US2456567A - Aminotriazine product - Google Patents
Aminotriazine product Download PDFInfo
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- US2456567A US2456567A US552381A US55238144A US2456567A US 2456567 A US2456567 A US 2456567A US 552381 A US552381 A US 552381A US 55238144 A US55238144 A US 55238144A US 2456567 A US2456567 A US 2456567A
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- ammeline
- aldehyde
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/46—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/47—Condensation polymers of aldehydes or ketones
- D21H17/49—Condensation polymers of aldehydes or ketones with compounds containing hydrogen bound to nitrogen
- D21H17/51—Triazines, e.g. melamine
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
Definitions
- This invention relates to the preparation of water-insoluble metal salts of ammeline-aldehyde reaction products and to fibrous materials havin such products deposited thereon.
- An object of this invention is to provide waterinsoiuble metal salts of ammellne-aldehyde reaction products.
- a particular object of this invention is to provide fibrous material having associated therewith water-insoluble ,metal salts of ammeline-aldehyde reaction products.
- this invention comprises forming an aqueous solution of a reaction product of ammeline and an aldehyde, said aldehyde having a solubility in water of at least three parts for every one hundred parts of water at 20 C. then precipitating said reaction product by the addition of a water-soluble compound of a metal selected from the group consisting of the heavy metals and the metals of group 2A of the periodic system.
- fibrous materials are treated with aqueous alkaline solutions of the ammeline-aldehyde reaction products described above and a water-soluble compound of a heavy metal or of .a metal of group 2A of the periodic system is added to. the treated fibrous material, thereby precipitating the metal salt of the ammeline-aldehyde reaction product on the fibrous material. Thereafter, the ammelinealdehyde product may be polymerized by heating, either before, during or after removal of th aqueous medium.
- webs or sheets of fibrous materials such as paper or textiles may be impregnated with the water-soluble ammeline-aldehyde reaction prod- Example I A mixture of 127 parts (1 moi) of ammeline, 24
- Example II Example II
- Example II Example II
- Example II Example II
- Example II Example II
- Example II Example II
- Example II Example II
- Example II Example II
- Example II Example II
- Example II Example I is repeated except that in place of the alum employed in Example I, an equivalent amount of calcium chloride hexahydrate (110 parts) is employed.
- the product comprises the calcium salt of trimethylol ammeline.
- Example III A mixture of 127 parts (1 mol) of ammeline, 243 parts (3 mols) of aqueous formaldehyde solution (37% HCHO) and sumcient sodium hydroxide (in a 5% aqueous solution) to produce a pH oi. about 9.3 (glass electrode), is boiled under reflux conditions for about minutes atv atmospheric pressure. After cooling '79 parts of alum (KA1(SO4) 2. 121120) is added and causes a white flocculent precipitate to form. The precipitated product comprises the aluminum salt of a partial polymer of trimethylol ammeline.
- Example I A mixture of 12-? parts (1 mol) of ammeline, 162 parts (2 mol) of an aqueous formaldehyde solution (37%'HCHO) and sufilcient sodium hydroxide (in a 5% aqueous solution) to produce a pH of about 9.3 (glass electrode) is boiled under reflux conditions for about 30 minutes at atmospheric pressure. After cooling, 158 parts of alum (KA1(SO4):,12H2O) are added whereby a white flocculent .precipitate comprising the aluminum salt of dimethylol ammeline is formed.
- alum KA1(SO4):,12H2O
- water-soluble ammeline-aldehyde reaction products may be precipitated while still substantially unpolymerized and, when dellsired, the precipitated product thereafter polymerized by heating, or the water-soluble products may be partially polymerized prior to precipitation and, when desired, the polymerization continued after the formation of the water-insoluble metal salts.
- the ammeline-aldehyde reaction product prior to the addition of the precipitating compound, the ammeline-aldehyde reaction product not be polymerized beyond the state of solubility in aqueous alkaline solutions.
- the proportions of ammeline and aldehyde may be substantially varied.
- molar ratios of combined aldehyde per mol of ammeline may vary from 1: 1 to 4 1, and higher ratios of aldehyde to ammeline may be present in the reaction mixture.
