US5969079A
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US
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Oligomers with multiple chemically functional end caps
Assignee: Boeing Co
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Filing: 1994-10-21
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Granted: 1999-10-19
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Expires: 2014-10-21
Abstract
Abstract Thermomechanical and thermo-oxidative stabilities in resin composites across the range of aerospace "engineering thermoplastic" resins are improved by forming four crosslinks at each addition polymerization site in the backbone of the resin using crosslinking functionalities of the general formula: ##STR1## wherein Z= ##STR2## β=the residue an organic radical selected from the group consisting of: ##STR3## R R =a divalent organic radical; X=halogen; Me=methyl T=allyl or methallyl. G=--CH 2 --,--S--, --CO--, --SO--, --O--, --CHR 3 --, or --C(R 3 ) 2 --; i=1 or 2; R 3 =hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; and θ=--C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 --
Inventors
- 👤 Hyman R. Lubowitz
- 👤 Clyde H. Sheppard
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 06:40
CPC Classifications
C; C08; C08G; C08G75/00; C08G75/20; C08G69/00; C08G69/44; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08G73/14; C08G75/23; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31721
Claims Analysis
Total Claims: 45
Claim 1
Independent Claim
104 words
A linear or multidimensional oligomer having two or four crosslinking sites at each end of its backbone, comprising: ##STR115## wherein Z is ##STR116## i is 1 or2 .O slashed. is phenylene; E is ##STR117## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 =C(R 3 ) 2 ; ∂ is an organic hub; w is 3 or4 Me is methyl; G is --CH 2 --, --C(HR 3 )--, --C(R 3 ) 2 --, --S--, --SO 2 --, --O--, or --CO--; R 3 is lower alkyl, lower alkoxy, aryl, aryloxy or hydrogen; T is allyl or methallyl; and R 4 is a divalent organic radical.
Claim 2
Dependent Claim
104 words
A linear or multidimensional oligomer having two or four crosslinking sites at each end of its backbone, comprising: ##STR115## wherein Z is ##STR116## i is 1 or2 .O slashed. is phenylene; E is ##STR117## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 =C(R 3 ) 2 ; ∂ is an organic hub; w is 3 or4 Me is methyl; G is --CH 2 --, --C(HR 3 )--, --C(R 3 ) 2 --, --S--, --SO 2 --, --O--, or --CO--; R 3 is lower alkyl, lower alkoxy, aryl, aryloxy or hydrogen; T is allyl or methallyl; and R 4 is a divalent organic radical.
Claim 3
Dependent Claim
49 words
The oligomer of claim 1 wherein R 4 is an aromatic, aliphatic, or alicyclic hydrocarbon having repeating units and, a predominant linkage between such repeating units selected from the group consisting of imide, imide sulfone, amideimide, ester; ether, ether sulfone, esteramide, sulfide, amide, carbonate, cyanate ester, of mixtures thereof.
Claim 4
Dependent Claim
10 words
The oligomer of claim 2 wherein R 4 is aromatic.
Claim 5
Dependent Claim
21 words
A coreactive blend comprising the oligomer of claim 2 and a second oligomer having a different capping site reactive with E.
Claim 6
Dependent Claim
11 words
A blend comprising the oligomer of claim 2 and a polymer.
Claim 7
Dependent Claim
17 words
A prepreg comprising the oligomer of claim 1 and a reinforcing additive in fiber or particulate form.
Claim 8
Dependent Claim
156 words
A multiple chemically functional ester oligomer of the formula: ##STR118## wherein P # is ##STR119## δ is phenylene or pyrimidinylene; i is 1 or2; Z is ##STR120## .O slashed. is phenylene; ##STR121## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; j is 0, 1, or 2; G is --CH 2 --, --C(HR 3 )--, --C(R 3 ) 2 --, --S--, --SO 2 --, --O--, or --CO--; R 3 is hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; Me is methyl; and T is methallyl or allyl. R @ is a divalent ester hydrocarbon radical formed by the condensation of a diol with a diacid halide, wherein at least one of the diol or diacid halide has a repeating unit of the formula: --.O slashed.--L--.O slashed.-- or --.O slashed.--O--.O slashed.--L--.O slashed.--O--.O slashed.-- wherein L is --SO 2 --, --S--, --CO--, --(CF 3 ) 2 C--, or --(CH 3 ) 2 C--.
