Patent US4259492A successfully refreshed from Google Patents.
US4259492A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Dioxaphosphepines
Assignee: BASF Corp
•
Filing: 1979-05-18
•
Granted: 1981-03-31
•
Expires: 1999-05-18
Abstract
Abstract Compounds of the formula I ##STR1## wherein R 1 is C 1 -C 18 alkyl, R 2 is hydrogen or C 1 -C 18 alkyl, and A is a substituted primary or secondary aliphatic or alicyclic, aromatic or araliphatic amine, in which the substituents are identical or different, a heterocyclic amine or a hydrazine derivative.
Inventors
- 👤 Michael Rasberger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 06:57
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/49; C08K5/5399; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/22; C07F9/24; C07F9/2454; C07F9/2458; C07F9/547; C07F9/553; C07F9/576; C07F9/59; C07F9/6564; C07F9/6571; C07F9/657154; C07F9/6574; C07F9/65744
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
472 words
A compound of the formula I ##STR13## wherein R 1 is C 1 -C 18 alkyl, R 2 is hydrogen or C 1 -C 18 alkyl, and A is a group --N(R 3 )R 4 (III), wherein R 3 is hydrogen, C 1 -C 22 alkyl, C 2 -C 21 oxa- or thiaalkyl, C 3 -C 18 alkenyl, C 3 -C 18 alkynyl, C 2 -C 6 hydroxyalkyl, C 3 -C 24 alkoxycarbonylalkyl, C 5 -C 12 cycloalkyl, C 6 -C 14 aryl, C 7 -C 15 alkaryl, C 7 -C 15 aralkyl, a C 5 -C 17 piperidin-4-yl group or said group substituted by up to five methyl or ethyl groups; or a group of the formula II ##STR14## in which R 1 and R 2 have the meanings given above, R 4 is C 1 -C 22 alkyl, C 2 -C 21 oxa- or thiaalkyl, C 3 -C 18 alkenyl, C 3 -C 18 alkynyl, C 2 -C 6 hydroxyalkyl, C 3 -C 24 alkoxycarbonylalkyl, C 5 -C 12 cycloalkyl, C 6 -C 14 aryl, C 7 -C 15 alkaryl, C 7 -C 15 aralkyl, a C 5 -C 17 piperidin-4-yl group or said group substituted by up to five methyl or ethyl groups; a group of the formula IV ##STR15## wherein R 3 has the meaning given above, n is 0 to 1, R 5 is C 2 -C 22 alkylene, C 4 -C 22 alkenylene, C 4 -C 22 alkynylene or C 5 -C 9 cycloalkylene, each of which can be interrupted with one or two oxygen or sulfur atoms, or R 5 is a group of the formula VI ##STR16## in which R 6 is --O--, --S-- or --(R 7 )C(R 8 )--, wherein R 7 and R 8 independently of one another are hydrogen or C 1 -C 8 alkyl, or R 7 and R 8 together with the C atom to which they are attached form C 5 -C 12 cycloalkyl, or R 7 and R 8 together are 1,4-cyclohexylenedimethylene or 1,3,3-trimethylcyclohexylene-1,5, or R 5 is also phenylene, biphenylene or a group of the formula ##STR17## wherein R 6 has the meaning given above, and r, t and n independently of one another are 2, 3, 4, 5 or 6, m is 0, 1, 2 or 3, Q is a group of the formula II, wherein R 1 and R 2 have the meanings given above, or R 3 and R 4 together with the N atom to which they are attached form a pyrrolidine, oxazolidine, piperidine or morpholine ring; or said pyrrolidine, said oxazolidine, said piperidine or said morpholine substituted by up to five methyl or ethyl groups; or R 3 and R 4 together form the radical --CH 2 --CH 2 --N(Q)--CH 2 --CH 2 -- wherein Q has the meaning given above.
