US4584138A
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US
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Novel fatty ethenoid acylaminoorganosilicon compounds and their use as a coupling agent
Assignee: General Electric Co
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Filing: 1983-09-30
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Granted: 1986-04-22
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Expires: 2003-09-30
Abstract
Abstract A novel class of fatty ethenoid acylaminoorganosilicon compounds are provided which are useful as coupling agents for fiber glass reinforced resin composites.
Inventors
- 👤 Enrico J. Pepe
- 👤 James G. Marsden
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 23:33
CPC Classifications
C; C03; C03C; C03C25/00; C03C25/10; C03C25/24; C03C25/40; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
394 words
A novel fatty ethenoid acylaminoorganiosilicon compound selected from the group of fatty ethenoid acylaminoorganosilicon compounds representated by the general formula Y[N(Y).sub.c R.sub.2-c ].sub.x [N(W)R.sup.1 ].sub.y [N(Y).sub.b R.sub.2-b.sup.2 ].sub.z (HX).sub.w wherein R and R 1 are individually selected from the group consisting of divalent alkylene groups containing from two to six carbon atoms inclusive, divalent arylene groups containing from six to twelve carbon atoms inclusive, divalent alkyl substituted arylene groups containing from seven to twenty carbon atoms inclusive, and a divalent group of the formula ##STR18## wherein R 3 is a divalent alkylene group containing from two to six carbon atoms inclusive; R 2 is a monovalent alkyl or aryl group containing from one to ten carbon atoms or hydrogen; W is either hydrogen, or ##STR19## wherein R 4 is a monovalent hydrocarbon group containing from 8 to 24 carbon atoms and containing at least one double bond; Y is selected from the group consisting of hydrogen, ##STR20## wherein R 4 is as defined above, R 2 ; and --R 5 Si(OR 6 ) 3-a (R 7 ) a wherein R 5 is a divalent alkylene group containing from two to six carbon atoms inclusive, R 6 and R 7 are individually a monovalent alkyl or aryl group containing from one to six carbon atoms inclusive; and R 6 may also be a silicon containing moiety wherein the oxygen atom is directed bonded to the silicon atom of the R 6 silicon containing moiety; and a has a value of zero, one, or two; b has a value of zero, one or two; c has a value of zero or one; x and y have values such that x+y equal one to thirty with the proviso that x is at least one; z is zero or one; X is a halogen atom, hydroxyl, ester or anhydride group; w has a value equal to from zero to the sum of x+y+z provided that w does not exceed the total nitrogen atom in free amine form; with the proviso that at least one Y is --R 5 Si(OR 6 ) 3-a (R 7 ) a ; and at least one other Y is ##STR21## and when only one Y is --R 5 Si(OR 6 ) 3-a (R 7 ) a then R 4 contains at least two double bonds; and when x=1, y=0 and z=0 then c=1.
Claim 2
Dependent Claim
394 words
A novel fatty ethenoid acylaminoorganiosilicon compound selected from the group of fatty ethenoid acylaminoorganosilicon compounds representated by the general formula Y[N(Y).sub.c R.sub.2-c ].sub.x [N(W)R.sup.1 ].sub.y [N(Y).sub.b R.sub.2-b.sup.2 ].sub.z (HX).sub.w wherein R and R 1 are individually selected from the group consisting of divalent alkylene groups containing from two to six carbon atoms inclusive, divalent arylene groups containing from six to twelve carbon atoms inclusive, divalent alkyl substituted arylene groups containing from seven to twenty carbon atoms inclusive, and a divalent group of the formula ##STR18## wherein R 3 is a divalent alkylene group containing from two to six carbon atoms inclusive; R 2 is a monovalent alkyl or aryl group containing from one to ten carbon atoms or hydrogen; W is either hydrogen, or ##STR19## wherein R 4 is a monovalent hydrocarbon group containing from 8 to 24 carbon atoms and containing at least one double bond; Y is selected from the group consisting of hydrogen, ##STR20## wherein R 4 is as defined above, R 2 ; and --R 5 Si(OR 6 ) 3-a (R 7 ) a wherein R 5 is a divalent alkylene group containing from two to six carbon atoms inclusive, R 6 and R 7 are individually a monovalent alkyl or aryl group containing from one to six carbon atoms inclusive; and R 6 may also be a silicon containing moiety wherein the oxygen atom is directed bonded to the silicon atom of the R 6 silicon containing moiety; and a has a value of zero, one, or two; b has a value of zero, one or two; c has a value of zero or one; x and y have values such that x+y equal one to thirty with the proviso that x is at least one; z is zero or one; X is a halogen atom, hydroxyl, ester or anhydride group; w has a value equal to from zero to the sum of x+y+z provided that w does not exceed the total nitrogen atom in free amine form; with the proviso that at least one Y is --R 5 Si(OR 6 ) 3-a (R 7 ) a ; and at least one other Y is ##STR21## and when only one Y is --R 5 Si(OR 6 ) 3-a (R 7 ) a then R 4 contains at least two double bonds; and when x=1, y=0 and z=0 then c=1.