- the pH of the reaction mixture may be substantially varied. Generally, it is preferred that sufficient alkaline material be present so that the reaction mixture has a pH of 7 or higher and preferably a pH in the range 8.0-9.5 (glass electrode) and especially about 9-9.3.
- the aldehydes employed in making the watersoluble ammeline-aldehyde condensation product are characterized by having a solubility in water of at least three parts for every 100 parts of water at C.
- aldehydes are the lower aliphatic aldehydes, for example, formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, as well as aldehydes substituted by a hydrophilic groups, as for example, such hydroxy aldehydes as glycollic aldehyde.
- glyoxylic aldehyde unsaturated aldehydes such as crotonaldehyde, acrolein, tiglaldehyde; halogen substituted aldehydes such as, chloral; dialdehydes such as elyoxal.
- the alkaline reagents used in making the water-soluble ammeline-aldehyde reaction products comprise the basic reacting compounds of the metals of group 1A of the periodic system as for example, the hydroxides and carbonates of lithium, sodium, and potassium, ammonium hydroxide, ammonium carbonate, quaternary ammonium bases such as dimethyl dibenzyl ammonium hydroxide, trimethyl benzyl ammonium hydroxide, tetraethyl ammonium hydroxide, tetraethanol ammonium hydroxide and the like.
- water so]- uble compounds of metals from the group consisting of aluminum, magnesium, the heavy metals and the metals of group 2A of the periodic system may be used.
- the water-soluble nitrates, chlorides, hydroxides of aluminum, calcium, barium, strontium, zinc, cadmium, copper, silver, iron, cobalt, nickel, chromium, magnesium and the like may be used.
- the insoluble metal salts of this invention may be used for various purposes, for example, as molding compounds, resinous bases for coating or impregnating compositions and the like. During or after the application of these metal salts they may be polymerized under heat or under heat and pressure to provide insoluble, infusible products.
- Example V 8 parts of a 12% solution of sodium trimethylol ammeline prepared as shown in Example I, are added to a beater or hollander containing 1350 parts of a 2% Northern Kraft beater pulp stock having a pH of about 9 and a freeness of 12 seconds (as determined with a standardwilliams freeness tester with 2.5 grams of the beater slurry at C. and 0.25% consistency). After thorough mixing in the beater the slurry is diluted to about 21,000 parts with water and 0.07 art of alum (KAl(SO4.)z,l2HzO) added to precipitate the sodium trimethylol ammeline onto the pulp fibers.
- KAl(SO4.)z,l2HzO 0.07 art of alum
- Paper sheets are felted out from the resulting slurry by the Technical Association of the Pulp and Paper Industry Standard Method #T205.
- the sheets are heated for 10 minutes under low pressure e. g. 25 pounds per square inch at 110 C. and then for minutes at 150 C. to remove the water and polymerize the aluminum trimethylol ammeline.
- An excess of alum or other precipitant may be used in obtaining the products of this invention wherever it is advantageous as in the paper industry where alum is used to control the pH of the beater slurry and to modify the properties of the paper.
- Paper sheets made as described above are found to possess increased strength, particularly in-' creased wet strength as compared with paper made by felting untreated fibers of the same pulp slurry.
- paper containing the insoluble salts described in Examples II, III. and IV may be 7 prepared in the manner set forth in Example V to produce paper having characteristics similar to those of the product described in Example V.
- the process of preparing paper, having incorporated therein insoluble metal salts of ammelinealdehyde reaction products as set forth in Example V may be substantially varied.
- the process is not limited to the particular pulp stock used in Example V and other fibers, concentrations of fiber and stock having other freeness values may be used.
- the amount and concentration of the soluble ammeline-aldehyde product that is. introduced may be substantially varied. However, since only a limited amount-of the insoluble salt is adsorbed by the fibers there is generally no advantage in greatly exceeding the amount that can be adsorbed. Thus, while there may be some variation due to the particular conditions existing in the beater stock, e. g. degree of freeness, degree of dilution, type of fiber, etc., in general, from about 1 to 5 parts of the soluble ammeline-aldehyde product is incorporated in the beater stock for every parts of fiber.
