US3875089A
Expired / Lapsed
US
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Process for the manufacture of dispersions of thermosetting phenolic resin reaction products
Assignee: Hoechst AG
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Filing: 1973-06-18
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Granted: 1975-04-01
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Expires: 1993-06-18
Abstract
Abstract Subject of the invention is a process for the manufacture of water-dilutable, aqueous dispersions, containing emulsifiers and protective colloids, of thermosetting reaction products of monohydroxybenzene compounds or mixtures of monohydroxybenzene compounds with formaldehyde in water, wherein these components are reacted with one another in water in the presence of basic nitrogen compounds, whilst warming, in a three-stage process.
Inventors
- 👤 Heinz-Bernhard Hofel
- 👤 Hans-Joachim Kiessling
- 👤 Fred Lampert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 15:03
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/11; C07C37/14; C08; C08G; C08G8/00; C08G8/04; C08G8/08; C08G8/24; D; D06; D06M; D06M13/00; D06M13/10; D06M13/152; D21; D21H; D21H17/00; D21H17/20; D21H17/33; D21H17/46; D21H17/47; D21H17/48
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
65 words
A SUBSTITUTED PHENOL SELECTED FROM THE GROUP CONSISTING OF A. A SUBSTITUTED PHENOL HAVING ONE PHENOLIC HYDROXYL GROUP AND FROM 1 TO 4 SUBSTITUENTS ON THE PHENOL NUCLEUS AND HAVING AT LEAST ONE RING CARBON ATOM OF THE PHENOL AVAILABLE FOR REACTION WITH FORMALDEHYDE, AND WHICH SUBSTITUTED PHENOL HAS A SPEED OF TION OF THE UNSUBSTITUTED PHENOL, AND B. A DIHYDROXYPHENYLALKANE OF THE GENERAL FORMULA
Claim 2
Dependent Claim
65 words
A SUBSTITUTED PHENOL SELECTED FROM THE GROUP CONSISTING OF A. A SUBSTITUTED PHENOL HAVING ONE PHENOLIC HYDROXYL GROUP AND FROM 1 TO 4 SUBSTITUENTS ON THE PHENOL NUCLEUS AND HAVING AT LEAST ONE RING CARBON ATOM OF THE PHENOL AVAILABLE FOR REACTION WITH FORMALDEHYDE, AND WHICH SUBSTITUTED PHENOL HAS A SPEED OF TION OF THE UNSUBSTITUTED PHENOL, AND B. A DIHYDROXYPHENYLALKANE OF THE GENERAL FORMULA
Claim 3
Dependent Claim
29 words
PROCESS FOR THE MANUFACTURE OF A WATER-DILUTABLE, AQUEOUS DISPERSION OF A THERMOSETTING REACTION PRODUCT CONTAINING AN EMULSIFIER AND A PROTECTIVE COLLOID WHICH COMPRISES A. WARMING AN AQUEOUS MIXTURE OF
Claim 4
Dependent Claim
29 words
PROCESS FOR THE MANUFACTURE OF A WATER-DILUTABLE, AQUEOUS DISPERSION OF A THERMOSETTING REACTION PRODUCT CONTAINING AN EMULSIFIER AND A PROTECTIVE COLLOID WHICH COMPRISES A. WARMING AN AQUEOUS MIXTURE OF
Claim 5
Dependent Claim
79 words
Process of claim 1 wherein the substituted phenol (1) (A) is used, and such substituted phenol is made by heating to about 150* to 160*C a mixture of phenol and a styrene compound in excess phenol as the solvent in the presence of about 2 to about 5% by weight of oxalic acid, relative to the total amount of phenol and styrene compound, until the reaction mixture contains at least 95% by weight of an equimolar phenol-styrene reaction product.
