US4852969A
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Silyl 2-amidoacetate and silyl 3-amidopropionate compositions and optical fiber made therefrom
Assignee: 3M Co
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Filing: 1988-03-17
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Granted: 1989-08-01
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Expires: 2008-03-17
Abstract
Abstract The present invention provides novel silyl 2-amidoacetates and silyl 3-amidopropionates which are the reaction products of azlactone and silanol reactants. The novel products result from nucleophilic addition of a soluble or insoluble, low or high molecular weight reactant containing one or more silanol groups and a soluble or insoluble, low or high molecular weight reactant containing one or more azlactone groups. The reaction products provide for high adhesion between the siliceous and azlactone reactants, as would be useful as protective coatings particularly on silicon-containing materials. It has been recognized in the present invention that silyl 2-amidoacetates and silyl 3-amidopropionates are useful linkages between silanol and azlactone derived materials.
Inventors
- 👤 Stefan A. Babirad
- 👤 Fredrick Bacon
- 👤 Steven M. Heilmann
- 👤 Larry R. Krepski
- 👤 Andrew S. Kuczma
- 👤 Jerald K. Rasmussen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 18:37
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/38; C08G77/382; C08G77/388; C03; C03C; C03C25/00; C03C25/10; C03C25/104; C03C25/105; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1896; G; G02; G02B; G02B1/00; G02B1/04; G02B1/045; G02B1/105; G02B1/10; G02B1/11; G02B1/111; G02B1/14
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
16 words
A composition of matter comprising at least one of a silyl 2-amidoacetate and a silyl 3-amidopropionate.
Claim 2
Dependent Claim
16 words
A composition of matter comprising at least one of a silyl 2-amidoacetate and a silyl 3-amidopropionate.
Claim 3
Dependent Claim
19 words
The composition of matter according to claim 1 which is the reaction product of a silanol and an azlactone.
Claim 4
Dependent Claim
24 words
The composition of matter according to claim 2 further comprising in the range of 0.1 to 10.0 mole percent of a cyclic amidine catalyst.
Claim 5
Dependent Claim
25 words
The composition of matter according to claim 2 wherein said silanol has a molecular weight in the range of less than 1000 up to 500,000.
Claim 6
Dependent Claim
22 words
The composition of matter according to claim 2 wherein said silanol has an insoluble network structure having an essentially infinite molecular weight.
Claim 7
Dependent Claim
30 words
The composition according to claim 5 wherein said network structure further comprises at least one atom selected from the group consisting of aluminum, sodium, phosphorus, boron, molybdenum, and magnesium atoms.
Claim 8
Dependent Claim
16 words
The composition of matter according to claim 5 wherein said insoluble silanol is a non-crystalline silica.
Claim 9
Dependent Claim
14 words
The composition of matter according to claim 3 where said azlactone is a monoazlactone.
Claim 10
Dependent Claim
18 words
The composition of matter according to claim 8 wherein said monoazlactone is a 2-alkyl or 2-aryl substituted azlactone.
Claim 11
Dependent Claim
14 words
The composition of matter according to claim 3 wherein said azlactone is a polyazlactone.
Claim 12
Dependent Claim
18 words
The composition of matter according to claim 3 wherein said azlactone is 2-alkenyl azlactone or a copolymer thereof.
Claim 13
Dependent Claim
22 words
The composition of matter according to claim 11 wherein said copolymeric 2-alkenyl azlactone is prepared from a mono- or multi(ethylenically unsaturated) comonomer.
Claim 14
Dependent Claim
188 words
A composition of matter comprising at least one of a silyl 2-amidoacetate and a silyl 3-amidopropionate having the formula: ##STR23## wherein R 1 , R 2 , and R 3 are the same or different group and are selected from the class consisting of alkyl and aryl, hydroxy, and silyloxy groups, with the proviso that at most two of the groups are aryl; R 4 and R 5 are independently hydrogen or lower alkyl; n is 0 or 1; R 6 and R 7 are independently an alkyl or cycloalkyl group, an aryl or aralkyl group, or R 6 and R 7 , taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, with the proviso that only one of R 6 and R 7 can be aryl; G is any polyvalent linking group unreactive with azlactone when m is at least 2, or G is any monovalent terminal group unreactive with azlactane when p=m=1; m can have any positive integral value from 1 to p; p can have any positive integral value from 1 to infinity.
