydrogen atom or a methyl group;R5 represents [Q]d1-(CH2)n—(CX2)pX wherein n is between 1 and 30, d1 corresponds to 0 or 1, Q corresponds to —C(O)—O or —C(O)—NH—; and:if X is a hydrogen atom, then p is equal to 0;if X is a fluorine atom, then p is between 1 and 12;orR5 represents [Q]d2-α, wherein: d2 corresponds to 0 or 1;Q corresponds to —C(O)—O or —C(O)—NH—; andα corresponds to —C(CH3)3; —CH(CH3)2; —C(CH3)2—CH2—C(CH3)3; —CN; —CH2CH2—N+(CH3)2(CH2CO2−); —CH2CH2—NH—C(CH3)3; —CH2CH2—N(CH3)2; pyrrolidinone; caprolactam;R7 represents -[Q′]d3-(OCH2CH2)q-[Q′]d4-(CH2)n(CX2)pX wherein Q′ corresponds to —CH2, C(O), O—C(O) or —NH—C(O), n is between 1 and 30, q is between 1 and 150, d3 and d4 correspond to 0 and/or 1, Q″ corresponds to —O—C(O) or —NH—C(O); and:if X is a hydrogen atom, then p is equal to 0;if X is a fluorine atom, then p is between 1 and 12;and wherein the values a and c are integers, identical or different, greater than or equal to 1 and b is greater than or equal to 0. 18. The compound according to claim 1, wherein the functionalized inorganic or metal oxide micro- or nanoparticles are selected from the group consisting of aluminum oxide (Al2O3), copper oxide (CuO), iron oxide (Fe3O4 or γ-Fe2O3), magnesium oxide (MgO), silica (SiO2), titanium dioxide (TiO2) and zinc oxide (ZnO). 19. The compound according to claim 2, wherein the micro- or nanoparticles are amine functionalized micro- or nanoparticles of inorganic or metal oxide selected from the group consisting of aluminum oxide (Al2O3), copper oxide (CuO), iron oxide (Fe3O4 or γ-Fe2O3), magnesium oxide (MgO), silica (SiO2), titanium dioxide (TiO2) and zinc oxide (ZnO). 20. The compound according to claim 4, wherein the amine functionalized micro- or nanoparticles of silica (SiO2) or of titanium oxide (TiO2) are nanoparticles, wherein the mean nominal diameter is between 5 and 500 nm and between 1 and 300 nm, respectively.
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