Claim 6
Dependent Claim
1 words
phenol,
Claim 7
Dependent Claim
1 words
phenol,
Claim 8
Dependent Claim
5 words
formaldehyde or a formaldehyde donor,
Claim 9
Dependent Claim
5 words
formaldehyde or a formaldehyde donor,
Claim 10
Dependent Claim
5 words
FORMALDEHYDE OR A FORMALDEHYDE DONOR,
Claim 11
Dependent Claim
5 words
FORMALDEHYDE OR A FORMALDEHYDE DONOR,
Claim 12
Dependent Claim
97 words
Process of claim 1 wherein the substituted phenol component (1) is of the (A) type and is selected from the group consisting of m-cresol, 3,4-dimethylphenol, 3,5-dimethylphenol, 2,5-dimethylphenol, m-ethylphenol, m-propylphenol, m-butylphenol, n-butylphenol, p-tert-butylphenol, o-n-propenylphenol, o-isopropenylphenol, p-n-propenylphenol p-isopropenylphenol, o-allylphenol, p-allylphenol, o-phenylphenol, p-phenylphenol, o- Alpha -phenylethylphenol, p- Alpha -phenylethylphenol, o- Beta -phenylethylphenol, p- Beta -phenylethylphenol, o- Alpha -phenylisopropylphenol, p- Alpha -phenylisopropylphenol, o- Beta -phenylisopropylphenol, P- Beta -phenylisopropylphenol, and ethylene/phenol substituted phenol reaction products which boil at from 230* to 260*C and of which substituted phenol reaction product 60 to 70% of which dissolves in an alkaline solution, and mixtures thereof.
Claim 13
Dependent Claim
16 words
Process of claim 1 wherein the substituted phenol (1) is a dihydroxyphenylalkane of formula (1) (B).
Claim 14
Dependent Claim
16 words
a basic nitrogen compound selected from the group consisting of ammonia, primary amines and secondary amines,
Claim 15
Dependent Claim
16 words
a basic nitrogen compound selected from the group consisting of ammonia, primary amines and secondary amines,
Claim 16
Dependent Claim
16 words
A BASIC NITROGEN COMPOUND SELECTED FROM THE GROUP CONSISTING OF AMMONIA, PRIMARY AMINES AND SECONDARY AMINES,
Claim 17
Dependent Claim
16 words
A BASIC NITROGEN COMPOUND SELECTED FROM THE GROUP CONSISTING OF AMMONIA, PRIMARY AMINES AND SECONDARY AMINES,
Claim 18
Dependent Claim
8 words
A NON-IONIC,EMULSIFIER WHICH IS COMPATIBLE WITH PHENOLIC RESIN,
Claim 19
Dependent Claim
8 words
A NON-IONIC,EMULSIFIER WHICH IS COMPATIBLE WITH PHENOLIC RESIN,
Claim 20
Dependent Claim
17 words
Process of claim 1 wherein water is added to the mixture during the stirring and cooling step.
Claim 21
Dependent Claim
9 words
a non-ionic emulsifier which is compatible with phenolic resin,
Claim 22
Dependent Claim
9 words
a non-ionic emulsifier which is compatible with phenolic resin,
Claim 23
Dependent Claim
3 words
polyvinyl alcohol, and
Claim 24
Dependent Claim
3 words
polyvinyl alcohol, and
Claim 25
Dependent Claim
8 words
Product produced by the process of claim 1.