Claim 9
Dependent Claim
156 words
A multiple chemically functional ester oligomer of the formula: ##STR118## wherein P # is ##STR119## δ is phenylene or pyrimidinylene; i is 1 or2; Z is ##STR120## .O slashed. is phenylene; ##STR121## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; j is 0, 1, or 2; G is --CH 2 --, --C(HR 3 )--, --C(R 3 ) 2 --, --S--, --SO 2 --, --O--, or --CO--; R 3 is hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; Me is methyl; and T is methallyl or allyl. R @ is a divalent ester hydrocarbon radical formed by the condensation of a diol with a diacid halide, wherein at least one of the diol or diacid halide has a repeating unit of the formula: --.O slashed.--L--.O slashed.-- or --.O slashed.--O--.O slashed.--L--.O slashed.--O--.O slashed.-- wherein L is --SO 2 --, --S--, --CO--, --(CF 3 ) 2 C--, or --(CH 3 ) 2 C--.
Claim 10
Dependent Claim
14 words
A composite comprising the cured oligomer of claim 1, claim 4, or claim 5.
Claim 11
Dependent Claim
21 words
The oligomer of claim 1 wherein R 4 is an imide formed by the condensation of a dianhydride and a diamine.
Claim 12
Dependent Claim
24 words
The oligomer of claim 1 wherein R 4 is an ester formed by the condensation of a diol and a diacid or diacid halide.
Claim 13
Dependent Claim
11 words
The oligomer of claim 1 wherein R 4 is an ether.
Claim 14
Dependent Claim
12 words
The oligomer of claim 1 wherein R 4 is an arylene carbonate.
Claim 15
Dependent Claim
11 words
The oligomer of claim 1 wherein R 4 is a sulfide.
Claim 16
Dependent Claim
22 words
The oligomer of claim 1 wherein R 4 is an amide formed by the condensation of a diamine and a diacid halide.
Claim 17
Dependent Claim
11 words
The oligomer of claim 1 wherein R 4 is an esteramide.
Claim 18
Dependent Claim
52 words
A multiple chemically functional polyimide oligomer formed by reacting: (a) 2 moles of an extended anhydride end cap monomer of claim 1; (b) n+1 moles of a polyaryl diamine having terminal amino groups, and (c) n moles of at least one dianhydride, wherein n is a small integer, generally less than 20.
Claim 19
Dependent Claim
154 words
A crosslinkable polyimide oligomer having the general formula: ##STR122## wherein ξ is the residue of an extended amine end cap monomer of the formula: ##STR123## wherein ξ is ##STR124## i is 1 or 2; .O slashed. is phenylene; ##STR125## Me is methyl; G is --CH 2 --, --SO 2 --, --CO--, --S--, --O--, --C(HR 3 )--, or C(R 3 ) 2 --; β is --O--.O slashed.--NH 2 ; R 3 is independently any of hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C--.tbd.N, or --CR 3 ═C(R 3 ) 2 ; X is halogen; T is allyl or methallyl; R 8 &R* 8 is a divalent organic aromatic radical, provided that .O slashed. is not --C.tbd.N, --OCN, or --SCN, when β is --O--R* 8 --OCN; A is the residue of a dianhydride; B is the residue of a diamine; and m is a small integer, generally less than 20.
Claim 20
Dependent Claim
154 words
A crosslinkable polyimide oligomer having the general formula: ##STR122## wherein ξ is the residue of an extended amine end cap monomer of the formula: ##STR123## wherein ξ is ##STR124## i is 1 or 2; .O slashed. is phenylene; ##STR125## Me is methyl; G is --CH 2 --, --SO 2 --, --CO--, --S--, --O--, --C(HR 3 )--, or C(R 3 ) 2 --; β is --O--.O slashed.--NH 2 ; R 3 is independently any of hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C--.tbd.N, or --CR 3 ═C(R 3 ) 2 ; X is halogen; T is allyl or methallyl; R 8 &R* 8 is a divalent organic aromatic radical, provided that .O slashed. is not --C.tbd.N, --OCN, or --SCN, when β is --O--R* 8 --OCN; A is the residue of a dianhydride; B is the residue of a diamine; and m is a small integer, generally less than 20.
