US4059581A
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Heterocyclic nitrogen containing siloxanes
Assignee: OSI Specialties Inc
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Filing: 1975-05-16
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Granted: 1977-11-22
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Expires: 1995-05-16
Abstract
Abstract Cationic bis(trimethylsiloxy) siloxanes of the formula: MDx'M wherein M is the trimethylsiloxy units, Me3SiO1/2, x is an integer of 1 to 3, preferably 1, and D' is a cationic difunctional siloxy unit of the formula: <IMAGE> wherein R DEG is a divalent organic group, t is 0 to 1, R is methyl or ethyl, R2N is a five to six member organic heterocyclic ring and X is an anion.
Inventors
- 👤 Bela Prokai
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 08:33
CPC Classifications
B; B29; B29C; B29C33/00; B29C33/56; B29C33/60; B29C33/62; B29C33/64; A; A01; A01N; A01N55/00; C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; C09; C09K; C09K23/00; C09K23/54
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
220 words
A cationic bis(trimethylsiloxy) siloxane having the formula MD s 'M wherein M is a trimethylsiloxy unit, Me 3 SiO 1/2 ,x is an integer of 1 to 3 and D' is a cationic difunctional unit having the formula: ##STR12## wherein R° is a divalent organic group, free of aliphatic unsaturation and having 2 to 18 carbon atoms, selected from the class consising of divalent hydrocarbon groups and hydroxy-substituted divalent hydrocarbon groups; R is selected from the class consisting of methyl and ethyl; R 2 N is an organic heterocyclic radical selected from the group consisting of morpholinium, piperdinum, pyrrolium, and piperazinium, said heterocyclic radical being bonded through the N atom in the above formula to the R and R° groups; X is an anion selected from the class consisting of chlorine, iodine, bromine, aryl sulfonate having 6 to 18 carbon atoms, nitrate, nitrite and borate anions when taken individually, sulfate and sulfite anions when two X - groups are taken together and a phosphate anion when three X - groups are taken together; and t is an integer of 0 to 1, with the proviso that when t is 1, R° can also be a group of the formula --R"OR"-- wherein R" is selected from the class consisting of divalent hydrocarbon groups and hydroxy-substituted divalent hydrocarbon groups as defined above.
Claim 2
Dependent Claim
220 words
A cationic bis(trimethylsiloxy) siloxane having the formula MD s 'M wherein M is a trimethylsiloxy unit, Me 3 SiO 1/2 ,x is an integer of 1 to 3 and D' is a cationic difunctional unit having the formula: ##STR12## wherein R° is a divalent organic group, free of aliphatic unsaturation and having 2 to 18 carbon atoms, selected from the class consising of divalent hydrocarbon groups and hydroxy-substituted divalent hydrocarbon groups; R is selected from the class consisting of methyl and ethyl; R 2 N is an organic heterocyclic radical selected from the group consisting of morpholinium, piperdinum, pyrrolium, and piperazinium, said heterocyclic radical being bonded through the N atom in the above formula to the R and R° groups; X is an anion selected from the class consisting of chlorine, iodine, bromine, aryl sulfonate having 6 to 18 carbon atoms, nitrate, nitrite and borate anions when taken individually, sulfate and sulfite anions when two X - groups are taken together and a phosphate anion when three X - groups are taken together; and t is an integer of 0 to 1, with the proviso that when t is 1, R° can also be a group of the formula --R"OR"-- wherein R" is selected from the class consisting of divalent hydrocarbon groups and hydroxy-substituted divalent hydrocarbon groups as defined above.
Claim 3
Dependent Claim
32 words
A cationic bis(trimethylsiloxy)siloxane as defined in claim 1, wherein X - is an anion selected from the class consisting of chlorine, iodine, bromine and aryl sulfonate having 6 to 18 carbon atoms.
Claim 4
Dependent Claim
53 words
A cationic bis(trimethylsiloxy) siloxane, as defined in claim 2, wherein R° is selected from the class consisting of alkylene and hydroxy-substituted alkylene when t is 0 and also groups of the formula --R"OR"-- wherein R" is selected from the class consisting of alkylene and hydroxy-substituted alkylene as defined above when t is 1.
Claim 5
Dependent Claim
17 words
A cationic bis(timethylsiloxy) siloane as defined in claim 3, wherein R 2 N is morpholinium or piperidinum.
Claim 6
Dependent Claim
19 words
A cationic bis(trimethylsiloxy) siloxane as defined in claim 4, wherein R 2 N is morpholinium and t is 1.
Claim 7
Dependent Claim
19 words
A cationic bis(trimethylsiloxy) siloxane as defined in claim 4, wherein R 2 N is morpholinium and t is 0.