Claim 2
Dependent Claim
472 words
A compound of the formula I ##STR13## wherein R 1 is C 1 -C 18 alkyl, R 2 is hydrogen or C 1 -C 18 alkyl, and A is a group --N(R 3 )R 4 (III), wherein R 3 is hydrogen, C 1 -C 22 alkyl, C 2 -C 21 oxa- or thiaalkyl, C 3 -C 18 alkenyl, C 3 -C 18 alkynyl, C 2 -C 6 hydroxyalkyl, C 3 -C 24 alkoxycarbonylalkyl, C 5 -C 12 cycloalkyl, C 6 -C 14 aryl, C 7 -C 15 alkaryl, C 7 -C 15 aralkyl, a C 5 -C 17 piperidin-4-yl group or said group substituted by up to five methyl or ethyl groups; or a group of the formula II ##STR14## in which R 1 and R 2 have the meanings given above, R 4 is C 1 -C 22 alkyl, C 2 -C 21 oxa- or thiaalkyl, C 3 -C 18 alkenyl, C 3 -C 18 alkynyl, C 2 -C 6 hydroxyalkyl, C 3 -C 24 alkoxycarbonylalkyl, C 5 -C 12 cycloalkyl, C 6 -C 14 aryl, C 7 -C 15 alkaryl, C 7 -C 15 aralkyl, a C 5 -C 17 piperidin-4-yl group or said group substituted by up to five methyl or ethyl groups; a group of the formula IV ##STR15## wherein R 3 has the meaning given above, n is 0 to 1, R 5 is C 2 -C 22 alkylene, C 4 -C 22 alkenylene, C 4 -C 22 alkynylene or C 5 -C 9 cycloalkylene, each of which can be interrupted with one or two oxygen or sulfur atoms, or R 5 is a group of the formula VI ##STR16## in which R 6 is --O--, --S-- or --(R 7 )C(R 8 )--, wherein R 7 and R 8 independently of one another are hydrogen or C 1 -C 8 alkyl, or R 7 and R 8 together with the C atom to which they are attached form C 5 -C 12 cycloalkyl, or R 7 and R 8 together are 1,4-cyclohexylenedimethylene or 1,3,3-trimethylcyclohexylene-1,5, or R 5 is also phenylene, biphenylene or a group of the formula ##STR17## wherein R 6 has the meaning given above, and r, t and n independently of one another are 2, 3, 4, 5 or 6, m is 0, 1, 2 or 3, Q is a group of the formula II, wherein R 1 and R 2 have the meanings given above, or R 3 and R 4 together with the N atom to which they are attached form a pyrrolidine, oxazolidine, piperidine or morpholine ring; or said pyrrolidine, said oxazolidine, said piperidine or said morpholine substituted by up to five methyl or ethyl groups; or R 3 and R 4 together form the radical --CH 2 --CH 2 --N(Q)--CH 2 --CH 2 -- wherein Q has the meaning given above.
Claim 3
Dependent Claim
353 words
A compound according to claim 1 of the formula I wherein R 1 and R 2 are each C 1 -C 8 alkyl, A is a group --N(R 3 )R 4 (III), wherein R 3 is hydrogen, C 1 -C 18 alkyl, C 3 -C 4 alkenyl, C 3 -C 4 alkynyl, C 3 -C 24 alkoxycarbonylmethyl or -ethyl, C 5 -C 12 cycloalkyl, phenyl, benzyl, C 7 -C 15 alkaryl; a C 5 -C 17 piperidin-4-yl group or said group substituted by up to five methyl or ethyl groups; or a group of the formula II, wherein R 1 and R 2 have the meaning given above, R 4 is C 1 -C 18 alkyl, C 3 -C 4 alkenyl, C 3 -C 4 alkynyl, C 3 -C 24 alkoxycarbonylmethyl or -ethyl, C 5 -C 12 cycloalkyl, phenyl, benzyl, C 7 -C 15 alkaryl; a C 5 -C 17 piperidin-4-yl group or said group substituted by up to five methyl or ethyl groups; a group of the formula IV or V, wherein R 3 has the meaning given above, n is 0 or 1, R 5 is C 2 -C 9 alkylene which can be interrupted with one or two oxygen or sulfur atoms, or it is cyclohexylene, or a group of the formula IV, wherein R 6 is --O--, --S-- or --(R 7 )C(R 8 )--, wherein R 7 and R 8 independently of one another are hydrogen or methyl, or R 7 and R 8 together with the C atom to which they are attached form cyclohexylene, or R 7 and R 8 together are 1,4-cyclohexylenedimethylene or 1,3,3-trimethyl-cyclohexylene-1,5, r, t and n are 2 or 3, m is 0 or 1, Q is a group of the formula II, wherein R 1 and R 2 have the meanings given above, or R 3 and R 4 together with the N atom to which they are attached form a pyrrolidine, oxazolidine, piperidine or morpholine ring, or R 3 and R 4 together are the radical --CH 2 CH 2 --N(Q)--CH 2 CH 2 -- wherein Q has the meaning given above.