Claim 21
Dependent Claim
192 words
A coreactive oligomer blend comprising a mixture of a first oligomer of the general formula: ξ--A--ξ wherein A is a hydrocarbon backbone; and ξ is an unsaturated hydrocarbon residue of an end cap monomer of the formula: ##STR126## and a second oligomer of the general formula: Z*.sub.k --B--Z*.sub.k wherein k is 1, 2, or 4; B is a hydrocarbon backbone; Z* is a hydrocarbon residue terminating in any of: ##STR127## Y is ##STR128## i is 1 or 2; E is an unsaturated organic radical being any of: ##STR129## R 1 is lower alkyl, lower alkoxy, aryl, or aryloxy; R 3 is lower alkyl, lower alkoxy, aryl, aryloxy or hydrogen; j is 0, 1 or 2; G is --CH 2 --, --S--, --O--, --(Me)CH--, or --(Me) 2 C--; Me is methyl; T is methallyl or allyl; .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; Z is ##STR130## .O slashed. is phenylene; β is an organic radical being any of: ##STR131## R 8 and R* 8 is a divalent organic aromatic radial, provided that .O slashed. is not --C.tbd.N, --OCN, or --SCN, when β is --O--R* 8 --OCN.
Claim 22
Dependent Claim
192 words
A coreactive oligomer blend comprising a mixture of a first oligomer of the general formula: ξ--A--ξ wherein A is a hydrocarbon backbone; and ξ is an unsaturated hydrocarbon residue of an end cap monomer of the formula: ##STR126## and a second oligomer of the general formula: Z*.sub.k --B--Z*.sub.k wherein k is 1, 2, or 4; B is a hydrocarbon backbone; Z* is a hydrocarbon residue terminating in any of: ##STR127## Y is ##STR128## i is 1 or 2; E is an unsaturated organic radical being any of: ##STR129## R 1 is lower alkyl, lower alkoxy, aryl, or aryloxy; R 3 is lower alkyl, lower alkoxy, aryl, aryloxy or hydrogen; j is 0, 1 or 2; G is --CH 2 --, --S--, --O--, --(Me)CH--, or --(Me) 2 C--; Me is methyl; T is methallyl or allyl; .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; Z is ##STR130## .O slashed. is phenylene; β is an organic radical being any of: ##STR131## R 8 and R* 8 is a divalent organic aromatic radial, provided that .O slashed. is not --C.tbd.N, --OCN, or --SCN, when β is --O--R* 8 --OCN.
Claim 23
Dependent Claim
146 words
A linear polyamideimide oligomer, comprising a compound of the general formula: ξ--A--ξ wherein A is a divalent radical including at least one segment selected from the group consisting of: ##STR132## ξ is a residue of an extended amine end cap monomer of the formula: ##STR133## Z is ##STR134## i is 1 or 2; .O slashed. is phenylene; ##STR135## Me is methyl; G is --CH 2 --, --SO 2 --, --CO--, --S--, --O--, --C(HR 3 )--, or --C(R 3 ) 2 --; β is --O--.O slashed.--NH 2 or --O--.O slashed.--COX; R 3 is independently any of hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; X is halogen; T is allyl or methallyl; R* 8 are a divalent organic aromatic radical; R 2 is phenylene; and R 8 is the residue of a diamine.
Claim 24
Dependent Claim
146 words
A linear polyamideimide oligomer, comprising a compound of the general formula: ξ--A--ξ wherein A is a divalent radical including at least one segment selected from the group consisting of: ##STR132## ξ is a residue of an extended amine end cap monomer of the formula: ##STR133## Z is ##STR134## i is 1 or 2; .O slashed. is phenylene; ##STR135## Me is methyl; G is --CH 2 --, --SO 2 --, --CO--, --S--, --O--, --C(HR 3 )--, or --C(R 3 ) 2 --; β is --O--.O slashed.--NH 2 or --O--.O slashed.--COX; R 3 is independently any of hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; X is halogen; T is allyl or methallyl; R* 8 are a divalent organic aromatic radical; R 2 is phenylene; and R 8 is the residue of a diamine.
Claim 25
Dependent Claim
26 words
The blend of claim 18 wherein A has a backbone that is from a different chemical family from B to form a coreactive advanced composite blend.
Claim 26
Dependent Claim
10 words
The blend of claim 18 further comprising a noncrosslinking polymer.
