Patent US5344701A successfully refreshed from Google Patents.
US5344701A
Expired / Lapsed
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Porous supports having azlactone-functional surfaces
Assignee: 3M Co
•
Filing: 1992-06-09
•
Granted: 1994-09-06
•
Expires: 2012-06-09
Abstract
Abstract Supports having azlactone-functional surfaces, adduct supports prepared from such azlactone-functional supports, and methods of preparing both are disclosed. Azlactone functionality is introduced to surfaces of a pre-existing support in a manner which retains useful physical and chemical characteristics of the pre-existing support. One method involves exposing surfaces with high energy radiation to generate free radical reaction sites on the surfaces and causing azlactone-functional moieties to react with the free radical reaction sites. Another method involves coating surfaces with azlactone monomers, crosslinking monomers, and optionally co-monomers and polymerizing the monomers to form a polymerized coating of azlactone-functionality on the surfaces. Another method involves dispersion polymerization of azlactone-functional moieties to produce azlactone-functional particles within pores and interstices of a pre-existing support. Adduct supports are formed by coupling nucleophilic reagents, such as biologically active materials, to azlactone-functional moieties of the support.
Inventors
- 👤 David R. Gagnon
- 👤 Patrick L. Coleman
- 👤 Gary J. Ortina
- 👤 Christopher S. Lyons
- 👤 Dean S. Milbrath
- 👤 Jerald K. Rasmussen
- 👤 Julie B. Stahl
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 22:29
CPC Classifications
C; C08; C08F; C08F226/00; C08F226/06; A; A61; A61L; A61L33/00; A61L33/0005; A61L33/0011; B; B01; B01J; B01J20/00; B01J20/28; B01J20/28014; B01J20/28023; B01J20/28033; B01J20/281; B01J20/286; B01J20/30; B01J20/32; B01J20/3202; B01J20/3204; B01J20/3206; B01J20/3208; B01J20/321; B01J20/3212; B01J20/3214; B01J20/3217; B01J20/3219; B01J20/3231; B01J20/3242; B01J20/3244; B01J20/3246; B01J20/3248; B01J20/3255; B01J20/3268; B01J20/3272; B01J20/3274; B01J20/3276; B01J20/3278; B01J20/328; C07; C07K; C07K17/00; C07K17/02; C07K17/08; C08F8/00; C08F8/30; C12; C12N; C12N11/00; C12N11/02; C12N11/08; C12N11/082; C12N11/084; C12N11/087; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/543; G01N33/54353; B01J2220/00; B01J2220/50; B01J2220/54; Y; Y10; Y10T; Y10T428/00; Y10T428/249921; Y10T428/249953; Y10T428/249954; Y10T428/249955; Y10T428/249958; Y10T428/249959; Y10T428/249978; Y10T428/249987; Y10T428/249991
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
74 words
A chemically reactive support, comprising: a porous pre-existing support having surfaces and azlactone-functional moieties contacting only the surfaces and modifying reactivity of only such surfaces while retaining useful porosity of the pre-existing support; wherein said contacting is selected from the group consisting of chemically grafting the azlactone-functional moieties to the surfaces, crosslinking the azlactone-functional moieties in a coating over the surfaces, and forming crosslinked particles of the azlactone-functional moieties in contact with the surfaces.
Claim 2
Dependent Claim
74 words
A chemically reactive support, comprising: a porous pre-existing support having surfaces and azlactone-functional moieties contacting only the surfaces and modifying reactivity of only such surfaces while retaining useful porosity of the pre-existing support; wherein said contacting is selected from the group consisting of chemically grafting the azlactone-functional moieties to the surfaces, crosslinking the azlactone-functional moieties in a coating over the surfaces, and forming crosslinked particles of the azlactone-functional moieties in contact with the surfaces.
Claim 3
Dependent Claim
115 words
The chemically reactive support according to claim 1, wherein the azlactone-functional moieties comprise monomers, prepolymers, oligomers, or polymers comprising oxazolinone moieties of the formula: ##STR4## wherein R 1 and R 2 independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon atoms and 0 to 3 S, N, and nonperoxidic O heteroatoms, or R 1 and R 2 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, and n is an integer 0 to 1.
