Polymerisable composition and the use thereof
First Claim
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1. A composition, comprising:
- (a) at least one olefinic monomer (A),(b) at least one polymer prepared from at least one olefinic monomer,(c) an indicator dye to the basic structure of which an olefinic polymerisable group is covalently bonded directly or via a bridge group,(d) at least one diolefinic cross-linking agent; and
(e) an effective amount of a polymerisation initiator, characterized in that upon polymerisation of the composition a polymerisate is prepared in the form of an interpenetrating network.
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Abstract
The invention is directed to compositions containing at least one olefinic monomer, at least one polymer prepared form an olefinic monomer, an indicator dye to the basic structure of which an olefinic polymerisable group is covalently bonded directly or via a bridge group, at least one diolefinic cross-linking agent, and an effective amount of a polymerisation initiator; to polymerisates of the compositions, the polymerisates being in the form of interpenetrating networks; to membranes and unsupported films prepared from the polymerisates; to carrier materials coated with the compositions and polymerisates; to optical sensors prepared from the polymerisates; and to methods of determining ions and/or gases in solutions and/or blood.
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Citations
43 Claims
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1. A composition, comprising:
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(a) at least one olefinic monomer (A), (b) at least one polymer prepared from at least one olefinic monomer, (c) an indicator dye to the basic structure of which an olefinic polymerisable group is covalently bonded directly or via a bridge group, (d) at least one diolefinic cross-linking agent; and (e) an effective amount of a polymerisation initiator, characterized in that upon polymerisation of the composition a polymerisate is prepared in the form of an interpenetrating network. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41)
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14. A composition according to claim 13, wherein the hydrophobic substituent(s) is/are selected from C1 -C12 alkyl, C1 -C12 alkoxy, C1 -C12 haloalkyl, phenyl, halophenyl, C1 -C4 -alkylphenyl, C1 -C4 alkoxyphenyl, carboxylic acid ester groups having a total of from 2 to 20 carbon atoms, --CN, F and Cl.
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15. A composition according to claim 13, wherein in formula I R1 and R2 are hydrogen and R3 is hydrogen or methyl.
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16. A composition according to claim 13, wherein the hydrophilic radical is --OH, --O--(C2 -C12 alkylene)--OH, --C(O)--NH2, --C(O)--NH--(C2 -C12 alkylene)--OH, --C(O)--N--(C2 -C12 alkylene)2 --OH, --C(O)--NH--C1 -C12 alkyl, --C(O)--N--(C1 -C12 alkyl)2, pyrrolidonyl, --C(O)--NH--C1 -C12 alkylene-NH2, --C(O)--NH--C1 -C12 alkylene-NH--C1 -C6 alkyl, --C(O)--NH--C1 -C12 alkylene-N--(C1 -C6 alkyl)2, --C(O)--O--(C2 -C12 alkylene)-OH, or --C(O)--O--(C2 -C6 alkylene-O)1 to 12 --C2 -C6 alkylene-OH or --C(O)--NH--(C2 -C6 alkylene-O)1 to 12 --C2 -C6 alkylene-OH having the same or different alkylene-O-- radicals.
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17. A composition according to claim 1, wherein the component (b) polymer is prepared from the same monomer (A) as that used as monomer (A).
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18. A composition according to claim 1, wherein the component (b) polymer has a mean molecular weight of from 1000 to 1 000 000.
- 19. A composition according to claim 1, wherein the indicator dye is a dye of formula II
- space="preserve" listing-type="equation">R.sub.4 HC═
CR.sub.5 --(X).sub.q --dye (II)
wherein R4 is methyl and R5 is hydrogen, or R5 is methyl and R4 is hydrogen, q is 0 or 1, X is a bridge group, and dye is the monovalent radical of a dye indicator. - space="preserve" listing-type="equation">R.sub.4 HC═
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20. A composition according to claim 19, wherein R4 is hydrogen and R5 is hydrogen or methyl.
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21. A composition according to claim 19, wherein q is 1.
