US3870670A
Expired / Lapsed
US
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Process for the manufacture of dispersions of thermosetting reaction products
Assignee: Reichhold Albert Chemie AG
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Filing: 1973-06-18
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Granted: 1975-03-11
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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
- 👤 Johann Kuhr
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 09:33
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: 22
Claim 1
Independent Claim
51 words
PROCESS FOR MANUFACTURE OF WATER-DILUTABLE, AQUEOUS DISPERSIONS CONTAINING EMULSIFIERS AND PROTECTIVE COLLOIDS OF THERMOSETTING REACTION PRODUCTS OF 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 WARNING, CHARACTERISED IN THAT, IN A TWO-STAGE PROCESS
Claim 2
Dependent Claim
51 words
PROCESS FOR MANUFACTURE OF WATER-DILUTABLE, AQUEOUS DISPERSIONS CONTAINING EMULSIFIERS AND PROTECTIVE COLLOIDS OF THERMOSETTING REACTION PRODUCTS OF 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 WARNING, CHARACTERISED IN THAT, IN A TWO-STAGE PROCESS
Claim 3
Dependent Claim
51 words
Process for manufacture of water-dilutable, aqueous dispersions containing emulsifiers and protective colloids of thermosetting reaction products of 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, characterised in that, in a two-stage process
Claim 4
Dependent Claim
51 words
Process for manufacture of water-dilutable, aqueous dispersions containing emulsifiers and protective colloids of thermosetting reaction products of 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, characterised in that, in a two-stage process
Claim 5
Dependent Claim
738 words
IN THE FIRST STEP: A MIXTURE (A) CONSISTING OF: ONE OR MORE SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS, ALKYL RADICALS WITH 1-30C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 C ATOMS AND/OR CYCLOALKENYL RADICALS WITH 5-10C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUCTURE, HALOGEN-SUBSTITUTED PHENOLS AND ARY-SUBSTITUTED PHENOLS HAVING AN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE AT LEAST ONE BUT NO MORE THAN TWO CARBON ATOMS IN THE PHENOLIC RING BEING REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED PHENOL, AND PHENOL OR A MIXTURE (B) CONSISTING OF: ONE OR MORE SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS ALKYL RADICALS WITH 1-30 C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 C ATOMS AND/OR CYCLOALKENYL RADICALS WITH 5-10 C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUTURE, HALOGEN-SUBSTITUTED PHENOLS HAVING AN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE AT LEAST ONE BUT NO MORE THAN TWO CARBON ATOMS IN THE PHENOLIC RING BEING REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED PHENOL, AND ONE OR MORE OTHER SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS, ALKYL RADICALS WITH 1-30 C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 ATOMS AND/OR CYCLOALKENYL RADICALS WITH 5-10 C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUCTURE, HALOGENSUBSTITUTED PHENOLS AND ARYL-SUBSTITUTED PHENOLS HAVING AN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE THREE CARBON ATOMS IN THE PHENOLIC RING WHICH ARE REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED PHENOL, OR A MIXTURE (C) CONSISTING OF: ONE OR MORE SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS, ALKYL RADICALS WITH 1-30 C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYLCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 C ATOMS AND/OR CYCLOALKENYL RADICALS WITH 5-10 C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUCTURE, HALOGEN-SUBSTITUTED PHENOLS AND ARYL-SUBSTITUTED PHENOLS HAVING AAN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE AT LEAST ONE BUT NO MORE THAN TWO CARBON ATOMS IN THE PHENOLIC RING BEING REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED, PHENOL, AND PHENOL AND ONE OR MORE OTHER SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS, ALKYL RADICALS WITH 1-30 C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 C ATOMS AND/OR CYCLOALKYL RADICALS WITH 5-10 C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUCTURE, HALOGENSUBSTITUTED PHENOLS AND