Claim 4
Dependent Claim
41 words
The chemically reactive support according to claim 2, wherein the azlactone-functional moieties are derived from 2-alkenyl azlactones comprising: 2-ethenyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-1,3-oxazolin-5-one, 2-isopropenyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-4-ethyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-butyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-dibutyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-dodecyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-diphenyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-pentamethylene-1,3-oxazolin-5-one, 2-isopropenyl-4,4-tetramethylene-1,3-oxazolin-5-one, 2-ethenyl-4,4-diethyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-4-nonyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-phenyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-benzyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-pentamethylene-1,3-oxazolin-5-one, 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one, or combinations thereof.
Claim 5
Dependent Claim
20 words
The chemically reactive support according to claim 1, wherein the pre-existing support is a ceramic, glassy, metallic, or polymeric material.
Claim 6
Dependent Claim
16 words
The chemically reactive support according to claim 4, wherein the pre-existing support is a polymeric material.
Claim 7
Dependent Claim
27 words
The chemically reactive support according to claim 5, wherein the porous, polymeric material is a woven web, a nonwoven web, a microporous fiber, or a microporous membrane.
Claim 8
Dependent Claim
25 words
The chemically reactive support according to claim 6, wherein the porous, polymeric material is a polyolefin and wherein the azlactone-functional moieties are derived from 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one.
Claim 9
Dependent Claim
21 words
The chemically reactive support according to claim 5, wherein the azlactone-functional moieties are grafted to surfaces of the porous, polymeric material.
Claim 10
Dependent Claim
24 words
The chemically reactive support according to claim 5, wherein the azlactone-functional moieties are crosslinked in a coating over surfaces of the porous, polymeric material.
Claim 11
Dependent Claim
23 words
The chemically reactive support according to claim 5, wherein the azlactone-functional moieties are crosslinked particles contacting the surfaces of the porous, polymeric material.
Claim 12
Dependent Claim
35 words
A chemically reactive support, comprising: a porous pre-existing support having surfaces and azlactone-functional moieties chemically grafted only to the surfaces and modifying reactivity of only such surfaces while retaining useful porosity of the pre-existing support.
Claim 13
Dependent Claim
35 words
A chemically reactive support, comprising: a porous pre-existing support having surfaces and azlactone-functional moieties chemically grafted only to the surfaces and modifying reactivity of only such surfaces while retaining useful porosity of the pre-existing support.
Claim 14
Dependent Claim
114 words
The chemically reactive support according to claim 11, wherein the azlactone-functional moieties comprise monomers, prepolymers, oligomers, or polymers comprising oxazolinone moieties of the formula: ##STR5## wherein R 1 and R 2 independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon atoms and 0 to 3S, N, and nonperoxidic O heteroatoms, or R 1 and R 2 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, and n is an integer 0 or 1.
Claim 15
Dependent Claim
41 words
The chemically reactive support according to claim 12, wherein the azlactone-functional moieties are derived from 2-alkenyl azlactones comprising: 2-ethenyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-1,3-oxazolin-5-one, 2-isopropenyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-4-ethyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-butyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-dibutyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-dodecyl-1,3-oxazolin-5one, 2-isopropenyl-4,4-diphenyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-pentamethylene-1,3-oxazolin-5-one, 2-isopropenyl-4,4-tetramethylene-1,3-oxazolin-5one, 2-ethenyl-4,4-diethyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-4-nonyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-phenyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-benzyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-pentamethylene-1,3-oxazolin-5-one, 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one, or combinations thereof.
Claim 16
Dependent Claim
20 words
The chemically reactive support according to claim 11, wherein the pre-existing support is a ceramic, glassy, metallic, or polymeric material.
Claim 17
Dependent Claim
16 words
The chemically reactive support according to claim 14, wherein the pre-existing support is a polymeric material.
Claim 18
Dependent Claim
27 words
The chemically reactive support according to claim 15, wherein the porous, polymeric material is a woven web, a nonwoven web, a microporous fiber, or a microporous membrane.
Claim 19
Dependent Claim
25 words
The chemically reactive support according to claim 16, wherein the porous, polymeric material is a polyolefin and wherein the azlactone-functional moieties are derived from 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one.
Claim 20
Dependent Claim
37 words
A chemically reactive support, comprising: a porous pre-existing support having surfaces and azlactone-functional moieties crosslinked in a coating over only the surfaces and modifying reactivity of only such surfaces while retaining useful porosity of the pre-existing support.
Claim 21
Dependent Claim
37 words
A chemically reactive support, comprising: a porous pre-existing support having surfaces and azlactone-functional moieties crosslinked in a coating over only the surfaces and modifying reactivity of only such surfaces while retaining useful porosity of the pre-existing support.
