US4382014A
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Process for producing a polyether carbonate surface active material
Assignee: Shizuoka University
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Filing: 1980-09-29
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Granted: 1983-05-03
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Expires: 2000-09-29
Abstract
Abstract A process for producing a polyether carbonate surface active material having hydrocarbon residue at terminal thereof in an efficient manner, wherein an active hydrogen-containing compound which has a hydrocarbon residue containing 4 or more of carbon atoms and a five-membered ring carbonic acid ester are telomerized in the presence of an ate-complex of a metal of Group II,III or IV of the periodic table having at least two alkoxy groups.
Inventors
- 👤 Shizuyoshi Sakai
- 👤 Tatsuo Fujinami
- 👤 Kunio Kosugi
- 👤 Hiroshi Takemura
- 👤 Michiaki Sagesaka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 03:51
CPC Classifications
C; C08; C08G; C08G64/00; C08G64/16; C08G64/1608; C08G64/02; C08G64/0208; C08G64/20; C08G64/30; C09; C09K; C09K23/00; C09K23/42; Y; Y10; Y10S; Y10S516/00; Y10S516/01; Y10S516/07
Claims Analysis
Total Claims: 43
Claim 1
Independent Claim
160 words
A process for producing a polyether-carbonate surface active composition comprising contacting a carbonic acid ester of the formula ##STR2## in which R 1 , R 2 , R 3 and R 4 which are identical or different are each a hydrogen atom or a methyl group, with an active hydrogen compound which contains a minimum of 4 carbon atoms and at least one active hydrogen containing group selected from aryl and alkyl hydroxy, carboxylic acid and amino groups; in the presence of an ate-complex catalyst having at least two alkoxy groups of the formula M.sub.i.sup.+ [Z(OR).sub.n ].sup.i- in which: M is an alkali metal, Z is a metal of Group IIB, IIIA or IVA of the Periodic Table optionally bonded to alkyl or aryl groups R is an alkyl group i is 1 or 2 n is 2 to 6 at a temperature of about 60° to 200° C., to telomerize said carbonic acid ester with said active hydrogen compound.
Claim 2
Dependent Claim
160 words
A process for producing a polyether-carbonate surface active composition comprising contacting a carbonic acid ester of the formula ##STR2## in which R 1 , R 2 , R 3 and R 4 which are identical or different are each a hydrogen atom or a methyl group, with an active hydrogen compound which contains a minimum of 4 carbon atoms and at least one active hydrogen containing group selected from aryl and alkyl hydroxy, carboxylic acid and amino groups; in the presence of an ate-complex catalyst having at least two alkoxy groups of the formula M.sub.i.sup.+ [Z(OR).sub.n ].sup.i- in which: M is an alkali metal, Z is a metal of Group IIB, IIIA or IVA of the Periodic Table optionally bonded to alkyl or aryl groups R is an alkyl group i is 1 or 2 n is 2 to 6 at a temperature of about 60° to 200° C., to telomerize said carbonic acid ester with said active hydrogen compound.
Claim 3
Dependent Claim
14 words
A process according to claim 1 in which said carbonic ester is ethylene carbonate.
Claim 4
Dependent Claim
18 words
A process according to claim 1 in which said active hydrogen compound is a mono- or polyhydric alcohol.
Claim 5
Dependent Claim
18 words
A process according to claim 1 in which said active hydrogen compound is a primary or secondary amine.
Claim 6
Dependent Claim
17 words
A process according to claim 1 in which said active hydrogen compound is a phenol or naphthol.
Claim 7
Dependent Claim
18 words
A process according to claim 1 in which said active hydrogen compound is a mono or polycarboxylic acid.
Claim 8
Dependent Claim
23 words
A process according to one of claims 1 to 6 in which said active hydrogen compound contains from 4 to 20 carbon atoms.
Claim 9
Dependent Claim
29 words
A process according to claim 1 in which telomerizing is carried out with at least 2 mols of said carbonic acid ester per mol of said active hydrogen compound.
Claim 10
Dependent Claim
29 words
A process according to claim 1 in which telomerizing is carried out with about 5 to 30 mols of said carbonic acid ester per mol of active hydrogen compound.
Claim 11
Dependent Claim
41 words
A process according to claim 1 in which said ate-complex catalyst is a compound of the formula MB(OR) 4 , MSn(OR) 5 or M 2 S n (OR) 6 , in which M and R are as defined in claim 2.
Claim 12
Dependent Claim
26 words
A process according to claim 1 in which said ate-complex catalyst is formed by mixing an alkali metal aluminohydride or alkali metal borohydride with an alcohol.
Claim 13
Dependent Claim
27 words
A process according to claim 1 in which said ate-complex catalyst is formed by combining an alkali metal alkoxide with a halide of boron, tin or aluminum.
Claim 14
Dependent Claim
21 words
A process according to claim 1 or 10 in which R is an alkyl group containing 1 to 4 carbon atoms.
Claim 15
Dependent Claim
16 words
A process according to claim 2 in which said temperature is about 100° to 150° C.
Claim 16
Dependent Claim
17 words
A surface active composition produced by the process of one of claims 1 to 6 and 8-12.
Claim 17
Dependent Claim
21 words
The process according to claim 1 in which said active hydrogen compound contains at least one aryl or alkyl hydroxy group.
Claim 18
Dependent Claim
16 words
The process according to claim 1 in which said active hydrogen compound is a monohydric alcohol.
Claim 19
Dependent Claim
16 words
The process according to claim 1 in which said active hydrogen compound is a polyhydric alcohol.
Claim 20
Dependent Claim
15 words
The process according to claim 1 in which said active hydrogen compound is a phenol.
Claim 21
Dependent Claim
15 words
The process according to claim 1 in which said active hydrogen compound is a naphthol.