ARYL-SUBSTITUTED PHENOLS HAVING AN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE THREE CARBON ATOMS IN THE PHENOLIC RING WHICH ARE REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED PHENOL, IS MIXED WITH FORMALDEHYDE OR FORMALDEHYDE DONORS AND BASIC NITROGEN COMPOUNDS, SELECTED FROM THE GROUP CONSISTING OF AMMONIA AND/OR PRIMARY OR SECONDARY AMINES, THE MIXTURE A, B OR C BEING EMPLOYED IN SUCH RATIOS THAT THE AVERAGE FUNCTIONALITY OF THE SUM OF THE PHENOLIC COMPOUNDS IN THE MIXTURE A, B OR C RELATIVE TO FORMALDEHYDE IS BETWEEN 2.1 AND 2.8, AND THE AMOUNT OF FORMALDEHYDE BEING SO CHOSEN THAT THE MOLAR RATIO OF THE TOTAL SUM OF ADDED FORMALDEHYDE TO THE SUM OF THE PHENOLIC COMPOUNDS IN THE MIXTURE A, B OR C IS BETWEEN 0.9 AND 1.5:1, THE BASIC NITROGEN COMPOUND BEING EMPLOYED IN AMOUNTS OF 5 TO 50 MOL PERCENT RELATIVE TO THE TOTAL WEIGHT OF PHENOL COMPONENTS IN THE MIXTURE A, B OR C, AND WARMED AT THE BOIL UNDER REFLUX FOR REACTION UNTIL A SAMPLE OF THE CONDENSATION PRODUCT WITHDRAWN HAS A CURING-TIME OF 6 TO 15 MINUTES AT 160*C, THE BATCH IS COOLED TO BELOW 100*C AND THE RESULTING WATER-INPHENOLIC RESIN DISPERSION OF A WATER-IN-OIL TYPE IS
Claim 6
Dependent Claim
738 words
IN THE FIRST STEP: A MIXTURE (A) CONSISTING OF: ONE OR MORE SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS, ALKYL RADICALS WITH 1-30C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 C ATOMS AND/OR CYCLOALKENYL RADICALS WITH 5-10C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUCTURE, HALOGEN-SUBSTITUTED PHENOLS AND ARY-SUBSTITUTED PHENOLS HAVING AN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE AT LEAST ONE BUT NO MORE THAN TWO CARBON ATOMS IN THE PHENOLIC RING BEING REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED PHENOL, AND PHENOL OR A MIXTURE (B) CONSISTING OF: ONE OR MORE SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS ALKYL RADICALS WITH 1-30 C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 C ATOMS AND/OR CYCLOALKENYL RADICALS WITH 5-10 C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUTURE, HALOGEN-SUBSTITUTED PHENOLS HAVING AN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE AT LEAST ONE BUT NO MORE THAN TWO CARBON ATOMS IN THE PHENOLIC RING BEING REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED PHENOL, AND ONE OR MORE OTHER SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS, ALKYL RADICALS WITH 1-30 C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 ATOMS AND/OR CYCLOALKENYL RADICALS WITH 5-10 C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUCTURE, HALOGENSUBSTITUTED PHENOLS AND ARYL-SUBSTITUTED PHENOLS HAVING AN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE THREE CARBON ATOMS IN THE PHENOLIC RING WHICH ARE REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED PHENOL, OR A MIXTURE (C) CONSISTING OF: ONE OR MORE SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS, ALKYL RADICALS WITH 1-30 C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYLCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 C ATOMS AND/OR CYCLOALKENYL RADICALS WITH 5-10 C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUCTURE, HALOGEN-SUBSTITUTED PHENOLS AND ARYL-SUBSTITUTED PHENOLS HAVING AAN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE AT LEAST ONE BUT NO MORE THAN TWO CARBON ATOMS IN THE PHENOLIC RING BEING REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED, PHENOL, AND PHENOL AND ONE OR MORE OTHER SUBSTITUTED PHENOLS WHICH CONTAIN, AS SUBSTITUENTS, ALKYL RADICALS WITH 1-30 C ATOMS, CYCLOALKYL RADICALS WITH 5-10 C ATOMS WHICH CAN BE OF MONOCYCLIC OR BICYCLIC STRUCTURE, ALKENYL RADICALS WITH 1-30 C ATOMS AND/OR CYCLOALKYL RADICALS WITH 5-10 C ATOMS, WHICH ARE AGAIN OF MONOCYCLIC OR BICYCLIC STRUCTURE, HALOGENSUBSTITUTED PHENOLS AND ARYL-SUBSTITUTED PHENOLS HAVING AN AROMATIC RING IN THE SUBSTITUENT, AND WHICH HAVE THREE CARBON ATOMS IN THE PHENOLIC RING WHICH ARE REACTIVE WITH FORMALDEHYDE, WITH THE CONDITION THAT THE SPEED OF REACTION OF THE SUBSTITUTED PHENOL WITH FORMALDEHYDE IS 40 TO 150 PERCENT OF THE SPEED OF REACTION OF THE UNSUBSTITUTED PHENOL, IS MIXED WITH FORMALDEHYDE OR FORMALDEHYDE DONORS AND BASIC NITROGEN COMPOUNDS, SELECTED FROM THE GROUP CONSISTING OF AMMONIA AND/OR PRIMARY OR SECONDARY AMINES, THE MIXTURE A, B OR C