Claim 22
Dependent Claim
114 words
The chemically reactive support according to claim 18, wherein the azlactone-functional moieties comprise monomers, prepolymers, oligomers, or polymers comprising oxazolinone moieties of the formula: ##STR6## wherein R 1 and R 2 independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon atoms, and 0 to 3S, N, and nonperoxidic O heteroatoms, or R 1 and R 2 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, and n is an integer 0 or 1.
Claim 23
Dependent Claim
41 words
The chemically reactive support according to claim 19, wherein the azlactone-functional moieties are derived from 2-alkenyl azlactones comprising: 2-ethenyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-1,3-oxazolin-5-one, 2-isopropenyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-4-ethyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-butyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-dibutyl-1,3-oxazolin-5-one, 2isopropenyl-4-methyl-4-dodecyl-1,3-oxazolin-5-one, 2isopropenyl-4,4-diphenyl-1,3-oxazolin-5-one, 2isopropenyl-4,4-pentamethylene-1,3-oxazolin-5-one, 2isopropenyl-4,4-tetramethylene-1,3-oxazolin-5-one, 2-ethenyl-4,4-diethyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-4-nonyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-phenyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-benzyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-pentamethylene-1,3-oxazolin-5-one, 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one, or combinations thereof.
Claim 24
Dependent Claim
20 words
The chemically reactive support according to claim 18, wherein the pre-existing support is a ceramic, glassy, metallic, or polymeric material.
Claim 25
Dependent Claim
16 words
The chemically reactive support according to claim 21, wherein the pre-existing support is a polymeric material.
Claim 26
Dependent Claim
27 words
The chemically reactive support according to claim 22, wherein the porous, polymeric material is a woven web, a nonwoven web, a microporous fiber, or a microporous membrane.
Claim 27
Dependent Claim
25 words
The chemically reactive support according to claim 23, wherein the porous, polymeric material is a polyolefin and wherein the azlactone-functional moieties are derived from 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one.
Claim 28
Dependent Claim
36 words
A chemically reactive support, comprising: a porous pre-existing support having surfaces and azlactone-functional moieties in crosslinked particles contacting only the surfaces and modifying reactivity of only such surfaces while retaining useful porosity of the pre-existing support.
Claim 29
Dependent Claim
36 words
A chemically reactive support, comprising: a porous pre-existing support having surfaces and azlactone-functional moieties in crosslinked particles contacting only the surfaces and modifying reactivity of only such surfaces while retaining useful porosity of the pre-existing support.
Claim 30
Dependent Claim
114 words
The chemically reactive support according to claim 25, wherein the azlactone-functional moieties comprise monomers, prepolymers, oligomers, or polymers comprising oxazolinone moieties of the formula: ##STR7## wherein R 1 and R 2 independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon atoms and 0 to 3S, N, and nonperoxidic O heteroatoms, or R 1 and R 2 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, and n is an integer 0 to 1.
Claim 31
Dependent Claim
41 words
The chemically reactive support according to claim 26, wherein the azlactone-functional moieties are derived from 2-alkenyl azlactones comprising: 2-ethenyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-1,3-oxazolin-5-one, 2-isopropenyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-4-ethyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-butyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-dibutyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-dodecyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-diphenyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-pentamethylene-1,3-oxazolin-5-one, 2-isopropenyl-4,4-tetramethylene-1,3-oxazolin-5-one, 2-ethenyl-4,4-diethyl-1,3-oxazolin-5-one, 2-ethenyl-4-methyl-4-nonyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4-phenyl-1,3-oxazolin-5-one, 2-isopropenyl-4-methyl-4benzyl-1,3-oxazolin-5-one, 2-ethenyl-4,4-pentamethylene-1,3-oxazolin-5-one, 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one, 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one, or combinations thereof.
Claim 32
Dependent Claim
20 words
The chemically reactive support according to claim 27, wherein the pre-existing support is a ceramic, glassy, metallic, or polymeric material.
Claim 33
Dependent Claim
16 words
The chemically reactive support according to claim 28, wherein the pre-existing support is a polymeric material.
Claim 34
Dependent Claim
27 words
The chemically reactive support according to claim 29, wherein the porous, polymeric material is a woven web, a nonwoven web, a microporous fiber, or a microporous membrane.
Claim 35
Dependent Claim
25 words
The chemically reactive support according to claim 30, wherein the porous, polymeric material is a polyolefin and wherein the azlactone-functional moieties are derived from 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one.
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