Claim 22
Dependent Claim
19 words
The process according to claim 1 in which Z is a metal of Group IVA of the Periodic Table.
Claim 23
Dependent Claim
25 words
The process according to claim 1 in which said ate-complex catalyst is a compound of the formula MSn(OR) 5 or M 2 Sn(OR) 6 .
Claim 24
Dependent Claim
24 words
The process according to claim 1 in which said ate-complex catalyst is formed by mixing an alkali metal alkoxide with a halide of tin.
Claim 25
Dependent Claim
108 words
A polyether-carbonate surface-active composition consisting essentially of the telomer represented by the formula ##STR3## wherein R 1 , R 2 , R 3 and R 4 are identical or different and are each a hydrogen atom or a methyl group, RX is the residue of an active hydrogen-containing compound containing at least four carbon atoms which is selected from the group consisting of mono- and polyhydric alcohol, mono- and polycarboxylic acid and primary and secondary amine, i is an integer of 1 to 10, j is an integer of 1 to 10, and m is an integer having an average value of above about 1 to about 15.
Claim 26
Dependent Claim
108 words
A polyether-carbonate surface-active composition consisting essentially of the telomer represented by the formula ##STR3## wherein R 1 , R 2 , R 3 and R 4 are identical or different and are each a hydrogen atom or a methyl group, RX is the residue of an active hydrogen-containing compound containing at least four carbon atoms which is selected from the group consisting of mono- and polyhydric alcohol, mono- and polycarboxylic acid and primary and secondary amine, i is an integer of 1 to 10, j is an integer of 1 to 10, and m is an integer having an average value of above about 1 to about 15.
Claim 27
Dependent Claim
154 words
A polyether-carbonate surface-active composition comprised of the telomer obtained by reacting a carbonic ester of the formula: ##STR4## in which R 1 , R 2 , R 3 and R 4 which are identical or different are each a hydrogen atom or a methyl group, with an active hydrogen compound containing a minimum of 4 carbon atoms of the formula: RXH, wherein RX represents the residue after reaction of the active hydrogen of a compound selected from the group consisting of mono- and polyhydric alcohol, mono- and polycarboxylic acid and primary and secondary amine, said telomer having a polyether carbonate structure of the formula: ##STR5## and including a random copolymer composed of units of the formula: ##STR6## and units of the formula: ##STR7## and having as a terminal group the residue RX of said active hydrogen compound, wherein RX, R 1 , R 2 , R 3 and R 4 are as defined above.
Claim 28
Dependent Claim
154 words
A polyether-carbonate surface-active composition comprised of the telomer obtained by reacting a carbonic ester of the formula: ##STR4## in which R 1 , R 2 , R 3 and R 4 which are identical or different are each a hydrogen atom or a methyl group, with an active hydrogen compound containing a minimum of 4 carbon atoms of the formula: RXH, wherein RX represents the residue after reaction of the active hydrogen of a compound selected from the group consisting of mono- and polyhydric alcohol, mono- and polycarboxylic acid and primary and secondary amine, said telomer having a polyether carbonate structure of the formula: ##STR5## and including a random copolymer composed of units of the formula: ##STR6## and units of the formula: ##STR7## and having as a terminal group the residue RX of said active hydrogen compound, wherein RX, R 1 , R 2 , R 3 and R 4 are as defined above.
Claim 29
Dependent Claim
28 words
The surface-active composition according to claim 24 or 25 in which said telomer is readily hydrolyzable at a pH of about 9 with loss of its surface activity.
Claim 30
Dependent Claim
26 words
The composition according to claim 24 or 25 in which R 1 , R 2 , R 3 and R 4 are each a hydrogen atom.
Claim 31
Dependent Claim
21 words
The composition according to claim 24 or 25 in which said RX is the residue of a mono- or polyhydric alcohol.
Claim 32
Dependent Claim
21 words
The composition according to claim 24 or 25 in which said RX is the residue of a primary or secondary amine.
Claim 33
Dependent Claim
20 words
The composition according to claim 24 or 25 in which said RX is the residue of a phenol or naphthol.
Claim 34
Dependent Claim
22 words
The composition according to claim 24 or 25 in which said RX is the residue of an aryl or alkyl hydroxy compound.
Claim 35
Dependent Claim
19 words
The composition according to claim 24 or 25 in which said RX is the residue of a monohydric alcohol.
Claim 36
Dependent Claim
19 words
The composition according to claim 24 or 25 in which said RX is the residue of a polyhydric alcohol.
Claim 37
Dependent Claim
18 words
The composition according to claim 24 or 25 in which said RX is the residue of a phenol.
Claim 38
Dependent Claim
18 words
The process according to claim 24 or 25 in which said RX is the residue of a naphthol.
Claim 39
Dependent Claim
19 words
The composition according to claim 1 in which said RX is the residue of a mono- or polycarboxylic acid.
Claim 40
Dependent Claim
21 words
The composition according to claim 24 or 25 in which said active hydrogen compound contains from 4 to 20 carbon atoms.
Claim 41
Dependent Claim
17 words
The composition of claim 24 in which the average value of m is about 2.5 to 15.
Claim 42
Dependent Claim
30 words
The composition according to claim 25 in which the reaction is carried out with at least 2 mols of said carbonic acid ester per mol of said active hydrogen compound.
Claim 43
Dependent Claim
30 words
The composition according to claim 25 in which the reaction is carried out with about 5 to 50 mols of said carbonic acid ester per mol of active hydrogen compound.
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) | 1986-05-02 | 1986-11-01 | 1987-05-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-05-02 | 1990-11-01 | 1991-05-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-05-02 | 1994-11-01 | 1995-05-03 | $7700.00 | Window Closed / Lapsed |