ES2593615T3 - Prepolímeros anfifílicos de polisiloxano y usos de los mismos - Google Patents
Prepolímeros anfifílicos de polisiloxano y usos de los mismos Download PDFInfo
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- ES2593615T3 ES2593615T3 ES11813221.6T ES11813221T ES2593615T3 ES 2593615 T3 ES2593615 T3 ES 2593615T3 ES 11813221 T ES11813221 T ES 11813221T ES 2593615 T3 ES2593615 T3 ES 2593615T3
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/068—Polysiloxanes
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/458—Block-or graft-polymers containing polysiloxane sequences containing polyurethane sequences
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/12—Optical coatings produced by application to, or surface treatment of, optical elements by surface treatment, e.g. by irradiation
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
- G02C7/04—Contact lenses for the eyes
-
- 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
- C08G2210/00—Compositions for preparing hydrogels
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
Abstract
Un prepolímero anfifílico ramificado, que comprende: de 5% a 75%, preferiblemente de 10% a 65%, más preferiblemente de 15% a 55%, incluso más preferiblemente de 20% a 45%, en peso de unidades monoméricas hidrofílicas derivadas de por lo menos un monómero vinílico hidrofílico, que puede ser polimerizado para formar un homopolímero que es soluble en agua o puede absorber por lo menos 10 % en peso de agua; de 1% a 85%, preferiblemente de 2.5% a 75%, más preferiblemente de 5% a 65%, en peso de unidades de entrecruzamiento de polisiloxano derivadas de por lo menos un agente que entrecruza polisiloxano, que tiene dos o más grupos terminales etilénicamente insaturados; de 2% a 48%, preferiblemente de 3% a 38%, más preferiblemente de 4% a 28%, en peso de cadenas colgantes de polisiloxano cada una de las cuales está terminada con un grupo etilénicamente insaturado; y de 0.25% a 5%, preferiblemente de 0.5% a 4%, más preferiblemente de 0.75% a 3%, incluso más preferiblemente de 1% a 2%, en peso de unidades de transferencia de cadena derivadas de un agente de transferencia de cadena diferente a un agente RAFT.
Description
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formación del artículo, en el cual (1) se aplica un recubrimiento a la superficie del artículo, (2) se adsorben especies químicas sobre la superficie del artículo, (3) se altera la naturaleza química (por ejemplo carga electrostática) de grupos químicos sobre la superficie del artículo, o (4) se modifican por otra vía las propiedades superficiales del artículo. Ejemplos de procesos de tratamiento superficial incluyen, pero no están limitados a, un tratamiento superficial con energía (por ejemplo una plasma, una carga eléctrica estática, irradiación, u otra fuente de energía), tratamientos químicos, el injerto del monómeros vinílicos hidrofílicos o macrómeros sobre la superficie de un artículo, proceso de recubrimiento por transferencia de molde divulgado en el documento No. 6,719,929, la incorporación de agentes humectantes dentro de una formulación de lente para hacer lentes de contacto propuestos en los documentos números 6,367,929 y 6,822,016, recubrimiento por transferencia de molde reforzado divulgado en el documento No. 60/811,949, y un recubrimiento hidrofílico compuesto por unión covalente o deposición física de una o más capas de uno o más polímeros hidrofílicos sobre la superficie del lente de contacto.
"Tratamiento superficial después del curado", en referencia a un material de hidrogel de silicona o un lente de contacto suave, indica un proceso de tratamiento superficial que es ejecutado después de la formación (curado) del material de hidrogel o el lente de contacto suave en un molde.
Una "superficie hidrofílica" en referencia a un material de hidrogel de silicona o un lente de contacto, indica que el material de hidrogel de silicona o el lente de contacto tiene un carácter hidrofílico superficial caracterizado por exhibir un ángulo de contacto de agua en promedio de 90 grados o menos, preferiblemente 80 grados o menos, más preferiblemente 70 grados o menos, más preferiblemente 60 grados o menos.
