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US3979359A
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Carbofunctional sulfur and carboxylate bridged tin compounds
Assignee: Cincinnati Milacron Chemicals Inc
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Filing: 1974-11-15
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Granted: 1976-09-07
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Expires: 1994-11-15
Abstract
Abstract Organotin compounds are prepared having (1) at least two tin atoms linked by a bridge through sulfur, carboxylate or both and containing at least two carbon atoms in the bridge, (2) directly attached to the tin atoms one to two alkyl groups containing one to eight carbon atoms and (3) a mercaptoalkanol or derivative thereof. The compounds are useful to stabilize halogen containing vinyl and vinylidene polymers, e.g. polyvinyl chloride.
Inventors
- 👤 Thomas G. Kugele
- 👤 Arthur F. Koeniger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 06:05
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/56; C08K5/57; C08K5/58; C07; C07F; C07F7/00; C07F7/22; C07F7/226
Claims Analysis
Total Claims: 56
Claim 1
Independent Claim
326 words
A sulfur containing organotin compound having the formula (1): ##EQU39## where R is a monovalent alkyl radical of 1 to 8 carbon atoms, A is ##EQU40## halogen of atomic weight 35 to 127, ##EQU41## the A groups are the same or different, with the proviso that at least one ##EQU42## is in the molecule, d is 0 or 1, each R' when d is 0 is alkylene of 1 to 10 carbon atoms; each R' when d is 1 is alkylene of 2 to 10 carbon atoms, each R" is hydrogen, alkyl of 1 to 20 carbon atoms, ethylenically unsaturated aliphatic hydrocarbyl having 1 to 3 ethylenic double bonds and 2 to 19 carbon atoms, halo or hydroxy alkyl of 2 to 19 carbon atoms, halo or hydroxy alkenyl of 2 to 19, cycloalkyl of 5 to 6 carbon atoms, benzyl, phenyl, alkylphenyl, halophenyl, ##EQU43## where R'" is alkylene of 2 to 10 carbon atoms, R"" is alkyl of 1 to 20 carbon atoms, alkenyl of 2 to 18 carbon atoms, halo or hydroxy alkyl of 2 to 20 carbon atoms, halo or hydroxy alkenyl of 2 to 20 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, benzyl, phenyl or halophenyl, x is 1 or 2, y is 1 or 2 and z is 1 or 2, the total of x+y+z is 4, ##EQU44## where R 4 is arylene, --CH=CH--, alkylene of 2 to 10 carbon atoms, R 5 is nothing, alkylene of 1 to 8 carbon atoms, phenylene or --CH=CH--, R 6 is alkylene of 1 to 10 carbon atoms, --CH=CH-- or arylene, R 9 is a residue of a dicarboxylic acid from which the two carboxyl groups have been removed, R 10 is arylene or ##SPC5## where t is 0 to 1 and R 11 and R 12 are H or alkyl, or (2) an overbased compound prepared by reacting a dialkyltin oxide of alkylstannoic acid with a compound of the formula: ##EQU45##
Claim 2
Dependent Claim
326 words
A sulfur containing organotin compound having the formula (1): ##EQU39## where R is a monovalent alkyl radical of 1 to 8 carbon atoms, A is ##EQU40## halogen of atomic weight 35 to 127, ##EQU41## the A groups are the same or different, with the proviso that at least one ##EQU42## is in the molecule, d is 0 or 1, each R' when d is 0 is alkylene of 1 to 10 carbon atoms; each R' when d is 1 is alkylene of 2 to 10 carbon atoms, each R" is hydrogen, alkyl of 1 to 20 carbon atoms, ethylenically unsaturated aliphatic hydrocarbyl having 1 to 3 ethylenic double bonds and 2 to 19 carbon atoms, halo or hydroxy alkyl of 2 to 19 carbon atoms, halo or hydroxy alkenyl of 2 to 19, cycloalkyl of 5 to 6 carbon atoms, benzyl, phenyl, alkylphenyl, halophenyl, ##EQU43## where R'" is alkylene of 2 to 10 carbon atoms, R"" is alkyl of 1 to 20 carbon atoms, alkenyl of 2 to 18 carbon atoms, halo or hydroxy alkyl of 2 to 20 carbon atoms, halo or hydroxy alkenyl of 2 to 20 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, benzyl, phenyl or halophenyl, x is 1 or 2, y is 1 or 2 and z is 1 or 2, the total of x+y+z is 4, ##EQU44## where R 4 is arylene, --CH=CH--, alkylene of 2 to 10 carbon atoms, R 5 is nothing, alkylene of 1 to 8 carbon atoms, phenylene or --CH=CH--, R 6 is alkylene of 1 to 10 carbon atoms, --CH=CH-- or arylene, R 9 is a residue of a dicarboxylic acid from which the two carboxyl groups have been removed, R 10 is arylene or ##SPC5## where t is 0 to 1 and R 11 and R 12 are H or alkyl, or (2) an overbased compound prepared by reacting a dialkyltin oxide of alkylstannoic acid with a compound of the formula: ##EQU45##
Claim 3
Dependent Claim
9 words
A compound according to claim 1 having formula (1).
Claim 4
Dependent Claim
16 words
A compound according to claim 2 wherein x and z are 1 and y is 2.
Claim 5
Dependent Claim
28 words
A compound according to claim 3 wherein one A attached to each tin atom is halogen of atomic weight 35 to 127, and the other A is ##EQU46##
Claim 6
Dependent Claim
14 words
A compound according to claim 3 wherein all of the A groups are ##EQU47##
Claim 7
Dependent Claim
10 words
A compound according to claim 2 wherein d is 0.
Claim 8
Dependent Claim
16 words
A compound according to claim 6 wherein x and z are 1 and y is 2.