BEING EMPLOYED IN SUCH RATIOS THAT THE AVERAGE FUNCTIONALITY OF THE SUM OF THE PHENOLIC COMPOUNDS IN THE MIXTURE A, B OR C RELATIVE TO FORMALDEHYDE IS BETWEEN 2.1 AND 2.8, AND THE AMOUNT OF FORMALDEHYDE BEING SO CHOSEN THAT THE MOLAR RATIO OF THE TOTAL SUM OF ADDED FORMALDEHYDE TO THE SUM OF THE PHENOLIC COMPOUNDS IN THE MIXTURE A, B OR C IS BETWEEN 0.9 AND 1.5:1, THE BASIC NITROGEN COMPOUND BEING EMPLOYED IN AMOUNTS OF 5 TO 50 MOL PERCENT RELATIVE TO THE TOTAL WEIGHT OF PHENOL COMPONENTS IN THE MIXTURE A, B OR C, AND WARMED AT THE BOIL UNDER REFLUX FOR REACTION UNTIL A SAMPLE OF THE CONDENSATION PRODUCT WITHDRAWN HAS A CURING-TIME OF 6 TO 15 MINUTES AT 160*C, THE BATCH IS COOLED TO BELOW 100*C AND THE RESULTING WATER-INPHENOLIC RESIN DISPERSION OF A WATER-IN-OIL TYPE IS
Claim 7
Dependent Claim
448 words
in the first step: a mixture (A) consisting of: one or more substituted phenols having at least one but no more than two carbon atoms in the phenolic ring which are reactive with formaldehyde, and phenol, is made by reacting 1 mol of phenol with 1 mol of styrene or styrene derivative selected from the group consisting of Alpha -methyl styrene, vinyl toluene and p-bromo styrene in excess phenol as the solvent, whereby about 2 to 5 percent by weight of oxalic acid are employed, preferably 2.5 to 3.5 percent by weight, relative to the total amount of phenol and styrene or styrene derivative, respectively, by heating in one step to about 150 to 160*C and kept at this temperature until at least 95 percent by weight of the styrene or styrene derivative employed is present in reacted form, or a mixture (B) consisting of: one or more substituted phenols having at Least one but no more than two carbon atoms in the phenolic ring which are reactive with formaldehyde, and one or more other substituted phenols having 3 carbon atoms in the ring which are reactive with formaldehyde, is made by reacting 1 mol of phenol with 1 mol of styrene or styrene derivative selected from the group consisting of Alpha -methyl styrene, vinyl toluene and p-bromo styrene in excess phenol as the solvent, whereby about 2 to 5 percent by weight of oxalic acid are employed, preferably 2.5 to 3.5 percent by weight, relative to the total amount of phenol and styrene or styrene derivative, respectively, by heating in one step to about 150* to 160*C and kept at this temperature until at least 95 percent by weight of the styrene or styrene derivative employed is present in reacted form, or a mixture (C) consisting of: one or more substituted phenols having at least one but no more than two carbon atoms in the phenolic ring which are reactive with formaldehyde, and one or more other substituted phenols having three carbon atoms in the ring which are reactive with formaldehyde, and phenol, is made by reacting 1 mol of phenol with 1 mol of styrene or styrene derivative selected from the group consisting of Alpha -methyl styrene, vinyl toluene and p-bromo styrene in excess phenol as the solvent, whereby about 2 to 5 percent by weight of oxalic acid are employed, preferably 2.5 to 3.5 percent by weight, relative to the total amount of phenol and styrene or styrene derivative, respectively, by heating in one step to about 150* to 160*C and kept at this temperature until at least 95 percent by weight of the styrene or styrene derivative employed is present in reacted form, and
Claim 8
Dependent Claim
448 words
in the first step: a mixture (A) consisting of: one or more substituted phenols having at least one but no more than two carbon atoms in the phenolic ring which are reactive with formaldehyde, and phenol, is made by reacting 1 mol of phenol with 1 mol of styrene or styrene derivative selected from the group consisting of Alpha -methyl styrene, vinyl toluene and p-bromo styrene in excess phenol as the solvent, whereby about 2 to 5 percent by weight of oxalic acid are employed, preferably 2.5 to 3.5 percent by weight, relative to the total amount of phenol and styrene or styrene derivative, respectively, by heating in one step to about 150 to 160*C and kept at this temperature until at least 95 percent by weight of the styrene or styrene derivative employed is present in reacted form, or a mixture (B) consisting of: one or more substituted phenols having