Un "ángulo promedio de contacto" se refiere a un ángulo de contacto con agua (ángulo medido por Gota Sessile), que es obtenido tomando el promedio de mediciones de por lo menos 3 lentes de contacto individuales.
Un "agente antimicrobiano", como se usa aquí, se refiere a una sustancia química que es capaz de reducir o eliminar o inhibir el crecimiento de microorganismos, tal como es conocido el término en la técnica. Ejemplos preferidos de agentes antimicrobianos incluyen sin limitación sales de plata, complejos de plata, nanopartículas de plata, y zeolitas que contienen plata.
"Nanopartículas de plata" se refiere a partículas que son hechas esencialmente de plata metálica y tienen un tamaño inferior a 1 micrómetro.
La "permeabilidad al oxígeno" intrínseca, Dk, de una material es la velocidad a la cual el oxígeno pasará a través de un material. De acuerdo con la invención, el término "permeabilidad al oxígeno (Dk)" en referencia a un lente de contacto indica una permeabilidad aparente al oxígeno que es medida con una muestra (película o lente) que tiene un espesor promedio sobre el área que es medida, de acuerdo a un método conocido. Convencionalmente, la permeabilidad al oxígeno es expresada en unidades de barrera, donde "barrera" está definido como [(cm3 de oxígeno)(mm) / (cm2 )(seg)(mm Hg)] x 10-10 .
La "capacidad para transmitir oxígeno", Dk/t, de un lente o material es la velocidad a la cual el oxígeno pasará a través de un lente o materia específico, con un espesor promedio t [en unidades de mm] sobre el área que están en medición. La capacidad para transmitir oxígeno es expresada convencionalmente en unidades de barrers/mm, donde "barrers/mm" está definido como [(cm3 de oxígeno) / (cm2 )(seg)(mm Hg)] x 10-9 .
La "permeabilidad iónica" a través de un lente tiene correlación con el Coeficiente de Difusión lonoflux. El Coeficiente de Difusión lonoflux, D (en unidades de [mm2/min]), es determinado aplicando la ley de Fick como sigue:
donde n’ = velocidad de transporte iónico [mol/min]; A = área de lente expuesto [mm2]; dc = diferencia de concentración [mol/L]; dx = espesor del lente [mm].
En general, la invención está dirigida a una clase de prepolímero anfifílico ramificado de polisiloxano de la invención, un método para hacer un prepolímero anfifílico ramificado de polisiloxano de la invención, un método para hacer lentes de contacto de hidrogel de silicona a partir de un prepolímero de la invención, y lentes de contacto de hidrogel de silicona preparados a partir de un prepolímero de la invención.
En el primer aspecto, la invención suministra un prepolímero anfifílico ramificado de polisiloxano adecuado para hacer lentes de contacto de hidrogel de silicona de acuerdo con la Lightstream Technology™. El prepolímero de polisiloxano de la invención comprende (1) de 5% a 75%, preferiblemente de 10% a 65%, más preferiblemente de 15% a 55%, incluso más preferiblemente de 20% a 45%, en peso de unidades monoméricas hidrofílicas derivadas de por lo menos un monómero vinílico hidrofílico, (2) de 1% a 85%, preferiblemente de 2.5% a 75%, más preferiblemente de 5% a 65%, en peso de unidades de entrecruzamiento de polisiloxano derivadas de por lo menos un agente que entrecruza de polisiloxano que tiene dos o más grupos etilénicamente insaturados terminales, (3) de
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ramificado, un radical divalente de
en el cual q es un entero de 1 a 5 y alqu y alqu’ independientemente uno de otro son un radical alquileno divalente C1-C6, o un radical divalente de -R’1-X1-E-X2-R’2-en el cual R’1 y R’2 son independientemente uno de otro un enlace directo, un radical alquileno divalente C1-C10 lineal o ramificado, o un radical divalente de
