EP0413114A2
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EP
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Method for bonding an analyte-sensitive dye compound to an addition-cure silicone
Assignee: Puritan Bennett Corp
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Filing: 1990-06-25
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Granted: —
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Expires: 2010-06-25
Abstract
Abstract A method for covalently bonding an analyte sensitive dye compound to an addition-cure silicone is disclosed. The method includes a first step of functionalizing the dye compound to provide a linker arm with an isolated multiple bond. A second step includes hydrosilylating the functionalized dye with polymethylhydrosiloxane. The resulting compound is cross-linked with vinyl-terminated polysiloxane in a third and final step.
Inventors
- 👤 Georges Allen Divers Iii
- 👤 Henry K. Hui
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-03 21:04
CPC Classifications
G; G01; G01N; G01N31/00; G01N31/22; G01N31/223; G01N31/225; C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; C08; C08G; C08G77/00; C08G77/04; C08G77/38
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
51 words
A method for bonding an analyte-sensitive indicator substance to addition-cure silicone to form a sensor element comprising the steps of: functioning the analyte-sensitive indicator substance to obtain a linker arm with an isolated multiple bond; hydrosilyating the functionalized indicator substance with a polymethylhydrosiloxane; and cross-linking the resulting compound with vinyl-terminated polysiloxane.
Claim 2
Independent Claim
51 words
A method for bonding an analyte-sensitive indicator substance to addition-cure silicone to form a sensor element comprising the steps of: functioning the analyte-sensitive indicator substance to obtain a linker arm with an isolated multiple bond; hydrosilyating the functionalized indicator substance with a polymethylhydrosiloxane; and cross-linking the resulting compound with vinyl-terminated polysiloxane.
Claim 3
Dependent Claim
14 words
The method of Claim 1 wherein the indicator substance is a polynuclear aromatic compound.
Claim 4
Independent Claim
42 words
The method of Claims 1 or 2 wherein the polymethylhydrosiloxane has the following formula: where n is an integer of from 1 to 22, and R is independently selected from the group consisting essentially of H,CH₃, CH₂CH₂CF₃, CH₂(CH₂) n CH₃ and phenyl.
Claim 5
Independent Claim
22 words
The method of Claims 1 to 3 further comprising the step of: adding a catalyst to the compound during the cross-linking step.
Claim 6
Independent Claim
18 words
The method of any one of the preceding claims wherein the isolated multiple bond is a carbon-carbon bond.
Claim 7
Independent Claim
24 words
The method of Claims 1 to 4 wherein the isolated multiple bond is selected from a group comprised of carbon-oxygen, carbon-carbon, carbon-nitrogen and nitrogen-nitrogen.
Claim 8
Dependent Claim
22 words
The method of Claim 2 wherein the polynuclear aromatic compound is selected from a group comprised of perylene, benzoperylene, coronene and decacycline.
Claim 9
Dependent Claim
60 words
The method of Claim 1 wherein the indicator substance is benzoperylene and the functionalization step is comprised of the following steps: formulating the benzoperylene with dichloromethyl methyl ether in a Friedel-Crafts acylation reaction, reducing the formed aldehyde with LiAlH₄ to form methyl 1-benzoperylene alcohol, and treating the 1-benzoperylene methyl alcohol with 1-bromooctene in DMSO/NaOH to form 8-octenyl benzoperylene methyl ether.
Claim 10
Dependent Claim
59 words
The method of Claim 1 wherein the indicator substance is benzoperylene and the functionalization step is comprised of the following steps: adding butyl lithium/TMEDA to the benzoperylene in tetrahydrofuran at room temperature to generate benzoperylene carbanion; and quenching the benzoperylene carbanion with the species select from a group comprised of 3-propenyl bromide, 4-butenyl bromide, 6-hexenyl bromide and 8-octenyl bromide.
Claim 11
Dependent Claim
20 words
The method of Claim 1 wherein the indicator substance is selected from a group comprised of perylene, coronene and decacycline.
Claim 12
Independent Claim
21 words
The method of any one of the preceding Claims wherein the linker arm substance is a hydrocarbon chain, coronene and decacycline.
Claim 13
Independent Claim
16 words
The method of any one of the preceding Claims wherein the linker arm is a heteroatom.
Claim 14
Independent Claim
31 words
The method of any one of the preceding Claims wherein the functionalization step is performed by chemically adding a linker arm and an isolated multiple bond to the indicator substance molecule.
Claim 15
Independent Claim
19 words
The method of any one of the preceding Claims wherein the Si-H component of the polymethylhydrosiloxane can be varied.
Claim 16
Independent Claim
14 words
The method of any one of the preceding Claims wherein the analyte is oxygen.
Claim 17
Dependent Claim
12 words
A sensor element manufactured in accordance with the method of Claim 1.
References Cited (Backward Citations)
No citation records indexed.
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