at Least one but no more than two carbon atoms in the phenolic ring which are reactive with formaldehyde, and one or more other substituted phenols having 3 carbon atoms in the ring which are reactive with formaldehyde, is made by reacting 1 mol of phenol with 1 mol of styrene or styrene derivative selected from the group consisting of Alpha -methyl styrene, vinyl toluene and p-bromo styrene in excess phenol as the solvent, whereby about 2 to 5 percent by weight of oxalic acid are employed, preferably 2.5 to 3.5 percent by weight, relative to the total amount of phenol and styrene or styrene derivative, respectively, by heating in one step to about 150* to 160*C and kept at this temperature until at least 95 percent by weight of the styrene or styrene derivative employed is present in reacted form, or a mixture (C) consisting of: one or more substituted phenols having at least one but no more than two carbon atoms in the phenolic ring which are reactive with formaldehyde, and one or more other substituted phenols having three carbon atoms in the ring which are reactive with formaldehyde, and phenol, is made by reacting 1 mol of phenol with 1 mol of styrene or styrene derivative selected from the group consisting of Alpha -methyl styrene, vinyl toluene and p-bromo styrene in excess phenol as the solvent, whereby about 2 to 5 percent by weight of oxalic acid are employed, preferably 2.5 to 3.5 percent by weight, relative to the total amount of phenol and styrene or styrene derivative, respectively, by heating in one step to about 150* to 160*C and kept at this temperature until at least 95 percent by weight of the styrene or styrene derivative employed is present in reacted form, and
Claim 9
Dependent Claim
741 words
in the first step: a mixture (A) consisting of: one or more substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or bicyclic structure, halogen-substituted phenols and aryl-substituted phenols having an aromatic ring in the substituent, and which have at least one but no more than two carbon atoms in the phenolic ring being reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, and phenol or a mixture (B) consisting of: one or more substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or bicyclic structure, halogen-substituted phenols having an aromatic ring in the substituent, and which have at least one but no more than two carbon atoms in the phenolic ring being reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, and one or more other substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or bicyclic structure, halogen-substituted phenols and aryl-substituted phenols having an aromatic ring in the substituent, and which have three carbon atoms in the phenolic ring which are reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, or a mixture (C) consisting of: one or more substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or Bicyclic structure, halogen-substituted phenols and aryl-substituted phenols having an aromatic ring in the substituent, and which have at least one but no more than two carbon atoms in the phenolic ring being reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, and phenol and one or more other substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or bicyclic structure, halogen-substituted phenols and aryl-substituted phenols having an aromatic ring in the substituent, and which have three carbon atoms in the phenolic ring which are reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, is mixed with formaldehyde or formaldehyde donors and basic nitrogen compounds, selected from the group consisting of ammonia and/or primary or secondary amines, the mixture A, B or C being employed in such ratios that the average functionality of the sum of the phenolic compounds in the mixture A, B or C relative to formaldehyde is between 2.1 and 2.8, and the amount of formaldehyde being so chosen that the molar ratio of the total sum of added formaldehyde to the sum of the phenolic compounds in the mixture A, B or C is between 0.9 and 1.5:1, the basic nitrogen compound being employed in amounts of 5 to 50 mol percent relative to the total weight of phenol components in the mixture A, B or C, and warmed at the boil under reflux for reaction until a sample of the condensation product withdrawn has a curing-time of 6 to 15 minutes at 160*C, the batch is cooled to below 100*C and the resulting water-in-phenolic resin dispersion of a water-in-oil type is
