Analyte sensors with ethylene oxide immunity
View Patent ↗Analyte sensors capable of undergoing sterilization with ethylene oxide are provided. The analyte sensors can include one or more polymer membranes having a nucleophilic group.
1. An analyte sensor comprising:
a polymer membrane comprising (meth)acrylate-derived units having a negatively charged nucleophilic group; and
an analyte sensing component embedded in the polymer membrane,
wherein the analyte sensor has been sterilized with ethylene oxide, and
wherein the negatively charged nucleophilic group is —S − , —N(R′)C(O)O − , —S(O)(R′) − , —S(O)O − , —P(O)(OR′)O − , —P(O)(R′)O − , —P(O)(NR′ 2 )O − , —P(O)(NR′ 2 )(NR′) − , —P(O)(R′)(NR′) − , —P(O)(OR′)(NR′) − , —OP(O)(OR′)O − , —OP(O)(R′)O − , OP(O)(NR′ 2 )O − , —OP(O)(NR′ 2 )(NR′) − , —OP(O)(R′)(NR′) − , —OP(O)(OR′)(NR′) − , —P(O)O 2 2− , —P(O)(NR′) 2 2− , —OP(O)O 2 2− , —OP(O)(NR′) 2 2− or a salt thereof, wherein R′ is hydrogen or —C 1 -C 12 alkyl.
2. The analyte sensor of claim 1 , wherein the analyte sensor has been sterilized with ethylene oxide in an atmosphere of about 20% to about 80% humidity.
3. The analyte sensor of claim 1 , wherein the analyte sensor has been sterilized with ethylene oxide in an atmosphere of below 20% humidity and at an ethylene oxide concentration between about 200 mg/L and about 500 mg/L.
4. The analyte sensor of claim 1 , wherein the analyte sensor has been sterilized with ethylene oxide in an atmosphere of above 80% humidity and at an ethylene oxide concentration between about 500 mg/L and about 1,000 mg/L.
5. The analyte sensor of claim 1 , wherein the analyte sensor has been sterilized with ethylene oxide at a temperature between about 20° C. and about 70° C.
6. The analyte sensor of claim 1 , wherein the negatively charged nucleophilic group is a component of a salt.
7. The analyte sensor of claim 1 , wherein the (meth)acrylate-derived unit has the structure of formula (III):
wherein
L is a bond, C 1 -C 6 alkyl, —Y—C 1 -C 6 alkyl or a hydrophilic group, wherein Y is —O—, —NR′— or —S—, and R′ is hydrogen or —C 1 -C 12 alkyl; and
R n is the negatively charged nucleophilic group.
8. A method for sterilizing an analyte sensor, comprising:
contacting the analyte sensor with ethylene oxide,
wherein the analyte sensor comprises:
a polymer membrane comprising (meth)acrylate-derived units having a negatively charged nucleophilic group; and
an analyte sensing component embedded in the polymer membrane,
wherein the negatively charged nucleophilic group is —S − , —N(R′)C(O)O − , —S(O)(R′) − , —S(O)O − , —P(O)(OR′)O − , —P(O)(R′)O − , —P(O)(NR′ 2 )O − , —P(O)(NR′ 2 )(NR′) − , —P(O)(R′)(NR′) − , —P(O)(OR′)(NR′) − , —OP(O)(OR′)O − , —OP(O)(R′)O − , —OP(O)(NR′ 2 )O − , —OP(O)(NR′ 2 )(NR′) − , —OP(O)(R′)(NR′) − , —OP(O)(OR′)(NR′) − , —P(O)O 2 2− , —P(O)(NR′) 2 2− , —OP(O)O 2 2− , —OP(O)(NR′) 2 2− or a salt thereof, wherein R′ is hydrogen or —C 1 -C 12 alkyl.
9. The method of claim 8 , wherein the contacting occurs in an atmosphere of about 20% to about 80% humidity.
10. The method of claim 8 , wherein the contacting occurs in an atmosphere of below 20% humidity and at an ethylene oxide concentration between about 200 mg/L and about 500 mg/L.
11. The method of claim 8 , wherein the contacting occurs in an atmosphere of above 80% humidity and at an ethylene oxide concentration between about 500 mg/L and about 1,000 mg/L.
12. The method of claim 8 , wherein the contacting occurs at a temperature between about 20° C. and about 70° C.
13. The analyte sensor of claim 7 , wherein L is C 1 -C 6 alkyl or —O—C 1 -C 6 alkyl.
14. The method of claim 8 , wherein the (meth)acrylate-derived unit has the structure of formula (III):
wherein
L is a bond, C 1 -C 6 alkyl, —Y—C 1 -C 6 alkyl or a hydrophilic group, wherein Y is —O—, —NR′— or —S—, and R′ is hydrogen or —C 1 -C 12 alkyl; and
R n is the negatively charged nucleophilic group.
15. The method of claim 14 , wherein L is C 1 -C 6 alkyl or —O—C 1 -C 6 alkyl.