IP Library Granted Patent US 7,307,118
Granted Patent B2
US 7,307,118 · App. 11/068,171 · Granted Dec 11, 2007

Composition to reduce adhesion between a conformable region and a mold

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Quick Facts
Patent No.
US 7,307,118
App. No.
11/068,171
Granted
Dec 11, 2007
Kind
B2
Abstract

The present invention provides compositions that feature improved preferential adhesion and release characteristics with respect to a substrate and a mold having imprinting material disposed therebetween. To that end, the compositions facilitate bifurcation of the imprinting into a surfactant-component-rich sub-portion and a surfactant-component-depleted sub-portion located between said surfactant-component-rich sub-portion and said substrate. This surfactant-component-rich sub-portion attenuates the adhesion forces between the mold and the imprinting material, once solidified.

Claims (42)

1. A composition defining an air-liquid interface, said composition comprising:

a polymerizable bulk material; and

a surfactant having opposed ends, one of which has an affinity for said bulk material and the remaining end having a fluorine component, said surfactant having the following formula:

wherein R and R′ are identical or different and selected from the group consisting of H and methyl; wherein R″ is an optional sulfonyl linking group —SO 2 N(R′″″), with R′″″ selected from the group consisting of C 1 to C 6 alkyl; wherein (OR′″) z is a poly(oxyalkylene) group comprising at least one type of oxyalkylene unit; wherein R″″ is a terminal group selected from the group consisting of H, methyl, and C 1 to C 4 alkyl; and wherein the ratio of x to y is in a range of 1:2 to 3:1.

2. The composition as recited in claim 1 wherein said fluorine component extends from said air-liquid interface.

3. The composition as recited in claim 1 further comprising an additional surfactant is selected from the group consisting of ionic, non-ionic, cationic and zwitterionic surfactants.

4. The composition as recited in claim 1 further comprising an additional surfactant having the following formula:

F(CF 2 CF 2 ) X CH 2 CH 2 O(R″″″O) Y′ R′″″″

where (R″″″O) Y′ is a poly(oxyalkylene) group, that includes groups having two to four-carbon atoms R′″″″ is a terminal group of H or C 1 to C 4 alkyl, and X′ and Y′ are integers.

5. The composition as recited in claim 1 further comprising an additional surfactant component having the following structure:

F(CF 2 CF 2 ) X′ -alkyl-N + R″″″ 3 Cl −

where X′ is an integer in a range of 1 to 7, inclusive.

6. The composition as recited in claim 1 further comprising an additional surfactant having the following structure:

where x′ is an integer in a range of 0 to 6, inclusive; and y′ is an integer in a range of 0 to 15, inclusive.

7. The composition as recited in claim 1 further comprising an additional surfactant having the following structure:

where x′ is an integer having a value of 1 to 2; y′ is an integer having a value of 2 to 1; z′ is an integer having a value in a range of 0 to 6, inclusive.

8. The composition as recited in claim 1 further comprising an additional surfactant, wherein said additional surfactant comprises fluorine and silicon atoms.

9. The composition as recited in claim 1 further comprising an additional surfactant, with said additional surfactant being selected from the group consisting of a silicon-based surfactant, a hydrocarbon-based surfactant, and a fluorinated surfactant.

10. A composition defining an air-liquid interface, said composition comprising:

a bulk material including an initiator component and compounds selected from a set of compounds consisting of vinyl ethers, methacrylates, acrylates, thiolenes, epoxies; and

a surfactant having opposed ends, one of which has an affinity for said bulk material and the remaining end having a fluorine component, said surfactant having the following formula:

wherein R and R′ are identical or different and selected from the group consisting of H and methyl; wherein R″ is an optional sulfonyl linking group —SO 2 N(R′″″), with R′″″ selected from the group consisting of C 1 to C 6 alkyl; wherein (OR′″) y is a poly(oxyalkylene) group comprising at least one type of oxyalkylene unit; wherein R″″ is a terminal group selected from the group consisting of H, methyl, and C 1 to C 4 alkyl; and wherein the ratio of x to y is in a range of 1:2 to 3:1.

11. The composition as recited in claim 10 wherein said fluorine component extends from said air-liquid interface.

12. The composition as recited in claim 10 further comprising an additional surfactant selected from the group consisting of ionic, non-ionic, cationic and zwitterionic surfactants.