Claim 10
Dependent Claim
741 words
in the first step: a mixture (A) consisting of: one or more substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or bicyclic structure, halogen-substituted phenols and aryl-substituted phenols having an aromatic ring in the substituent, and which have at least one but no more than two carbon atoms in the phenolic ring being reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, and phenol or a mixture (B) consisting of: one or more substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or bicyclic structure, halogen-substituted phenols having an aromatic ring in the substituent, and which have at least one but no more than two carbon atoms in the phenolic ring being reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, and one or more other substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or bicyclic structure, halogen-substituted phenols and aryl-substituted phenols having an aromatic ring in the substituent, and which have three carbon atoms in the phenolic ring which are reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, or a mixture (C) consisting of: one or more substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or Bicyclic structure, halogen-substituted phenols and aryl-substituted phenols having an aromatic ring in the substituent, and which have at least one but no more than two carbon atoms in the phenolic ring being reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, and phenol and one or more other substituted phenols which contain, as substituents, alkyl radicals with 1-30 C atoms, cycloalkyl radicals with 5-10 C atoms which can be of monocyclic or bicyclic structure, alkenyl radicals with 1-30 C atoms and/or cycloalkenyl radicals with 5-10 C atoms, which are again of monocyclic or bicyclic structure, halogen-substituted phenols and aryl-substituted phenols having an aromatic ring in the substituent, and which have three carbon atoms in the phenolic ring which are reactive with formaldehyde, with the condition that the speed of reaction of the substituted phenol with formaldehyde is 40 to 150 percent of the speed of reaction of the unsubstituted phenol, is mixed with formaldehyde or formaldehyde donors and basic nitrogen compounds, selected from the group consisting of ammonia and/or primary or secondary amines, the mixture A, B or C being employed in such ratios that the average functionality of the sum of the phenolic compounds in the mixture A, B or C relative to formaldehyde is between 2.1 and 2.8, and the amount of formaldehyde being so chosen that the molar ratio of the total sum of added formaldehyde to the sum of the phenolic compounds in the mixture A, B or C is between 0.9 and 1.5:1, the basic nitrogen compound being employed in amounts of 5 to 50 mol percent relative to the total weight of phenol components in the mixture A, B or C, and warmed at the boil under reflux for reaction until a sample of the condensation product withdrawn has a curing-time of 6 to 15 minutes at 160*C, the batch is cooled to below 100*C and the resulting water-in-phenolic resin dispersion of a water-in-oil type is
Claim 11
Dependent Claim
69 words
IN THE SECOND STEP: MIXED WITH WATER AND PROTECTIVE COLLOID AND AGITATED MECHANICALLY UNTIL A PHASE INVERSION OF THE DISPERSION TAKES PLACE, SO THAT A DISPERSION OF THE OIL-IN-WATER TYPE IS PRESENT, AND THE PHENOLIC RESIN-INWATER-TYPE DISPERSION IS FURTHER CONDENSED, BY WARNING, UNTIL A SAMPLE OF THE DISPERSION, WHEN WITHDRAWN, HAS A CURING-TIME OF 30 SECONDS UP TO 10 MINUTES 16*C, AND THEREAFTER THE BATCH IS COOLED WHILST STIRRING.
Claim 12
Dependent Claim
69 words
IN THE SECOND STEP: MIXED WITH WATER AND PROTECTIVE COLLOID AND AGITATED MECHANICALLY UNTIL A PHASE INVERSION OF THE DISPERSION TAKES PLACE, SO THAT A DISPERSION OF THE OIL-IN-WATER TYPE IS PRESENT, AND THE PHENOLIC RESIN-INWATER-TYPE DISPERSION IS FURTHER CONDENSED, BY WARNING, UNTIL A SAMPLE OF THE DISPERSION, WHEN WITHDRAWN, HAS A CURING-TIME OF 30 SECONDS UP TO 10 MINUTES 16*C, AND THEREAFTER THE BATCH IS COOLED WHILST STIRRING.
