Patent US4294719A successfully refreshed from Google Patents.
US4294719A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyisocyanates which contain carbodiimide groups and which are stable in storage
Assignee: Bayer AG
•
Filing: 1977-08-08
•
Granted: 1981-10-13
•
Expires: 1997-08-08
Abstract
Abstract The present invention relates to stable equilibrium mixtures of carbodiimides, uretone imines and organic isocyanates and to stable solutions of carbodiimides and uretone imines in polyisocyanates which are free from carbodiimide groups. Either the carbodiimide, or the uretone imine, or both, may contain isocyanate groups. The present invention also relates to a process for the preparation of such products by "heterogeneous catalysis" and the use thereof for the production of polyurethane resins. According to one embodiment of the process according to the instant invention, individual isocyanates in a mixture of various isocyanates may be carbodiimidized selectively.
Inventors
- 👤 Kuno Wagner
- 👤 Hans-Dieter Block
- 👤 Walter Schafer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 16:32
CPC Classifications
C; C07; C07C; C07C267/00; C07C263/00; C07C263/18; C07D; C07D229/00; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/30; C07D251/40; C07D251/54; C07D303/00; C07D303/02; C07D303/04; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6564; C07F9/6568; C07F9/65685; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/32; C08G18/3225; C08G18/3228; C08G18/3271; C08G18/3275; C08G18/38; C08G18/3893; C08G18/40; C08G18/4009; C08G18/4018; C08G18/42; C08G18/4236; C08G18/4238; C08G18/48; C08G18/4825; C08G18/4829; C08G18/70; C08G18/72; C08G18/77; C08G18/78; C08G18/7806; C08G18/7818; C08G18/7831; C08G18/79; C08G18/797; C08G18/83; C08G18/836; C08G77/00; C08G77/48; C08G77/54; C08G2110/00; C08G2110/0041; C08G2110/005; C08G2110/0083
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
88 words
A composition of matter comprising a storage-stable, catalyst-free, equilibrium mixture of an organic carbodiimide, an organic uretone imine, and an organic isocyanate produced by the process comprising: (a) contacting an organic mono- and/or polyisocyanate, optionally dissolved in an inert solvent, with a high molecular weight, insoluble catalyst, said catalyst comprising a high molecular weight, insoluble inorganic or organic matrix and a low molecular weight carbodiimidization catalyst linked to said matrix via ionic bonds, and (b) removing said insoluble catalyst when the desired degree of carbodiimidization has been reached.
Claim 2
Dependent Claim
88 words
A composition of matter comprising a storage-stable, catalyst-free, equilibrium mixture of an organic carbodiimide, an organic uretone imine, and an organic isocyanate produced by the process comprising: (a) contacting an organic mono- and/or polyisocyanate, optionally dissolved in an inert solvent, with a high molecular weight, insoluble catalyst, said catalyst comprising a high molecular weight, insoluble inorganic or organic matrix and a low molecular weight carbodiimidization catalyst linked to said matrix via ionic bonds, and (b) removing said insoluble catalyst when the desired degree of carbodiimidization has been reached.
Claim 3
Dependent Claim
19 words
The composition of claim 1, wherein at least one of said carbodiimide or said uretone imine contains isocyanate groups.
Claim 4
Dependent Claim
20 words
The composition of claim 2, wherein said isocyanate is a mono and/or polyisocyanate free from carbodiimide and uretone imine groups.
Claim 5
Dependent Claim
20 words
The composition of claim 1, wherein said isocyanate is a mono and/or polyisocyanate free from carbodiimide and uretone imine groups.
Claim 6
Dependent Claim
39 words
The composition of claim 4 comprising (A) an equilibrium mixture of (i) the diisocyanatocarbodiimide of tolylene diisocyanate, and (ii) the corresponding triisocyanato uretone imine, and (B) an isocyanate selected from the group consisting of 4,4'-diisocyanatodiphenylmethane, naphthylene-1,5-diisocyanate, and mixtures thereof.
Claim 7
Dependent Claim
27 words
The composition of claim 5 wherein component (A) comprises from about 5 to about 80 parts, by weight, and component (B) comprises about 100 parts by weight.
Claim 8
Dependent Claim
51 words
The composition of claim 4 comprising: (A) an equilibrium mixture of the carbodiimide and uretone imine of a member selected from the group consisting of phenyl isocyanate, hexamethylene diisocyanate, tetramethylene diisocyanate, cyclohexyl isocyanate and tolyl isocyanate, and (B) an isocyanate selected from the group consisting of 4,4'-diisocyanatodiphenylmethane, naphthylene-1,5-diisocyanate, and mixtures thereof.