13. The composition as recited in claim 10 further comprising an additional surfactant having the following formula:

F(CF 2 CF 2 ) X′ CH 2 CH 2 O(R″″″O) Y′ R′″″″

where (R″″″O) Y′ is a poly(oxyalkylene) group, that includes groups having two to four carbon atoms R′″″″ is a terminal group of H or C 1 to C 4 alkyl, and X′ and Y′ are integers.

14. The composition as recited in claim 10 further comprising an additional surfactant having the following structure:

F(CF 2 CF 2 ) X′ -alkyl-N + R″″″ 3 Cl −

where X′ is an integer in a range of 1 to 7, inclusive.

15. The composition as recited in claim 10 further comprising an additional surfactant having the following structure:

where x′ is an integer in a range of 0 to 6, inclusive; and y′ is an integer in a range of 0 to 15, inclusive.

16. The composition as recited in claim 10 further comprising an additional surfactant having the following structure:

where x′ is an integer having a value of 1 to 2; y′ is an integer having a value of 2 to 1; z′ is an integer having a value in a range of 0 to 6, inclusive.

17. The composition as recited in claim 10 further comprising an additional surfactant, wherein said additional surfactant comprises fluorine and silicon atoms.

18. The composition as recited in claim 10 further comprising an additional surfactant with said additional surfactant being selected from the group consisting of a siloxane-based surfactant, a hydrocarbon-based surfactant and a fluorinated surfactant.

19. The composition as recited in claim 1 , wherein the ratio of x to y is in a range of 1:1 to 2:1.

20. The composition of claim 4 , wherein R″″″ is selected from the group consisting of —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, CH(CH 3 )CH 2 —, and —CH(CH 3 )CH(CH 3 )—.

21. The composition of claim 4 , wherein R′″″″ is a terminal group selected from the group consisting of H and methyl.

22. The compositions recited in claim 10 , wherein the ratio of x to y is in a range of 1:1 to 2:1.

23. The composition of claim 13 , wherein R″″″ is selected from the group consisting of —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, CH(CH 3 )CH 2 —, and —CH(CH 3 )CH(CH 3 )—.

24. The composition of claim 13 , wherein R′″″″ is a terminal group selected from the group consisting of H and methyl.

Assignments (9)
ASSIGNMENT OF SECURITY INTEREST IN PATENTS Recorded Nov 7, 2019
From: JPMORGAN CHASE BANK, N.A.
To: CITIBANK, N.A.
Reel/Frame 050967/0138 →
PATENT SECURITY AGREEMENT Recorded Aug 22, 2019
From: MAGIC LEAP, INC.; MOLECULAR IMPRINTS, INC.; MENTOR ACQUISITION ONE, LLC
To: JP MORGAN CHASE BANK, N.A.
Reel/Frame 050138/0287 →
CONFIRMATORY ASSIGNMENT OF JOINT PATENT OWNERSHIP Recorded Apr 27, 2015
From: CANON NANOTECHNOLOGIES, INC.
To: MOLECULAR IMPRINTS, INC.
Reel/Frame 035507/0559 →
CHANGE OF NAME Recorded Jul 30, 2014
From: MII NEWCO, INC.
To: MOLECULAR IMPRINTS, INC.
Reel/Frame 033449/0684 →
CHANGE OF NAME Recorded Jul 24, 2014
From: MOLECULAR IMPRINTS, INC.
To: CANON NANOTECHNOLOGIES, INC.
Reel/Frame 033400/0184 →
ASSIGNMENT OF JOINT OWNERSHIP Recorded Jul 15, 2014
From: MOLECULAR IMPRINTS, INC.
To: MII NEWCO, INC.
Reel/Frame 033329/0280 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR AND ASSIGNEE PREVIOUSLY RECORDED ON REEL 033161 FRAME 0705. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 25, 2014
From: CANON INC.
To: MOLECULAR IMPRINTS, INC.
Reel/Frame 033227/0398 →
RELEASE OF SECURITY INTEREST Recorded Jun 13, 2014
From: MOLECULAR IMPRINTS, INC.
To: CANON INC.
Reel/Frame 033161/0705 →
CORRECTIVE ASSIGNMENT TO CORRECT THE NATURE OF CONVEYANCE FROM AN "ASSIGNMENT" TO "SECURITY AGREEMENT" PREVIOUSLY RECORDED ON REEL 026842 FRAME 0929. ASSIGNOR(S) HEREBY CONFIRMS THE THE ORIGINAL DOCUMENT SUBMITTED WAS A "SECURITY AGREEMENT". Recorded Aug 13, 2013
From: MOLECULAR IMPRINTS, INC.
To: CANON INC.
Reel/Frame 031003/0031 →