- the amount of the precipitating metal compound that is incorporated in the heater is generally such that one chemical equivalent of the metal compound is incorporated per chemical equivalent of ammeline residue in the ammelinealdehyde product i. e. in the case of the alum used above. one moi is employed for three mols of the ammeline residue present in the ammeline-aldehyde product.
- a lesser amount of the metal compound may be used, when desired, and particularly when the soluble ammeline-aldehyde product is partially polymerized prior to precipitation and as pointed out above, a larger amount may be desirable, e. g. to affect the pH of the stock and to modify the characteristics of the product.
- the fibrous materials which may be treated with the water-insoluble salts of this invention include cellulose fibers such as, for example, wood pulp or cotton rag fibers used in paper making; natural fibers such as, for example, silk,
- Example VI 100 parts or the precipitated, dried product described in Example I are formed into a molding composition by admixture with 100 parts of wood flour and 2 parts of aluminum stearate as a lubricant, in the usual manner for preparing singlestage molding compositions, i. e. by admixing the ingredients and then advancing the polymerization of the resin as desired on hot milling rolls.
- the product is molded in a cup-shaped mold at 2,000-4,000 pounds per square inch and 140-170 C. for 2 minutes to form a molded product having a high degree of toughness and water resistance.
- insoluble metal salts of ammeline-aldehyde prod-' ucts may be used, c. g. the products described in Examples II, III and IV or their partially polymerized products.
- Other fillers or mixtures thereof may be employed in place of wood flour, e. g., mica, quartz, asbestos, etc.
- Other lubricants may be used, e. g., calcium stearate or for certain purposes entirely.
- the proportion of filler may be substantially varied but generally from 40 to 60 parts of filler are employed for every 60 to 40 parts of the ammeline-aldehyde metal salt when molded products containing fillers are desired.
- a particular advantage oithe process of this invention comprises the use of water-soluble substantially unpolymerized material which may be converted into the water-insoluble state without resort to heating and like polymerization conditions. Such a process leads to unexpected results, not obtainable with materials requiring a polymerization step in the process of converting the products to a water-insoluble state.
- the insoluble salts of ammelinealdehyde condensation products may be reconverted into the soluble state by chemical means e. g. by treatment with a solution of sodium hydroxide or other hydroxides of the alkali metals.
- a particular advantage of the present invention as exemplified by the use of the products of this invention in treating paper resides in the ability to reworkthe treated paper.
- the "broke" may be treated with alkali such as the hydroxides oi the metals of group 1A oi' the periodic system whereby the ammeline-aldehyde products are dissolved.
- the fibrous mat rial the lubricant may be omitted may then be freed from the resulting slurry or the slurry may be again processed preferably in admixture with fresh hcreinbefore whereby the ammeline-aldehyde product is again precipitated on the fibers.
- a process which comprises adding a watersoluble compound of a metal selected from the group consisting of aluminum, magnesium, the heavy metals and. the metals of group 2A of the periodic system, to the product obtained by reacting at a pH of 8-9.5 ammeline and an aqueous solution of an aldehyde having a solubility in water of at least 3 parts for each parts of water at 20 0., whereby said reaction product of ammeline and said aldehyde is precipitated, the ammeline being reacted with the aldehyde to an extent which is insufficient to cause the ammeline-aldehyde reaction product to precipitate from the aqueous alkaline medium prior to addition of the metal compound and the amount of the metal compound vide a chemical equivalent of the metal for each molecule of ammeline.
- a process as defined in the aldehyde is formaldehyde.
- a process as defined in claim 1 in the metal compound is a calcium compound.
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Description
Where parts are mentioned,
Patented Dec. 14, 1948 AMINOTRIAZINE PRODUCT Milton .1. Scott, Springfield, Mass... assignor to Monsanto Chemical Company, St. Louis, Mo., a
' corporationof Delaware Application September 1, 1944, Serial No. 552,381
(Cl. Mil-87.6)
" some t 6 Claims. 1
This invention relates to the preparation of water-insoluble metal salts of ammeline-aldehyde reaction products and to fibrous materials havin such products deposited thereon.