Claim 3
Dependent Claim
15 words
The compound of claim 1 wherein R and R 1 are individually divalent alkylene groups.
Claim 4
Dependent Claim
15 words
The compound of claim 2 wherein R and R 1 are individually ethylene or propylene.
Claim 5
Dependent Claim
12 words
The compound of claim 1 wherein R 2 is methyl or hydrogen.
Claim 6
Dependent Claim
20 words
The compound of claim 1 wherein R 4 is a monovalent hydrocarbon radical containing from 1 to 20 carbon atoms.
Claim 7
Dependent Claim
14 words
The compound of claim 5 wherein R 4 contains at least two double bonds.
Claim 8
Dependent Claim
10 words
The compound of claim 1 wherein R 5 is propylene.
Claim 9
Dependent Claim
17 words
The compound of claim 1 wherein R 7 and R 7 are individually methyl or ethyl groups.
Claim 10
Dependent Claim
9 words
The compound of claim 1 wherein a=zero or one.
Claim 11
Dependent Claim
9 words
The compound of claim 1 wherein b=zero or one.
Claim 12
Dependent Claim
7 words
The compound of claim 1 wherein c=1.
Claim 13
Dependent Claim
16 words
The compound of claim 1 wherein x=1 to 4, y=0 to 3 and z=0 or 1.
Claim 14
Dependent Claim
17 words
(C 2 H 2 O) 3 SiCH 2 CH 2 CH 2 N(H)C(O)C 17 H 29 .
Claim 15
Dependent Claim
17 words
(C 2 H 2 O) 3 SiCH 2 CH 2 CH 2 N(H)C(O)C 17 H 29 .
Claim 16
Dependent Claim
19 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 NHCH 2 CH 2 N(H)C(O)C 17 H 29 (CHl).
Claim 17
Dependent Claim
19 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 NHCH 2 CH 2 N(H)C(O)C 17 H 29 (CHl).
Claim 18
Dependent Claim
23 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 N(H)C(O)C 17 H 29 .
Claim 19
Dependent Claim
23 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 N(H)C(O)C 17 H 29 .
Claim 20
Dependent Claim
25 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 N(H)CH 2 CH 2 NH 2 (HCl).
Claim 21
Dependent Claim
25 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 N(H)CH 2 CH 2 NH 2 (HCl).
Claim 22
Dependent Claim
27 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 NHCH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 CH 2 Si(OCH 3 )(HCl).
Claim 23
Dependent Claim
27 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 NHCH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 CH 2 Si(OCH 3 )(HCl).
Claim 24
Dependent Claim
33 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 CH 2 Si(OCH 3 ) 3 .
Claim 25
Dependent Claim
33 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 N(C(O)C 17 H 29 )CH 2 CH 2 CH 2 Si(OCH 3 ) 3 .
Claim 26
Dependent Claim
29 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 [N(H)CH 2 CH 2 ][N(C(O)C 17 H 29 )CH 2 CH 2 CH 2 Si(OCH 3 ) 3 ][HCl].
Claim 27
Dependent Claim
29 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 [N(H)CH 2 CH 2 ][N(C(O)C 17 H 29 )CH 2 CH 2 CH 2 Si(OCH 3 ) 3 ][HCl].
Claim 28
Dependent Claim
25 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 [N(CH 2 CH 2 CH 2 Si(OCH 3 ) 3 )(C(O)C 17 H 29 )].
Claim 29
Dependent Claim
25 words
(CH 3 O) 3 SiCH 2 CH 2 CH 2 [N(CH 2 CH 2 CH 2 Si(OCH 3 ) 3 )(C(O)C 17 H 29 )].
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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) | 1989-04-21 | 1989-10-21 | 1990-04-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-04-21 | 1993-10-21 | 1994-04-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-04-21 | 1997-10-21 | 1998-04-22 | $7700.00 | Window Closed / Lapsed |