Claim 9
Dependent Claim
24 words
A compound according to claim 2 wherein, z is 1 and the A groups are ##EQU48## or halogen of atomic weight 35 to 127.
Claim 10
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU49##
Claim 11
Dependent Claim
15 words
A compound according to claim 9 wherein R" is alkyl or ethylenically unsaturated aliphatic hydrocarbyl.
Claim 12
Dependent Claim
11 words
A compound according to claim 10 wherein R 4 is alkylene.
Claim 13
Dependent Claim
11 words
A compound according to claim 10 wherein R 4 is p-phenylene.
Claim 14
Dependent Claim
11 words
A compound according to claim 10 wherein R 4 is --CH=CH--.
Claim 15
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU50##
Claim 16
Dependent Claim
15 words
A compound according to claim 14 wherein R 4 and R 6 are both alkylene.
Claim 17
Dependent Claim
15 words
A compound according to claim 14 wherein R 4 and R 6 are both --CH=CH--.
Claim 18
Dependent Claim
15 words
A compound according to claim 14 where R 4 and R 6 are both ##SPC6##
Claim 19
Dependent Claim
15 words
A compound according to claim 14 wherein R" is alkyl or ethylenically unsaturated aliphatic hydrocarbyl.
Claim 20
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU51##
Claim 21
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU52##
Claim 22
Dependent Claim
15 words
A compound according to claim 20 wherein R" is alkyl or ethylenically unsaturated aliphatic hydrocarbyl.
Claim 23
Dependent Claim
10 words
A compound according to claim 8 where Z is ##EQU53##
Claim 24
Dependent Claim
15 words
A compound according to claim 22 wherein R" is alkyl or ethylenically unsaturated aliphatic hydrocarbyl.
Claim 25
Dependent Claim
13 words
A compound according to claim 23 wherein R 5 is nothing or alkylene.
Claim 26
Dependent Claim
11 words
A compound according to claim 23 wherein R 5 is --CH=CH--.
Claim 27
Dependent Claim
11 words
A compound according to claim 23 wherein R 5 is phenylene.
Claim 28
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU54##
Claim 29
Dependent Claim
15 words
A compound according to claim 27 wherein R" is alkyl or ethylenically unsaturated aliphatic hydrocarbyl.
Claim 30
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU55##
Claim 31
Dependent Claim
15 words
A compound according to claim 29 wherein R" is alkyl or ethylenically unsaturated aliphatic hydrocarbyl.
Claim 32
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU56##
Claim 33
Dependent Claim
15 words
A compound according to claim 31 wherein R" is alkyl or ethylenically unsaturated aliphatic hydrocarbyl.
Claim 34
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU57##
Claim 35
Dependent Claim
10 words
A compound according to claim 33 wherein n is 2.
Claim 36
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU58##
Claim 37
Dependent Claim
10 words
A compound according to claim 35 where n is 1.
Claim 38
Dependent Claim
17 words
A compound according to claim 35 wherein R 8 is alkylene of 2 to 10 carbon atoms.
Claim 39
Dependent Claim
10 words
A compound according to claim 8 wherein Z is ##EQU59##
Claim 40
Dependent Claim
23 words
A compound according to claim 38 wherein R 9 is (CH 2 ) m where m is an integer from 0 to 8.
Claim 41
Dependent Claim
11 words
A compound according to claim 38 wherein R 9 is --CH=CH--.
Claim 42
Dependent Claim
11 words
A compound according to claim 38 wherein R 9 is ##SPC7##
Claim 43
Dependent Claim
11 words
A compound according to claim 38 where R 10 is ##SPC8##
Claim 44
Dependent Claim
14 words
A compound according to claim 2 wherein R 11 and R 12 are methyl.
Claim 45
Dependent Claim
26 words
A compound according to claim 43 wherein R 9 is (CH 2 ) m where m is an integer of 0 to 8, --CH=cH-- or phenylene.
Claim 46
Dependent Claim
25 words
A compound according to claim 2 wherein d is 1 and R" is alkyl, ethylenically unsaturated aliphatic hydrocarbyl or monohydroxy substituted monoethylenically unsaturated aliphatic hydrocarbyl.
Claim 47
Dependent Claim
33 words
A compound according to claim 45 wherein at least one of the A groups is ##EQU60## and the balance of the A groups are ##EQU61## or halogen of atomic weight 35 to 127.
Claim 48
Dependent Claim
14 words
A compound according to claim 46 wherein all of the A groups are ##EQU62##
Claim 49
Dependent Claim
20 words
A compound according to claim 46 wherein at least one A group is halogen of atomic weight 35 to 127.
Claim 50
Dependent Claim
11 words
A compound according to claim 48 wherein the halogen is chlorine.
Claim 51
Dependent Claim
9 words
A compound according to claim 1 which is (2).
Claim 52
Dependent Claim
10 words
A compound according to claim 50 wherein R is methyl.
Claim 53
Dependent Claim
10 words
A compound according to claim 45 wherein R is methyl.
Claim 54
Dependent Claim
10 words
A compound according to claim 2 wherein R is methyl.
Claim 55
Dependent Claim
20 words
A halogen-containing polymer composition containing a compound according to claim 1 in an amount effective to heat stabilize the polymer.
Claim 56
Dependent Claim
33 words
A composition according to claim 54 wherein the halogen containing polymer is selected from the group consisting of vinyl chloride polymers, chlorinated polyethylene, chlorinated rubber, chlorinated polystyrene, chlorinated polyvinyl chloride and rubber hydrochloride.
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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) | 1979-09-07 | 1980-03-08 | 1980-09-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-09-07 | 1984-03-08 | 1984-09-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-09-07 | 1988-03-08 | 1988-09-07 | $7700.00 | Window Closed / Lapsed |