US5403909A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Catalysts for polycondensation and redistribution of organosiloxane polymers
Assignee: General Electric Co
•
Filing: 1993-07-15
•
Granted: 1995-04-04
•
Expires: 2013-07-15
Abstract
Abstract Short-chain linear phosphazenes as well as products of their reactions with water, alcohols and organosiloxanes, and the like, are active catalysts for polycondensation and redistribution of organosiloxane polymers.
Inventors
- 👤 Slawomir Rubinsztajn
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 14:27
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/06; C08G77/08; B; B01; B01J; B01J27/00; B01J27/14; B01J27/24; C01; C01B; C01B21/00; C01B21/082; C01B21/097; C01B21/098; C01B21/0986; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/062; C07F9/065; C07F9/067
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
90 words
A catalyst for polycondensation and redistribution comprises reaction product of a short-chain linear phosphazene of the general Formula (Ia) or (Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q(y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=0 or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q =0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, wherein R is alkyl or aryl, with at least one compound containing at least one active proton with a pKa values below 18.
Claim 2
Dependent Claim
90 words
A catalyst for polycondensation and redistribution comprises reaction product of a short-chain linear phosphazene of the general Formula (Ia) or (Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q(y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=0 or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q =0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, wherein R is alkyl or aryl, with at least one compound containing at least one active proton with a pKa values below 18.
Claim 3
Dependent Claim
35 words
The catalyst as defined in claim 1 wherein said compound is selected from a carboxylic acid, a halogenoalkanecarboxylic acid, a sulfonic acid, an alcohol, a phenol, water or a mixture of any of the foregoing.
Claim 4
Dependent Claim
12 words
The catalyst of claim 1, wherein n is from 1 to 3.
Claim 5
Dependent Claim
13 words
The catalyst of claim 1, wherein each X group denotes a chlorine atom.
Claim 6
Dependent Claim
13 words
The catalyst of claim 1, wherein each Y group denotes a hydroxyl group.
Claim 7
Dependent Claim
11 words
The catalyst of claim 1, wherein m is 0 or 1.
Claim 8
Dependent Claim
17 words
The catalyst of claim 1, wherein q is 0 or an integer of from 1 to 2.
Claim 9
Dependent Claim
12 words
The catalyst of claim 1, wherein p is 0, 1 or 2.
Claim 10
Dependent Claim
108 words
A process for the polycondensation of low molecular weight organopolysiloxanediols having an average degree of substitution of from 1.9 to 2.1 organic groups attached to silicon per silicon atom, said process comprising carrying out said polycondensation in the presence of an effective catalytic amount of a phosphazene compound of the general formula (Ia) or (Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q (Y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=0 or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q =0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, wherein R is alkyl or aryl.
Claim 11
Dependent Claim
108 words
A process for the polycondensation of low molecular weight organopolysiloxanediols having an average degree of substitution of from 1.9 to 2.1 organic groups attached to silicon per silicon atom, said process comprising carrying out said polycondensation in the presence of an effective catalytic amount of a phosphazene compound of the general formula (Ia) or (Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q (Y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=0 or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q =0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, wherein R is alkyl or aryl.
Claim 12
Dependent Claim
82 words
A process for the polycondensation of low molecular weight organopolysiloxanediols having an average degree of substitution of from 1.9 to 2.1 organic groups attached to silicon per silicon atom, said process comprising carrying out said polycondensation in the presence of an effective catalytic amount of a phosphazene compound of the general formula (Ic), (Id) or (Ie): OCl.sub.2 P(NPCl.sub.2).sub.n NPCl.sub.2 OH, (Ic) OCl.sub.2 P(NPCl.sub.2).sub.n N(H)PCl.sub.2 O, (Id) OCl.sub.2 P(NPCl.sub.2).sub.n NPCl.sub.3, (Ie) where n is 0 or an integer of from 1 to 8.