Claim 15
Dependent Claim
188 words
A composition of matter comprising at least one of a silyl 2-amidoacetate and a silyl 3-amidopropionate having the formula: ##STR23## wherein R 1 , R 2 , and R 3 are the same or different group and are selected from the class consisting of alkyl and aryl, hydroxy, and silyloxy groups, with the proviso that at most two of the groups are aryl; R 4 and R 5 are independently hydrogen or lower alkyl; n is 0 or 1; R 6 and R 7 are independently an alkyl or cycloalkyl group, an aryl or aralkyl group, or R 6 and R 7 , taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, with the proviso that only one of R 6 and R 7 can be aryl; G is any polyvalent linking group unreactive with azlactone when m is at least 2, or G is any monovalent terminal group unreactive with azlactane when p=m=1; m can have any positive integral value from 1 to p; p can have any positive integral value from 1 to infinity.
Claim 16
Dependent Claim
29 words
The composition of matter according to claim 13 where at least one of R 1 , R 2 , and R 3 is a soluble or insoluble silyloxy group.
Claim 17
Dependent Claim
17 words
The composition of matter according to claim 14 wherein said soluble silyloxy group is a polysiloxane group.
Claim 18
Dependent Claim
17 words
The composition of matter according to claim 14 wherein said insoluble silyloxy group is a silica network.
Claim 19
Dependent Claim
28 words
The composition of matter according to claim 16 wherein said silica network is interspersed with interpolymerized oxides of at least one of boron, phosphorus, zirconium, molybdenum, and aluminum.
Claim 20
Dependent Claim
71 words
The composition of matter according to claim 13 where G comprises at least one functional group selected from the group consisting of alkyl, aryl, amide, ester, nitrile, nitro, sulfoxide, sulfone, azide, isocyanate, isothiocyanate, tertiary amine, ether, urethane, quaternary ammonium and phosphonium, halogen, and the like, wherein the functional groups requiring substituents are substituted with hydrogen where appropriate or lower alkyl so as not to mask the effect of the functional groups.
Claim 21
Dependent Claim
22 words
The composition of matter according to claim 13 wherein G has a molecular weight in the range of 15 to 5 million.
Claim 22
Dependent Claim
14 words
An optical fiber comprising a silyl 2-amidoacetate or a silyl 3-amidopropionate composition of matter.
Claim 23
Dependent Claim
14 words
An optical fiber comprising a silyl 2-amidoacetate or a silyl 3-amidopropionate composition of matter.
Claim 24
Dependent Claim
22 words
The optical fiber according to claim 20 wherein said composition is the reaction product of silanol-containing fiber core and an azlactone-containing cladding.
Claim 25
Dependent Claim
185 words
The optical fiber according to claim 20 wherein said silyl 2-amidoacetate or silyl 3-amidopropionate has the formula: ##STR24## wherein R 1 , R 2 , and R 3 are the same or different group and are selected from the class consisting of alkyl and aryl, hydroxy, and silyloxy groups, with the proviso that at most two of the groups are aryl; R 4 and R 5 are independently hydrogen or lower alkyl; n is 0 or 1; R 6 and R 7 are independently an alkyl or cycloalkyl group, an aryl or aralkyl group, or R 6 and R 7 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, with the proviso that only one of R 6 and R 7 can be aryl; G is any polyvalent linking group unreactive with azlactone when m is at least 2, or G is any monovalent terminal group unreactive with azlactone when p=m=1; m can have any positive integral value from 1 to p; p can have any positive integral value from 1 to infinity.
Claim 26
Dependent Claim
26 words
The optical fiber according to claim 20 wherein at least one of R 1 , R 2 , and R 3 is an insoluble silyloxy group.
Claim 27
Dependent Claim
16 words
The optical fiber according to claim 23 wherein said insoluble silyloxy group is a silica network.
Claim 28
Dependent Claim
27 words
The optical fiber according to claim 24 wherein said silica network is interspersed with interpolymerized oxides of at least one of boron, phosphorus, zirconium, molybdenum, and aluminum.
Claim 29
Dependent Claim
31 words
The optical fiber according to claim 24 wherein said network structure further comprises at least one atom selected from the group consisting of aluminum, sodium, phosphorus, boron, molybdenum, and magnesium atoms.
References Cited (Backward Citations)
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