Claim 8
Dependent Claim
18 words
A siloxane as defined in claim 1, having the formula [(Me.sub.3 SiO).sub.2 MeSi(CH.sub.2).sub.3 OCHMeCH.sub.2 (Me)N.sup.+ (CH.sub.2 CH.sub.2).sub.2 0]I.sup.-
Claim 9
Dependent Claim
18 words
a siloxane as defined in claim 1, having the formula [(Me.sub.3 SiO).sub.2 MeSiO(CH.sub.2).sub.2 O(CH.sub.2).sub.2 (Me)N.sup.+ (CH.sub.2 CH.sub.2).sub.2 O]I.sup.-
Claim 10
Dependent Claim
17 words
A siloxane as defined in claim 1, having the formula [(Me.sub.3 SiO).sub.2 MeSi(CH.sub.2).sub.3 (Me)N.sup.+ (CH.sub.2 CH.sub.2).sub.2 O]I.sup.-
Claim 11
Dependent Claim
19 words
A siloxane as defined in claim 1, having the formula [(Me.sub.3 SiO).sub.2 MeSi(CH.sub.2).sub.3 OCH.sub.2 CH(OH)CH.sub.2 (Me)N.sup.+ (CH.sub.2 CH.sub.2).sub.2 O]I.sup.-
Claim 12
Dependent Claim
17 words
A siloxane as defined in claim 1, having the formula [(Me.sub.3 SiO).sub.2 MeSiOCHMeCH.sub.2 (Me)N.sup.+ (CH.sub.2 CH.sub.2).sub.2 O]I.sup.-
Claim 13
Dependent Claim
17 words
A siloxane as defined in claim 1, having the formula [(Me.sub.3 SiO).sub.2 MeSi(CH.sub.2).sub.2 CHMe(Me)N.sup.+ (CH.sub.2 CH.sub.2).sub.2 O]I.sup.-
Claim 14
Dependent Claim
17 words
A siloxane as defined in claim 1, having the formula [(Me.sub.3 SiO).sub.2 MeSi(CH.sub.2).sub.3 (Me)N.sup.+ (CH.sub.2 CH.sub.2).sub.2 O]Br.sup.-
Claim 15
Dependent Claim
17 words
A siloxane as defined in claim 1, having the formula [(Me.sub.3 SiO).sub.2 MeSi(CH.sub.2).sub.3 (Me)N.sup.+ (CH.sub.2 CH.sub.2).sub.2 O]SO.sub.4.sup.32
Claim 16
Dependent Claim
158 words
A tertiary amino bis(trimethylsiloxy) siloxane having the formula MD x M wherein M is the trimethylsiloxy unit Me 3 SiO 1/2 , x is an integer of 1 to 3 and D is atertiary amino difunctional siloxy unit of the formula R.sub.2 NR°(O).sub.t Si(Me)O wherein R° is a divalent organic group free of aliphatic unsaturation and having 2 to 18 carbon atoms, selected from the class consisting of divalent hydrocarbon groups and hydroxy-subtituted divalent hydrocarbon groups; R 2 N is an organic heterocyclic radical selected from the group consisting of morpholinyl, piperidyl, pyrrolyl, and piperazinyl, said heterocycic radical being bonded through the N atom in the above formula to the R° group; and t is an integer of 0 to 1, with the proviso that when t is 1, R° can also be group of the formula --R"OR"-- wherein R" is selected from the class consisting of divalent hydrocarbon groups and hydroxy-substituted divalent hydrocarbon groups as defined above.
Claim 17
Dependent Claim
158 words
A tertiary amino bis(trimethylsiloxy) siloxane having the formula MD x M wherein M is the trimethylsiloxy unit Me 3 SiO 1/2 , x is an integer of 1 to 3 and D is atertiary amino difunctional siloxy unit of the formula R.sub.2 NR°(O).sub.t Si(Me)O wherein R° is a divalent organic group free of aliphatic unsaturation and having 2 to 18 carbon atoms, selected from the class consisting of divalent hydrocarbon groups and hydroxy-subtituted divalent hydrocarbon groups; R 2 N is an organic heterocyclic radical selected from the group consisting of morpholinyl, piperidyl, pyrrolyl, and piperazinyl, said heterocycic radical being bonded through the N atom in the above formula to the R° group; and t is an integer of 0 to 1, with the proviso that when t is 1, R° can also be group of the formula --R"OR"-- wherein R" is selected from the class consisting of divalent hydrocarbon groups and hydroxy-substituted divalent hydrocarbon groups as defined above.
Claim 18
Dependent Claim
53 words
A tertiary amino bis(trimethylsiloxy) siloxane defined in claim 15, wherein R° is selected from the class consisting of alkylene and hydroxy-substituted alkylene when t is 0 and also groups of the formula --R"OR"-- wherein R" is selected from the group consisting of alkylene and hydroxy-substituted alkylene as defined above when t is 1.
Claim 19
Dependent Claim
18 words
A tertiary amino bis(trimethylsiloxy) siloxane as defined in claim 16, wherein R 2 N is morpholinyl or piperidyl.
Claim 20
Dependent Claim
20 words
A tertiary amino (trimethylsiloxy) siloxane as defined in claim 17, wherein R 2 N is morpholinyl and t is 1.
Claim 21
Dependent Claim
20 words
A tertiary amino (trimethylsiloxy) siloxane as defined in claim 17, wherein R 2 N is morpholinyl and t is 0.
Claim 22
Dependent Claim
17 words
A siloxane as claimed in claim 1 having the formula: [(Me.sub.3 SiO).sub.2 MeSi(CH.sub.2).sub.3 (Me)N.sup.+ C.sub.5 H.sub.10 ]I.sup.-.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-11-21 | 1981-05-23 | 1981-11-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-21 | 1985-05-23 | 1985-11-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-21 | 1989-05-23 | 1989-11-22 | $7700.00 | Window Closed / Lapsed |