Claim 13
Dependent Claim
82 words
A process for the polycondensation of low molecular weight organopolysiloxanediols having an average degree of substitution of from 1.9 to 2.1 organic groups attached to silicon per silicon atom, said process comprising carrying out said polycondensation in the presence of an effective catalytic amount of a phosphazene compound of the general formula (Ic), (Id) or (Ie): OCl.sub.2 P(NPCl.sub.2).sub.n NPCl.sub.2 OH, (Ic) OCl.sub.2 P(NPCl.sub.2).sub.n N(H)PCl.sub.2 O, (Id) OCl.sub.2 P(NPCl.sub.2).sub.n NPCl.sub.3, (Ie) where n is 0 or an integer of from 1 to 8.
Claim 14
Dependent Claim
24 words
A process as defined in claim 9 wherein the polycondensation is carried out in the presence of an effective chain-stopping amount of an oligoorganosiloxanol.
Claim 15
Dependent Claim
26 words
The process of claim 9, wherein the reaction is carried out in the presence of an effective chain-stopping amount of a low molecular weight triorganosiloxy-terminated organosiloxane.
Claim 16
Dependent Claim
26 words
The process of claim 10, wherein the reaction is carried out in the presence of an effective chain-stopping amount of a low molecular weight triorganosiloxy-terminated organosiloxane.
Claim 17
Dependent Claim
34 words
The process of claim 12, wherein the reaction is carried out in the presence of an effective chain-stopping amount of a low molecular weight triorganosiloxy-terminated organosiloxane so as to produce low viscosity triorganosiloxy-terminated oils.
Claim 18
Dependent Claim
34 words
The process of claim 13, wherein the reaction is carried out in the presence of an effective chain-stopping amount of a low molecular weight triorganosiloxy-terminated organosiloxane so as to produce low viscosity triorganosiloxy-terminated oils.
Claim 19
Dependent Claim
100 words
A process for deactivating after polycondensation or redistribution a catalyst comprising a phosphazene of the general formula (Ia) or (Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q (Y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=0 or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q =0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, Wherein R is alkyl or aryl, said process comprising heating the final product at temperature above 170° C. for a time sufficient to deactivate said catalyst and thereby to thermally-stabilize said final product.
Claim 20
Dependent Claim
100 words
A process for deactivating after polycondensation or redistribution a catalyst comprising a phosphazene of the general formula (Ia) or (Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q (Y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=0 or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q =0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, Wherein R is alkyl or aryl, said process comprising heating the final product at temperature above 170° C. for a time sufficient to deactivate said catalyst and thereby to thermally-stabilize said final product.
Claim 21
Dependent Claim
109 words
A process for deactivating after polycondensation or redistribution a catalyst comprising a phosphazene of the general formula (Ia) or Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q (Y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=O or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q=0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, wherein, R is alkyl or aryl, said process comprising heating the final product with a basic nitrogen compound selected from ammonia, amines, organosilazanes, mixtures thereof and the like, for a time sufficient to deactivate said catalyst and thereby to thermally-stabilize said final product.
Claim 22
Dependent Claim
109 words
A process for deactivating after polycondensation or redistribution a catalyst comprising a phosphazene of the general formula (Ia) or Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q (Y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=O or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q=0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, wherein, R is alkyl or aryl, said process comprising heating the final product with a basic nitrogen compound selected from ammonia, amines, organosilazanes, mixtures thereof and the like, for a time sufficient to deactivate said catalyst and thereby to thermally-stabilize said final product.
Claim 23
Dependent Claim
141 words
A process for deactivating after polycondensation or redistribution a catalyst comprising a phosphazene of the general formula (Ia) or (Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q (Y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=0 or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q =0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, wherein R is alkyl or aryl, said process comprising heating the final product with a strong basic compound selected from a metal oxide, a metal hydroxide, a metal carbonate, where the metal is selected from mono-, di- and trivalent metals comprising lithium, sodium, magnesium, calcium, barium, zinc and aluminum, butyllithium, lithium bis(trimethylsilyl)amide, or a mixture of any of them, for a time sufficient to deactivate said catalyst and thereby to thermally-stabilize said final product.