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22. A composition according to claim 19, wherein the bridge group X is --O--, --NH, --NH--C1 -C4 alkyl-, -C(O)-O-, -C(O)-NH-, -C(O)--NH--C1 -C4 alkyl-, --NH--(CO)--O--, --O--C(O)--NH--, --C(O)--O--C2 -C12 alkylene-O--C(O)--, --C(O)--NH--C2 -C2 -C12 alkylene-O--C(O)--, --C(O)--O--C2 -C12 alkylene-NH--C(O)--, --C(O)--NH--C2 -C12 alkylene-NH--C(O)--, --C(O)--NH--C2 -C12 alkylene-C(O)--NH--, --NH--C(O)--O--C2 -C12 alkylene-O--C(O)--, --C(O)--O--(C2 -C6 alkylene-O)1 to 12 --, --C(O)--O--(C2 -C6 alkylene-O) 1 to 12 --C2 -C6 alkylene-NH--, --C(O)--NH--(C2 -C6 alkylene-O)1 to 12 --C2 -C6 alkylene-NH-- or --C(O)--NH--((C2 -C6 alkylene-O)1 to 12 --CH2 --C(O)--NH--.
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23. A composition according to claim 1, wherein the cross-linking agent is selected from the group consisting of acrylic and methacrylic acid esters and amides of polyols and polyamines, divinyl benzene and bis(dimethylmaleinimidyl)alkylenes.
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24. A composition according to claim 1, wherein the polymerisation initiator is an organic azo compound, peroxo compound, peroxodisulfate or a photoinitiator that can be activated by radiation.
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25. A composition according to claim 1, which comprises a solvent.
- 26. A composition according to claim 3, wherein the hydrophobic monomers (A) or (B) correspond to formula I
- space="preserve" listing-type="equation">R.sub.1 R.sub.2 C═
CR.sub.3 --Y (III)
wherein R1, R2 and R3 are each independently of the other hydrogen or a hydrophobic substituent, and Y is a hydrophobic radical. - space="preserve" listing-type="equation">R.sub.1 R.sub.2 C═
- a layer of the composition according to claim 1 applied to at least one surface thereof, wherein the carrier material is suitable for use in the manufacture of optical sensors.
- a layer of a polymerisate prepared from the composition according to claim 1 applied to at least one surface thereof, wherein the polymerisate is in the form of an interpenetrating network.
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- a layer of a polymerisate prepared from the composition according to claim 1 applied to at least one surface thereof, wherein the polymerisate is in the form of an interpenetrating network.
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contacting the solution or blood with an optical sensor comprising a polymerisate prepared from the composition according to claim 1, under conditions effective to cause a change in absorption or emission in the form of a measurable signal, measuring the measurable signal; and determining the presence and/or ionic strength of the ions or gases in the solution or blood by comparing the measurable signal to calibrated standards.
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42. A transparent membrane, comprising:
a polymerisate of (a) at least one olefinic monomer (A), (b) at least one polymer prepared from at least one olefinic monomer, (c) an indicator dye to the basic structure of which an olefinic polymerisable group is covalently bonded directly or via a bridge group, (d) at least one diolefinic cross-linking agent; and (e) an effective amount of a polymerisation initiator, wherein the polymerisate is in the form of an interpenetrating network. - View Dependent Claims (43)
Specification
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Current AssigneeNovartis Corporation (Novartis Ag)
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Original AssigneeNovartis Ag
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InventorsRouilly, Marizel, Barnard, Steven
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Primary Examiner(s)Schofer, Joseph L.
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Assistant Examiner(s)Cheng, Wu C.
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Application NumberUS08/737,029Time in Patent Office783 DaysField of Search525/326.3, 525/326.1, 8/647, 428/441, 435/808US Class Current525/326.3CPC Class CodesC07D 311/78 Ring systems having three o...C07D 311/90 with hydrocarbon radicals, ...C08F 220/54 Amides , e.g. N,N-dimethyla...C08F 291/00 Macromolecular compounds ob...C09D 4/06 Organic non-macromolecular ...G01N 31/221 for investigating pH valueY10S 435/808 Optical sensing apparatusY10T 428/31645 Next to addition polymer fr...