Claim 27
Dependent Claim
178 words
An advanced composite blend comprising a mixture of at least one oligomer of the general formula: μ--a--ξ wherein t is an unsaturated hydrocarbon residue of an end cap monomer of the formula: ##STR136## .O slashed. is phenylene; β is an organic radical being any of: ##STR137## and R 8 and R* 8 is a divalent organic aromatic radial, provided that .O slashed. is not --C.tbd.N, --OCN, or --SCN, when β is --O--R* 8 --OCN. i is 1 or 2; E is an unsaturated organic radical being any of: ##STR138## R 1 is lower alkyl, lower alkoxy, aryl, or aryloxy; R 3 is lower alkyl, lower alkoxy, aryl, aryloxy or hydrogen, j is 0, 1or2; G is --CH 2 --, --S--, --O--, --(Me)CH--, or --(Me) 2 C--; Me is methyl; T is methallyl or allyl; .O slashed. is --C.tbd.N, --O--C═N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; and A is a hydrocarbon residue including an aromatic, aliphatic, or mixed aromatic and aliphatic backbone, and at least one compatible polymer from a different chemical family than the oligomer.
Claim 28
Dependent Claim
178 words
An advanced composite blend comprising a mixture of at least one oligomer of the general formula: μ--a--ξ wherein t is an unsaturated hydrocarbon residue of an end cap monomer of the formula: ##STR136## .O slashed. is phenylene; β is an organic radical being any of: ##STR137## and R 8 and R* 8 is a divalent organic aromatic radial, provided that .O slashed. is not --C.tbd.N, --OCN, or --SCN, when β is --O--R* 8 --OCN. i is 1 or 2; E is an unsaturated organic radical being any of: ##STR138## R 1 is lower alkyl, lower alkoxy, aryl, or aryloxy; R 3 is lower alkyl, lower alkoxy, aryl, aryloxy or hydrogen, j is 0, 1or2; G is --CH 2 --, --S--, --O--, --(Me)CH--, or --(Me) 2 C--; Me is methyl; T is methallyl or allyl; .O slashed. is --C.tbd.N, --O--C═N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; and A is a hydrocarbon residue including an aromatic, aliphatic, or mixed aromatic and aliphatic backbone, and at least one compatible polymer from a different chemical family than the oligomer.
Claim 29
Dependent Claim
60 words
The blend of claim 22 wherein the oligomer and polymer are selected front the following table of oligomer/polymer pairs: ______________________________________
OLIGOMER POLYMER
______________________________________
amideimide imide
imide amideimide
amideimide heterocycle
amideimide heterocycle sulfone
imide heterocycle
imide heterocycle sulfone
imide amide
amide imide
ester amide
amide ester
estersulfone amide
amide estersulfone
ester imide
imide ester
estersulfone imide
ester esteramide
esteramide ester.
______________________________________
Claim 30
Dependent Claim
58 words
An advanced composite blend comprising a mixture of at least one linear or multidimensional crosslinkable oligomer having at least four unsaturated hydrocarbon functionalities at each end of a linear backbone or of a multidimensional arm and at least one noncrosslinking polymer, wherein, prior to curing, the oligomer has an average formula weight less than that of the polymer.
Claim 31
Dependent Claim
58 words
An advanced composite blend comprising a mixture of at least one linear or multidimensional crosslinkable oligomer having at least four unsaturated hydrocarbon functionalities at each end of a linear backbone or of a multidimensional arm and at least one noncrosslinking polymer, wherein, prior to curing, the oligomer has an average formula weight less than that of the polymer.
Claim 32
Dependent Claim
126 words
A crosslinkable oligomer having the general formula: ##STR139## wherein ξ is a residue of an extended amine end cap of the formula: Z--δ--.O slashed.--NH.sub.2 ; δ is phenylene or pyrimidinylene; i is 1 or2; Z is ##STR140## E is ##STR141## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; j is 0, 1, or 2; G is --CH 2 --, --SO 2 --, --CO--, --S--, --O--, --C(HR 3 )--, or --C(R 3 ) 2 --; R 3 is hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy Me is methyl; T is methallyl or allyl; w is 3 or4 ∂ is an organic hub of valency "w"; A is the residue of a dianhydride; and B is the residue of a diamine.
Claim 33
Dependent Claim
126 words
A crosslinkable oligomer having the general formula: ##STR139## wherein ξ is a residue of an extended amine end cap of the formula: Z--δ--.O slashed.--NH.sub.2 ; δ is phenylene or pyrimidinylene; i is 1 or2; Z is ##STR140## E is ##STR141## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; j is 0, 1, or 2; G is --CH 2 --, --SO 2 --, --CO--, --S--, --O--, --C(HR 3 )--, or --C(R 3 ) 2 --; R 3 is hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy Me is methyl; T is methallyl or allyl; w is 3 or4 ∂ is an organic hub of valency "w"; A is the residue of a dianhydride; and B is the residue of a diamine.