Claim 24
Dependent Claim
141 words
A process for deactivating after polycondensation or redistribution a catalyst comprising a phosphazene of the general formula (Ia) or (Ib): O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n NP(X).sub.3-q (Y).sub.q(Ia) O(X).sub.2-m Y.sub.m P{NP(X).sub.2 }.sub.n N(H)P(O)(X).sub.2-p (Y).sub.p(Ib) where n=0 or an integer from 1 to 8; m=0 or an integer of 1; p=0 or an integer of 1; q =0 or an integer of from 1 to 2; X=halogen; Y=OH, OR, O(O)CR, wherein R is alkyl or aryl, said process comprising heating the final product with a strong basic compound selected from a metal oxide, a metal hydroxide, a metal carbonate, where the metal is selected from mono-, di- and trivalent metals comprising lithium, sodium, magnesium, calcium, barium, zinc and aluminum, butyllithium, lithium bis(trimethylsilyl)amide, or a mixture of any of them, for a time sufficient to deactivate said catalyst and thereby to thermally-stabilize said final product.
Claim 25
Dependent Claim
99 words
A process for the preparation of a catalytic phosphazene composition, with low content of chlorine, which comprises reaction of a phosphonitrile halide of formula: X.sub.3 P(NPX.sub.2).sub.n NPX.sub.3 . EX.sub.v+1, where the n values can vary from 0 to 6, and E represents phosphorus or another element having an electronegativity of from 1 to 2 according to Pauling's scale, e.g., aluminum, antimony, iron, and v is the valence or oxidation state to balance, with a compound containing an active proton and having a pKa value below 18 until formation of a catalytic composition having higher catalytic activity is substantially complete.
Claim 26
Dependent Claim
99 words
A process for the preparation of a catalytic phosphazene composition, with low content of chlorine, which comprises reaction of a phosphonitrile halide of formula: X.sub.3 P(NPX.sub.2).sub.n NPX.sub.3 . EX.sub.v+1, where the n values can vary from 0 to 6, and E represents phosphorus or another element having an electronegativity of from 1 to 2 according to Pauling's scale, e.g., aluminum, antimony, iron, and v is the valence or oxidation state to balance, with a compound containing an active proton and having a pKa value below 18 until formation of a catalytic composition having higher catalytic activity is substantially complete.
Claim 27
Dependent Claim
40 words
A process as defined in claim 19, wherein the compound containing an active proton is selected from a carboxylic acid, a halogenoalkane carboxylic acid, a sulfonic acid, an alcohol, a phenol, water or a mixture of any of the foregoing.
Claim 28
Dependent Claim
15 words
A process as defined in claim 20 wherein each X group denotes a chlorine atom.
Claim 29
Dependent Claim
31 words
A process as defined in claim 20 which comprises adding said compound containing an active proton into a solution of phosphonitrile chlorides in methylene chloride and subsequently removing low boiling materials.
Claim 30
Dependent Claim
28 words
A process as defined in claim 22 which comprises adding a carboxylic acid to a solution of phosphonitrile chlorides in methylene chloride and subsequently removing low boiling materials.
References Cited (Backward Citations)
US2830967A
Cited
US3186967A
Cited
US3839388A
Cited
US4544536A
Cited
US4264531A
Cited
US4523009A
Cited
US4551317A
Cited
US4522798A
Cited
US4522797A
Cited
US4613548A
Cited
US4725643A
Cited
US4780292A
Cited
US4810480A
Cited
US4812297A
Cited
US4902490A
Cited
US4888405A
Cited
US4975510A
Cited
US5008229A
Cited
US5101002A
Cited
US5250626A
Cited
GB2252969A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1998-04-03 | 1998-10-03 | 1999-04-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-04-03 | 2002-10-03 | 2003-04-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-04-03 | 2006-10-03 | 2007-04-04 | $7700.00 | Window Closed / Lapsed |