Claim 4
Dependent Claim
120 words
A compound of the formula I ##STR18## wherein R 1 is C 1 -C 18 alkyl, R 2 is hydrogen or C 1 -C 18 alkyl, and A is a group --N(R 3 )R 4 (III), wherein R 3 and R 4 together with the N atom to which they are attached form a pyrrolidine, oxazolidine, piperidine or morpholine ring; or said pyrrolidine, said oxazolidine, said piperidine or said morpholine ring substituted by up to five methyl or ethyl groups; or R 3 and R 4 together form the radical --CH 2 --CH 2 --N(Q)--CH 2 --CH 2 -- wherein Q is a group of the formula II ##STR19## where R 1 and R 2 have the meanings given above.
Claim 5
Dependent Claim
120 words
A compound of the formula I ##STR18## wherein R 1 is C 1 -C 18 alkyl, R 2 is hydrogen or C 1 -C 18 alkyl, and A is a group --N(R 3 )R 4 (III), wherein R 3 and R 4 together with the N atom to which they are attached form a pyrrolidine, oxazolidine, piperidine or morpholine ring; or said pyrrolidine, said oxazolidine, said piperidine or said morpholine ring substituted by up to five methyl or ethyl groups; or R 3 and R 4 together form the radical --CH 2 --CH 2 --N(Q)--CH 2 --CH 2 -- wherein Q is a group of the formula II ##STR19## where R 1 and R 2 have the meanings given above.
Claim 6
Dependent Claim
89 words
A compound according to claim 3 wherein R 1 and R 2 are each C 1 -C 8 alkyl, A is a group --N(R 3 )R 4 (III), R 3 and R 4 together with the N atom to which they are attached form a pyrrolidine, oxozolidine, piperidine or morpholine ring, or R 3 and R 4 together are the radical --CH 2 --CH 2 --N(Q)--CH 2 --CH 2 -- wherein Q is a group of formula II wherein R 1 and R 2 have the meanings given above.
Claim 7
Dependent Claim
93 words
A compound according to claim 3 wherein R 1 is α-branched C 3 -C 8 alkyl, R 2 is C 1 -C 8 alkyl, A is a group --N(R 3 )R 4 (III) wherein R 3 and R 4 together with the N atom to which they are attached form a piperidine or morpholine ring, or R 3 and R 4 together are the radical --CH 2 --CH 2 --N(Q)--CH 2 --CH 2 -- wherein Q is a group of formula II wherein R 1 and R 2 have the meanings given above.
Claim 8
Dependent Claim
88 words
A compound according to claim 3 wherein R 1 and R 2 are α-branched C 3 -C 8 alkyl, A is a group --N(R 3 )R 4 (III), wherein R 3 and R 4 together with the N atom to which they are attached form a piperidine or morpholine ring, or R 3 and R 4 together are the radical --CH 2 --CH 2 --N(Q)--CH 2 --CH 2 -- wherein Q is a group of formula II wherein R 1 and R 2 have the meanings given above.
Claim 9
Dependent Claim
16 words
A compound according to claim 3 wherein R 1 and R 2 are tert-butyl or tert-octyl.
Claim 10
Dependent Claim
47 words
A compound according to claim 3 wherein R 3 and R 4 together with the N atom to which they are attached form a pyrrolidine, piperidine or morpholine ring; or said pyrroline, said piperidine or said morpholine ring substituted by up to five methyl or ethyl groups.
Claim 11
Dependent Claim
29 words
A compound according to claim 8 wherein R 3 and R 4 together with the N atom to which they are attached form a pyrrolidine, piperidine or morpholine ring.