como se definió arriba, X1 y X2 independientemente uno de otro son un enlace seleccionado del grupo consistente en -O
en las cuales R’ es H o alquilo C1-C8, E es un diradical alquilo, un diradical cicloalquilo, un diradical alquilcicloalquilo, un diradical alquilarilo, o un diradical arilo con hasta 40 átomos de carbono que pueden tener 15 enlaces éter, tio, o amina en la cadena principal; PDMS es un radical divalente de polisiloxano de formula (3)
en la cual v es 0 o 1, ω es un entero de 0 a 5, U1 y U2 representan independientemente uno de otro un radical divalente de -R’1-X1-E-X2-R’2-como se definió arriba o un radical divalente de
20 como se definió arriba, D1, D2 y D3 son independientemente uno de otro un radical divalente seleccionado del grupo consistente en -(CH2CH2O)t-CH2CH2-en el cual t es un entero de 3 a 40, -CF2-(OCF2)a-(OCF2CF2)b-OCF2-en el cual a y b son independientemente uno de otro un entero de 0 a 10 siempre que a+b sea un número en el intervalo de 10 a 30, y un grupo divalente de la fórmula (4)
25 en la cual R3, R4, R5, R6, R7, R8, R9, y R10, independientemente uno de otro, son alquilo C1-C10, aminoalquilo C1-C10, hidroxialquilo C1-C10, éter C1-C10, fenilo sustituido con alquilo C1-C4 o con alcoxi C1-C4, fluoroalquilo C1-C10, fluoroéter C1-C10, radical arilo C6-C18, ciano(alquilo C1-C12), -alqu-(OCH2CH2)n-OR11, en el cual alqu es un radical alquileno divalente C1-C6, R11 es hidrógeno o alquilo C1-C6, y n es un entero de 1 a 10; m y p independientemente uno de otro son un entero de 0 a 350 y (m+p) es de 1 a 700, con la condición de que por lo menos uno de D1, D2 y
30 D3 están representados por la fórmula (3);
CR es un radical orgánico multivalente que tiene una valencia de a1;
a1 es un entero de 3, 4 o 5; y
FG es seleccionado del grupo consistente en grupo amino (-NHR como se definió arriba), grupo hidroxilo, grupo ácido carboxílico, grupos haluro de ácido (-COX, X= Cl, Br, o I), grupo anhidrato ácido, grupo aldehído, grupo
35 azlactona, grupo isocianato, grupo epoxi, grupo aziridina, grupos tiol (-SH), y amida (-CONH2).
Preferiblemente, en las fórmulas (1) o (2), PDMS es un radical polisiloxano divalente de la fórmula (3) en la cual: v
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Claims (1)
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imagen1 imagen2 imagen3 imagen4 imagen5
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US36910910P | 2010-07-30 | 2010-07-30 | |
US369109P | 2010-07-30 | ||
PCT/US2011/045809 WO2012016097A2 (en) | 2010-07-30 | 2011-07-29 | Amphiphilic polysiloxane prepolymers and uses thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2593615T3 true ES2593615T3 (es) | 2016-12-12 |
Family
ID=45527357
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES11813221.6T Active ES2593615T3 (es) | 2010-07-30 | 2011-07-29 | Prepolímeros anfifílicos de polisiloxano y usos de los mismos |
Country Status (20)
Country | Link |
---|---|
US (3) | US8557940B2 (es) |
EP (1) | EP2598937B1 (es) |
JP (1) | JP5784119B2 (es) |
KR (3) | KR101423010B1 (es) |
CN (2) | CN103380153B (es) |
AU (1) | AU2011282603B2 (es) |
BR (1) | BR112013002154A2 (es) |
CA (1) | CA2802486C (es) |
DK (1) | DK2598937T3 (es) |
ES (1) | ES2593615T3 (es) |
HK (2) | HK1189011A1 (es) |
MX (1) | MX349540B (es) |
MY (2) | MY170025A (es) |
NZ (2) | NZ621745A (es) |
PL (1) | PL2598937T3 (es) |
PT (1) | PT2598937T (es) |
RU (1) | RU2576622C2 (es) |
SG (1) | SG187632A1 (es) |
TW (2) | TWI573818B (es) |
WO (1) | WO2012016097A2 (es) |
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