Claim 9
Dependent Claim
27 words
The composition of claim 7, wherein component (A) comprises from about 10 to about 30 parts by weight and component (B) comprises about 100 parts by weight.
Claim 10
Dependent Claim
34 words
The composition of claim 4 comprising: (A) an equilibrium mixture of the carbodiimide and uretone imine of a member selected from the group consisting of phenyl isocyanate and tolyl isocyanate, and (B) tolylene diisocyanate.
Claim 11
Dependent Claim
27 words
The composition of claim 9, wherein component (A) comprises from about 5 to about 30 parts by weight, and component (B) comprises about 100 parts by weight.
Claim 12
Dependent Claim
46 words
The composition of claim 4 comprising: (A) an equilibrium mixture of the carbodiimide and uretone imines of tolylene diisocyanate, and (B) a modified tolylene diisocyanate containing from about 10 to about 40 percent by weight of biuret, allophanate, urethane or isocyanurate polyisocyanates based on tolylene diisocyanate.
Claim 13
Dependent Claim
27 words
The composition of claim 11, wherein component (A) comprises from about 10 to about 20 parts by weight, and component (B) comprises about 100 parts by weight.
Claim 14
Dependent Claim
27 words
The composition of claim 4 comprising: (A) an equilibrium mixture of the carbodiimide and uretone imines of hexamethylene diisocyanate, and (B) the biuret polyisocyanates of hexamethylene diisocyanates.
Claim 15
Dependent Claim
27 words
The composition of claim 13, wherein component (A) comprises from about 10 to about 30 parts by weight, and component (B) comprises about 100 parts by weight.
Claim 16
Dependent Claim
82 words
The composition of claim 4 comprising: (A) an equilibrium mixture of the carbodiimide and uretone imines of a member selected from the group consisting of phenyl isocyanate, tolyl isocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, and tolylene diisocyanate; and (B) α, ω-diisocyanato prepolymers derived from 1 mol of α,ω-dihydroxy polyesters or polyethers having molecular weights of from about 400 to about 10,000, and from about 1.4 to about 2.5 mole of an isocyanate selected from the groupconsisting of tolylene diisocyanate, diisocyanatodiphenylmethane, and hexamethylene diisocyanate.
Claim 17
Dependent Claim
27 words
The composition of claim 15, wherein component (A) comprises from about 5 to about 30 parts by weight, and component (B) comprises about 100 parts by weight.
Claim 18
Dependent Claim
31 words
The composition of claim 1, wherein the process further comprises the step of: adding a mono- or polyisocyanate which is free from carbodiimide and uretone imide groups to the equilibrium mixture.
Claim 19
Dependent Claim
86 words
A process for preparing a storage stable, catalyst-free, equilibrium mixture of an organic carbodiimide, an organic uretone imine, and an organic isocyanate comprising the steps: (A) contacting an organic mono and/or polyisocyanate, optionally dissolved in an inert solvent, with a high molecular weight, insoluble catalyst, said catalyst comprising a high molecular weight, insoluble, inorganic or organic matrix and a low molecular weight carbodiimidization catalyst linked to said matrix via ionic bonds, and (B) removing said insoluble catalyst when the desired degree of carbodiimidization has been reached.
Claim 20
Dependent Claim
86 words
A process for preparing a storage stable, catalyst-free, equilibrium mixture of an organic carbodiimide, an organic uretone imine, and an organic isocyanate comprising the steps: (A) contacting an organic mono and/or polyisocyanate, optionally dissolved in an inert solvent, with a high molecular weight, insoluble catalyst, said catalyst comprising a high molecular weight, insoluble, inorganic or organic matrix and a low molecular weight carbodiimidization catalyst linked to said matrix via ionic bonds, and (B) removing said insoluble catalyst when the desired degree of carbodiimidization has been reached.
Claim 21
Dependent Claim
29 words
The process of claim 18, further comprising the step of (C) adding a mono and/or polyisocyanate which is free from carbodiimide and uretone imine groups to the equilibrium mixture.
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) | 1984-10-12 | 1985-04-13 | 1985-10-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-10-12 | 1989-04-13 | 1989-10-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-10-12 | 1993-04-13 | 1993-10-13 | $7700.00 | Window Closed / Lapsed |