Claim 12
Dependent Claim
196 words
A compound according to claim 1 of the formula I wherein R 1 is α-branched C 3 -C 8 alkyl, R 2 is C 1 -C 8 alkyl, A is a group --N(R 3 )R 4 (III) wherein R 3 is hydrogen, C 1 -C 18 alkyl, allyl, propargyl, C 3 -C 14 alkoxycarbonylmethyl, C 3 -C 15 alkoxycarbonylethyl or C 5 -C 8 cycloalkyl, R 4 is C 1 -C 4 alkyl, allyl, propargyl, C 3 -C 14 alkoxycarbonylmethyl, C 3 -C 15 alkoxycarbonylethyl, C 5 -C 8 cycloalkyl, or a group of the formula IV or V, wherein R 3 has the meaning given above, n is 1, R 5 is C 2 -C 6 alkylene, r, t and n are 2 or 3, m is 0, Q is a group of the formula II, wherein R 1 and R 2 have the meanings given above, or R 3 and R 4 together with the N atom to which they are attached form a piperidine or morpholine ring, or R 3 and R 4 together are the radical --CH 2 CH 2 --N(Q)--CH 2 CH 2 -- wherein Q has the meaning given above.
Claim 13
Dependent Claim
147 words
A compound according to claim 1 of the formula I wherein R 1 and R 2 are α-branched C 3 -C 8 alkyl, A is a group --N(R 3 )R 4 (III), wherein R 3 is hydrogen, C 1 -C 12 alkyl or cyclohexyl, R 4 is C 1 -C 4 alkyl, cyclohexyl, or a group of the formula IV, wherein R 3 has the meaning given above, and Q is a group of the formula II, wherein R 1 and R 2 have the meanings given above, n is 1, R 5 is C 2 -C 6 alkylene, or R 3 and R 4 together with the C atom to which they are attached form a piperidine or morpholine ring, or R 3 and R 4 together are the radical --CH 2 CH 2 --N(Q)--CH 2 CH 2 -- wherein Q has the meaning given above.
Claim 14
Dependent Claim
26 words
A compound according to claim 1 of the formula I, wherein R 1 and R 2 are tert-butyl or tert-octyl, and A has the meaning given.
Claim 15
Dependent Claim
103 words
A compound according to claim 1 of the formula I wherein A is --N(R 3 )R 4 , in which R 3 is a piperidin-4-yl group of the formula XI ##STR20## wherein R 9 is hydrogen or methyl, and R 10 is hydrogen, oxyl, C 1 -C 18 alkenyl, C 3 -C 6 alkynyl, C 7 -C 12 aralkyl, C 2 -C 21 alkoxyalkyl, an aliphatic acyl group having 1-4 C atoms, or a group --CH 2 COOR 11 , in which R 11 is C 1 -C 12 alkyl, C 3 -C 8 alkenyl, phenyl, C 7 -C 8 aralkyl or cyclohexyl.
Claim 16
Dependent Claim
46 words
A compound according to claim 13 of the formula I wherein A is --N(R 3 )R 4 , where R 3 and R 4 are each a group of the formula XI in which R 9 and R 10 have the meanings given in claim 10.
Claim 17
Dependent Claim
38 words
A compound according to claim 13 or 14, where in the radicals of the formula XI the symbol R 9 is hydrogen, and the symbol R 10 is hydrogen, C 1 -C 8 alkyl, allyl, benzyl or acetyl.
Claim 18
Dependent Claim
19 words
A compound according to claim 15, wherein R 9 is hydrogen, and R 10 is hydrogen, methyl or acetyl.
Claim 19
Dependent Claim
5 words
N-(2,4,8,10-tetra-tert-butyldibenz[d,f][1,3,2]dioxaphosphepin-6-yl)-dibutylamine according to claim 1.
Claim 20
Dependent Claim
5 words
N-(2,4,8,10-tetra-tert-butyldibenz[d,f][1,3,2]dioxaphosphepin-6-yl)-piperidine according to claim 3.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-03-30 | 1984-09-29 | 1985-03-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-03-30 | 1988-09-29 | 1989-03-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-03-30 | 1992-09-29 | 1993-03-31 | $7700.00 | Window Closed / Lapsed |