Claim 34
Dependent Claim
56 words
A process for making multiple chemically functional oligomer suitable for making advanced composites exhibiting thermomechanical and thermo-oxidative stability, wherein the composite has regions of stiff, parallel crosslinks in a thermoplastic matrix, comprising the step of simultaneously reacting substantially stoichiometric amounts of-a crosslinkable end cap monomer of claim 18 with monomer reactants characteristic of the oligomeric backbone.
Claim 35
Dependent Claim
34 words
A multidimensional oligomer, comprising the condensation product of substantially stoichiometric amounts of a polyfunctional organic hub having "w" reactive functionalities and an end cap monomer of claim 18 wherein w is 3 or 4.
Claim 36
Dependent Claim
30 words
A composite comprising a cured prepreg having an oligomer of claim 1 or a blend of claim 4, 5, or 24 and a reinforcing additive in fiber or particulate form.
Claim 37
Dependent Claim
152 words
A multiple chemically functional ether oligomer of the formula: ##STR142## wherein δ is phenylene or pyrimidinylene; i is 1 or 2; Z is ##STR143## .O slashed. is phenylene; ##STR144## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; j is 0, 1,or2; G is --CH 2 --, --C(HR 3 )--, --C(R 3 ) 2 --, --S--, --SO 2 --, --O--, or --CO--; R 3 is hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; Me is methyl; and T is methallyl or allyl. R e is a divalent ester hydrocarbon radical formed by the condensation of a diol with a dihalogen or dinitro, wherein at least one of the diol or the dihalogen/dinitro has a repeating unit of the formula: --.O slashed.--L--.O slashed.-- or --.O slashed.--O--.O slashed.--L--.O slashed.--O--.O slashed.-- wherein L is --SO 2 --, --S--, --CO--, --(CF 3 ) 2 C--, or --(CH 3 ) 2 C--.
Claim 38
Dependent Claim
152 words
A multiple chemically functional ether oligomer of the formula: ##STR142## wherein δ is phenylene or pyrimidinylene; i is 1 or 2; Z is ##STR143## .O slashed. is phenylene; ##STR144## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 ; j is 0, 1,or2; G is --CH 2 --, --C(HR 3 )--, --C(R 3 ) 2 --, --S--, --SO 2 --, --O--, or --CO--; R 3 is hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; Me is methyl; and T is methallyl or allyl. R e is a divalent ester hydrocarbon radical formed by the condensation of a diol with a dihalogen or dinitro, wherein at least one of the diol or the dihalogen/dinitro has a repeating unit of the formula: --.O slashed.--L--.O slashed.-- or --.O slashed.--O--.O slashed.--L--.O slashed.--O--.O slashed.-- wherein L is --SO 2 --, --S--, --CO--, --(CF 3 ) 2 C--, or --(CH 3 ) 2 C--.
Claim 39
Dependent Claim
167 words
An ether or ester oligomer useful in forming advanced composites that have thermal stability and high glass transition temperatures, comprising a multidimensional compound of the general formula: Ar--(--P--(R--T--).sub.n --ξ)hd 3 wherein P is ##STR145## T is ##STR146## n is an integer such that the molecular weight of the repeating --R--T segment is between about 0-3000; R is phenyl, biphenyl, naphthyl, or a hydrocarbon chain having linked aromatic radicals connected with at least one electronegative linkage selected form the group consisting of --SO 2 --, --CO--, --S--, and --(CF 3 ) 2 C--, Ar is a trivalent aromatic radical; ξ is phenylene or pyrimidinylene; i is 1 or2; Z is ##STR147## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 =C(R 3 ) 2 ; j is O,1,or2; G is --CH 2 --, --C(HR 3 )--, --C(R 3 ) 2 --, --S--, --SO 2 --, --O--, or --CO--; R 3 is hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; Me is methyl; and T is methallyl or allyl.
Claim 40
Dependent Claim
167 words
An ether or ester oligomer useful in forming advanced composites that have thermal stability and high glass transition temperatures, comprising a multidimensional compound of the general formula: Ar--(--P--(R--T--).sub.n --ξ)hd 3 wherein P is ##STR145## T is ##STR146## n is an integer such that the molecular weight of the repeating --R--T segment is between about 0-3000; R is phenyl, biphenyl, naphthyl, or a hydrocarbon chain having linked aromatic radicals connected with at least one electronegative linkage selected form the group consisting of --SO 2 --, --CO--, --S--, and --(CF 3 ) 2 C--, Ar is a trivalent aromatic radical; ξ is phenylene or pyrimidinylene; i is 1 or2; Z is ##STR147## .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 =C(R 3 ) 2 ; j is O,1,or2; G is --CH 2 --, --C(HR 3 )--, --C(R 3 ) 2 --, --S--, --SO 2 --, --O--, or --CO--; R 3 is hydrogen, lower alkyl, lower alkoxy, aryl, or aryloxy; Me is methyl; and T is methallyl or allyl.