Claim 26
Dependent Claim
3 words
POLYVINYL ALCOHOL, AND
Claim 27
Dependent Claim
3 words
POLYVINYL ALCOHOL, AND
Claim 28
Dependent Claim
257 words
HYDROXYETHYLCELLULOSE, UNTIL A SAMPLE OF THE REACTION MIXTURE HAS A B-TIME OF 30 SECONDS TO 10 MINUTES AT 160*C, AND B. WHILE STIRRING, COOLING THE MIXTURE FROM STEP (A), SAID PRECESS BEING FURTHER CHARACTERIZED IN THET THE MIXTURE CONTAINS TH SUBSTITUTED PHENOL (1) AND THE PHENOL (2) IN A RATIO SUCH THAT THE AVERAGE FUNCTIONALITY OF THE SUM OF THESE PHENOLIC COMPOUNDS (1) AND (2) RELATIVE TO FORMALDEHYDE IS BETWEEN 2.1 AND 2.8, AND THE AMOUNT OF FORMALDEHYDE (3) IN THE MIXTURE IS SO CHOSEN THAT THE MOLAR RATIO OF THE TOTAL SUM OF FORMALDEHYDE (3) TO THE SUM OF THE PHENOLIC COMPONENTS (1) AND (2) RANGES FROM ABOUT 1.0 AND 1.4 TO 1, THE CONTENT OF THE BASIC NITROGEN COMPONENT (4) IN THE MIXTURE RAGES FROM ABOUT 5 TO 50 MOL PERCENT RELATIVE TO THE TOTAL WEIGHT OF THE PHENOLIC COMPONENTS (1) AND (2), THE CONTENT OF THE NON-IONIC EMULSIFIER (5) IN THE MIXTURE FROM ABOUT 1.0 AND 1.4 TO 1, WEIGHT OF THE PHENOLS (1) AND (2), THE WEIGHT RATIO OF POLYVINYL ALCOHOL (6) RELATIVE TO THE HYDROXYETHYL CELLULOSE (7) RANGING FROM ABOUT 2 TO 1 TO 4 TO 1, AND THE SUM OF THE WEIGHTS OF THE POLYVINYL ALCOHOL (6) AND HYDROXYETHYL CELLULOSE (7) IN THE MIXTURE RANGING FROM ABOUT 5 TO ABOUT 25% BY WEIGHT RELATIVE TO THE TOTAL WEIGHT OF THE PHENOL COMPONENTS, THE AMOUNT OF WATER IN THE MIXTURE, INCLUDING ADDED WATER AND WATER OF REACTION, RANGING FROM 30 TO 60% BY WEIGHT, RELATIVE TO THE WEIGHT OF THE TOTAL MIXTURE.
Claim 29
Dependent Claim
257 words
HYDROXYETHYLCELLULOSE, UNTIL A SAMPLE OF THE REACTION MIXTURE HAS A B-TIME OF 30 SECONDS TO 10 MINUTES AT 160*C, AND B. WHILE STIRRING, COOLING THE MIXTURE FROM STEP (A), SAID PRECESS BEING FURTHER CHARACTERIZED IN THET THE MIXTURE CONTAINS TH SUBSTITUTED PHENOL (1) AND THE PHENOL (2) IN A RATIO SUCH THAT THE AVERAGE FUNCTIONALITY OF THE SUM OF THESE PHENOLIC COMPOUNDS (1) AND (2) RELATIVE TO FORMALDEHYDE IS BETWEEN 2.1 AND 2.8, AND THE AMOUNT OF FORMALDEHYDE (3) IN THE MIXTURE IS SO CHOSEN THAT THE MOLAR RATIO OF THE TOTAL SUM OF FORMALDEHYDE (3) TO THE SUM OF THE PHENOLIC COMPONENTS (1) AND (2) RANGES FROM ABOUT 1.0 AND 1.4 TO 1, THE CONTENT OF THE BASIC NITROGEN COMPONENT (4) IN THE MIXTURE RAGES FROM ABOUT 5 TO 50 MOL PERCENT RELATIVE TO THE TOTAL WEIGHT OF THE PHENOLIC COMPONENTS (1) AND (2), THE CONTENT OF THE NON-IONIC EMULSIFIER (5) IN THE MIXTURE FROM ABOUT 1.0 AND 1.4 TO 1, WEIGHT OF THE PHENOLS (1) AND (2), THE WEIGHT RATIO OF POLYVINYL ALCOHOL (6) RELATIVE TO THE HYDROXYETHYL CELLULOSE (7) RANGING FROM ABOUT 2 TO 1 TO 4 TO 1, AND THE SUM OF THE WEIGHTS OF THE POLYVINYL ALCOHOL (6) AND HYDROXYETHYL CELLULOSE (7) IN THE MIXTURE RANGING FROM ABOUT 5 TO ABOUT 25% BY WEIGHT RELATIVE TO THE TOTAL WEIGHT OF THE PHENOL COMPONENTS, THE AMOUNT OF WATER IN THE MIXTURE, INCLUDING ADDED WATER AND WATER OF REACTION, RANGING FROM 30 TO 60% BY WEIGHT, RELATIVE TO THE WEIGHT OF THE TOTAL MIXTURE.