Claim 13
Dependent Claim
172 words
in the second step: the mixture A, B or C is reacted with formaldehyde or formaldehyde donors and basic nitrogen compounds selected from the group consisting of ammonia and/or primary or secondary amines, whereby the mixture A, B or C is employed in such amounts that the average functionality of the sum of these phenolic compounds of the mixture A, B or C to formaldehyde is between 2.1 and 2.8 and the amount of formaldehyde is so chosen that the molar ratio of the total sum of added formaldehyde to the sum of phenolic compounds in the mixture A, B or C is between 0.9 and 1.5:1 and wherein the basic nitrogen compound being employed in amounts of 5 to 50 mol percent, relative to the total weight of phenolic compounds in the mixture A, B or C, by warming at the boil under reflux until a sample of the condensation product withdrawn has a curing-time of 6 - 15 minutes at 160*C, then the batch is cooled to below 100*C and
Claim 14
Dependent Claim
172 words
in the second step: the mixture A, B or C is reacted with formaldehyde or formaldehyde donors and basic nitrogen compounds selected from the group consisting of ammonia and/or primary or secondary amines, whereby the mixture A, B or C is employed in such amounts that the average functionality of the sum of these phenolic compounds of the mixture A, B or C to formaldehyde is between 2.1 and 2.8 and the amount of formaldehyde is so chosen that the molar ratio of the total sum of added formaldehyde to the sum of phenolic compounds in the mixture A, B or C is between 0.9 and 1.5:1 and wherein the basic nitrogen compound being employed in amounts of 5 to 50 mol percent, relative to the total weight of phenolic compounds in the mixture A, B or C, by warming at the boil under reflux until a sample of the condensation product withdrawn has a curing-time of 6 - 15 minutes at 160*C, then the batch is cooled to below 100*C and
Claim 15
Dependent Claim
49 words
Method for the production of water-dilutable, aqueous dispersions containing emulsifiers and protective colloids of thermosetting reaction products of mixtures of monohydroxybenzene compounds and formaldehyde in water, whereby these components are made to react by heating in the presence of basic nitrogen compounds, characterised in that in a three-step process
Claim 16
Dependent Claim
49 words
Method for the production of water-dilutable, aqueous dispersions containing emulsifiers and protective colloids of thermosetting reaction products of mixtures of monohydroxybenzene compounds and formaldehyde in water, whereby these components are made to react by heating in the presence of basic nitrogen compounds, characterised in that in a three-step process
Claim 17
Dependent Claim
71 words
in the second step: mixed with water and protective colloid and agitated mechanically until a phase inversion of the dispersion takes place, so that a dispersion of the oil-in-water type is present, and the phenolic resin-in-water type dispersion is further condensed, by warming, until a sample of the dispersion, when withdrawn, has a curing-time of 30 seconds up to 10 minutes at 160*C, and thereafter the batch is cooled whilst stirring.
Claim 18
Dependent Claim
71 words
in the second step: mixed with water and protective colloid and agitated mechanically until a phase inversion of the dispersion takes place, so that a dispersion of the oil-in-water type is present, and the phenolic resin-in-water type dispersion is further condensed, by warming, until a sample of the dispersion, when withdrawn, has a curing-time of 30 seconds up to 10 minutes at 160*C, and thereafter the batch is cooled whilst stirring.
Claim 19
Dependent Claim
78 words
in the third step: The resulting water-in-phenolic resin dispersion of a water-in-oil type is mixed with water and protective colloid and agitated mechanically until a phase inversion of the dispersion takes place, so that a dispersion of the oil-in-water type is present, and the phenolic resin-in-water dispersion is condensed further by warming until a withdrawn sample of the dispersion has a curing-time of 30 seconds to 10 minutes at 160*C, and the batch is subsequently cooled whilst stirring.
Claim 20
Dependent Claim
78 words
in the third step: The resulting water-in-phenolic resin dispersion of a water-in-oil type is mixed with water and protective colloid and agitated mechanically until a phase inversion of the dispersion takes place, so that a dispersion of the oil-in-water type is present, and the phenolic resin-in-water dispersion is condensed further by warming until a withdrawn sample of the dispersion has a curing-time of 30 seconds to 10 minutes at 160*C, and the batch is subsequently cooled whilst stirring.
Claim 21
Dependent Claim
90 words
Method according to claim 1 wherein as substituted phenol there is employed a member of the group consisting of p-tert-butylphenol, o- Alpha -phenylethylphenol, o- Beta -phenylethylphenol, p- Alpha -phenylethylphenol, p- Beta -phenylethylphenol, and mixtures thereof, o- Alpha -phenylisopropylphenol, o- Beta -phenylisopropylphenol, p- Alpha -phenylisopropylphenol, o- Beta -methylphenylethylphenol, 0- Beta -methylphenylethylphenol, p- Alpha -methylphenylethylphenol, p- Beta -methylphenylethylphenol, and mixtures thereof, 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 percent of which dissolves in an alkaline solution.
Claim 22
Dependent Claim
9 words
Dispersion produced according to the process of claim 1.
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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) | 1978-03-10 | 1978-09-09 | 1979-03-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-03-10 | 1982-09-09 | 1983-03-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-03-10 | 1986-09-09 | 1987-03-11 | $7700.00 | Window Closed / Lapsed |