Claim 41
Dependent Claim
100 words
A carbonate oligomer of the formula: ##STR148## wherein R c is a divalent organic carbonate radical or a carbonate linkage; i is 1 or 2; w is 3 or 4; δ is phenylene or pyrimidinylene; ∂ is a "w" valent organic radical; w is 3 or 4 ##STR149## G is --CH 2 --, --SO 2 --, --CO--, --S--, --O--, --C(HR 3 )--, or --C(R) 3 --; T is allyl or methallyl; Me is methyl; R 3 is lower alkyl, lower alkoxy, aryl, aryloxy, or hydrogen; and .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 .
Claim 42
Dependent Claim
100 words
A carbonate oligomer of the formula: ##STR148## wherein R c is a divalent organic carbonate radical or a carbonate linkage; i is 1 or 2; w is 3 or 4; δ is phenylene or pyrimidinylene; ∂ is a "w" valent organic radical; w is 3 or 4 ##STR149## G is --CH 2 --, --SO 2 --, --CO--, --S--, --O--, --C(HR 3 )--, or --C(R) 3 --; T is allyl or methallyl; Me is methyl; R 3 is lower alkyl, lower alkoxy, aryl, aryloxy, or hydrogen; and .O slashed. is --C.tbd.N, --O--C.tbd.N, --S--C.tbd.N, or --CR 3 ═C(R 3 ) 2 .
Claim 43
Dependent Claim
23 words
The oligomer of claim 25 wherein the diamine is selected from the group consisting of: 2,2-bis-(4-hydroxyphenyl)-propane; bis-(2-hydroxyphenyl)-methane; bis-(4-hydroxyphenyl)-methane; 1,1-bis-(4-hydroxyphenyl)-ethane; 1,2-bis-(4-hydroxyphenyl)-ethane; 1,1-bis-(3-chloro-4-hydroxyphenyl)-ethane; 1,1-bis-(3,5-dimethyl-4-hydroxyphenyl)-ethane; 2,2-bis-(3-phenyl-4-hydroxyphenyl)-propane;
Claim 44
Dependent Claim
11 words
2-bis-(4-hydroxynaphthyl)-propane 2,2-bis-(4-hydroxyphenyl)-pentane; 2,2-bis-(4-hydroxyphenyl)-hexane; bis-(4-hydroxyphenyl)-phenylmethane; bis-(4-hydroxyphenyl)-cyclohexylmethane; 1,2-bis-(4-hydroxyphenyl)-1,2-bis-(phenyl)-ethane; 2,2-bis-(4-hydroxyphenyl)-1-phenylpropane; bis-(3-nitro-4-hydrophenyl)-methane; bis-(4-hydroxy-2,6-dimethyl-3-methoxyphenyl)-methane; 2,2-bis-(3,5-dichloro-4-hydroxyphenyl)-propane; 2,2-bis-(3-bromo-4-hydroxyphenyl)-propane.
Claim 45
Dependent Claim
11 words
2-bis-(4-hydroxynaphthyl)-propane 2,2-bis-(4-hydroxyphenyl)-pentane; 2,2-bis-(4-hydroxyphenyl)-hexane; bis-(4-hydroxyphenyl)-phenylmethane; bis-(4-hydroxyphenyl)-cyclohexylmethane; 1,2-bis-(4-hydroxyphenyl)-1,2-bis-(phenyl)-ethane; 2,2-bis-(4-hydroxyphenyl)-1-phenylpropane; bis-(3-nitro-4-hydrophenyl)-methane; bis-(4-hydroxy-2,6-dimethyl-3-methoxyphenyl)-methane; 2,2-bis-(3,5-dichloro-4-hydroxyphenyl)-propane; 2,2-bis-(3-bromo-4-hydroxyphenyl)-propane.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2002-10-18 | 2003-04-19 | 2003-10-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2006-10-18 | 2007-04-19 | 2007-10-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2010-10-18 | 2011-04-19 | 2011-10-19 | $7700.00 | Window Closed / Lapsed |