Claim 30
Dependent Claim
8 words
Product produced by the process of claim 2.
Claim 31
Dependent Claim
262 words
hydroxyethylcellulose, until a sample of the reaction mixture has a B-time of 30 seconds to 10 minutes at 160*C, and b. while stirring, cooling the mixture from step (a), said process being further characterized in that the mixture contains the substituted phenol (1) and the phenol (2) in a ratio such that the average functionality of the sum of these phenolic compounds (1) and (2) relative to formaldehyde is between 2.1 and 2.8, and the amount of formaldehyde (3) in the mixture is so chosen that the molar ratio of the total sum of formaldehyde (3) to the sum of the phenolic components (1) and (2) ranges from about 1.0 and 1.4 to 1, the content of the basic nitrogen component (4) in the mixture ranges from about 5 to 50 mol percent relative to the total weight of the phenolic components (1) and (2), the content of the non-ionic emulsifier (5) in the mixture ranging from 5 to 25% by weight relative to the total weight of the phenols (1 ) and (2), the weight ratio of polyvinyl alcohol (6) relative to the hydroxyethyl cellulose (7) ranging from about 2 to 1 to 4 to 1, and the sum of the weights of the polyvinyl alcohol (6) and hydroxyethyl cellulose (7) in the mixture ranging from about 5 to about 25% by weight relative to the total weight of the phenol components, the amount of water in the mixture, including added water and water of reaction, ranging from 30 to 60% by weight, relative to the weight of the total mixture.
Claim 32
Dependent Claim
262 words
hydroxyethylcellulose, until a sample of the reaction mixture has a B-time of 30 seconds to 10 minutes at 160*C, and b. while stirring, cooling the mixture from step (a), said process being further characterized in that the mixture contains the substituted phenol (1) and the phenol (2) in a ratio such that the average functionality of the sum of these phenolic compounds (1) and (2) relative to formaldehyde is between 2.1 and 2.8, and the amount of formaldehyde (3) in the mixture is so chosen that the molar ratio of the total sum of formaldehyde (3) to the sum of the phenolic components (1) and (2) ranges from about 1.0 and 1.4 to 1, the content of the basic nitrogen component (4) in the mixture ranges from about 5 to 50 mol percent relative to the total weight of the phenolic components (1) and (2), the content of the non-ionic emulsifier (5) in the mixture ranging from 5 to 25% by weight relative to the total weight of the phenols (1 ) and (2), the weight ratio of polyvinyl alcohol (6) relative to the hydroxyethyl cellulose (7) ranging from about 2 to 1 to 4 to 1, and the sum of the weights of the polyvinyl alcohol (6) and hydroxyethyl cellulose (7) in the mixture ranging from about 5 to about 25% by weight relative to the total weight of the phenol components, the amount of water in the mixture, including added water and water of reaction, ranging from 30 to 60% by weight, relative to the weight of the total mixture.
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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) | 1978-03-31 | 1978-09-30 | 1979-04-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-03-31 | 1982-09-30 | 1983-04-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-03-31 | 1986-09-30 | 1987-04-01 | $7700.00 | Window Closed / Lapsed |