An object of this invention is to provide waterinsoiuble metal salts of ammellne-aldehyde reaction products. -A particular object of this invention is to provide fibrous material having associated therewith water-insoluble ,metal salts of ammeline-aldehyde reaction products.
These and other objects are attained according to this invention which comprises forming an aqueous solution of a reaction product of ammeline and an aldehyde, said aldehyde having a solubility in water of at least three parts for every one hundred parts of water at 20 C. then precipitating said reaction product by the addition of a water-soluble compound of a metal selected from the group consisting of the heavy metals and the metals of group 2A of the periodic system.
According to one embodiment of this invention, fibrous materials are treated with aqueous alkaline solutions of the ammeline-aldehyde reaction products described above and a water-soluble compound of a heavy metal or of .a metal of group 2A of the periodic system is added to. the treated fibrous material, thereby precipitating the metal salt of the ammeline-aldehyde reaction product on the fibrous material. Thereafter, the ammelinealdehyde product may be polymerized by heating, either before, during or after removal of th aqueous medium.
According to a further embodiment of this invention, webs or sheets of fibrous materials such as paper or textiles may be impregnated with the water-soluble ammeline-aldehyde reaction prod- Example I A mixture of 127 parts (1 moi) of ammeline, 24
' parts (3 mols) of an aqueous solution of formaldehyde (37% HCHO) and sufficient sodium hydroxide (in a 5% aqueous solution) to produce a pH of about 9.3 (glasselectrode), is boiled under 1 salt of trimethylol ammeline.
mt, a metal compound of the type described above incorporated in the web and the resulting product Example II Example I is repeated except that in place of the alum employed in Example I, an equivalent amount of calcium chloride hexahydrate (110 parts) is employed. The product comprises the calcium salt of trimethylol ammeline.
Example III A mixture of 127 parts (1 mol) of ammeline, 243 parts (3 mols) of aqueous formaldehyde solution (37% HCHO) and sumcient sodium hydroxide (in a 5% aqueous solution) to produce a pH oi. about 9.3 (glass electrode), is boiled under reflux conditions for about minutes atv atmospheric pressure. After cooling '79 parts of alum (KA1(SO4) 2. 121120) is added and causes a white flocculent precipitate to form. The precipitated product comprises the aluminum salt of a partial polymer of trimethylol ammeline.
1 Example I? A mixture of 12-? parts (1 mol) of ammeline, 162 parts (2 mol) of an aqueous formaldehyde solution (37%'HCHO) and sufilcient sodium hydroxide (in a 5% aqueous solution) to produce a pH of about 9.3 (glass electrode) is boiled under reflux conditions for about 30 minutes at atmospheric pressure. After cooling, 158 parts of alum (KA1(SO4):,12H2O) are added whereby a white flocculent .precipitate comprising the aluminum salt of dimethylol ammeline is formed.
understood that the invention is notr voi limited.
they are parts by weight. z
Numerous variations may-be introduced into the process of forming the insoluble salts of this invention. Thus, water-soluble ammeline-aldehyde reaction products may be precipitated while still substantially unpolymerized and, when dellsired, the precipitated product thereafter polymerized by heating, or the water-soluble products may be partially polymerized prior to precipitation and, when desired, the polymerization continued after the formation of the water-insoluble metal salts. However, it is preferred that prior to the addition of the precipitating compound, the ammeline-aldehyde reaction product not be polymerized beyond the state of solubility in aqueous alkaline solutions.
In preparing the ammeline-aldehyde condensation or reaction products, the proportions of ammeline and aldehyde may be substantially varied. Thus, molar ratios of combined aldehyde per mol of ammeline may vary from 1: 1 to 4 1, and higher ratios of aldehyde to ammeline may be present in the reaction mixture. Furthermore, the pH of the reaction mixture may be substantially varied. Generally, it is preferred that sufficient alkaline material be present so that the reaction mixture has a pH of 7 or higher and preferably a pH in the range 8.0-9.5 (glass electrode) and especially about 9-9.3.
The aldehydes employed in making the watersoluble ammeline-aldehyde condensation product are characterized by having a solubility in water of at least three parts for every 100 parts of water at C. Examples of such aldehydes are the lower aliphatic aldehydes, for example, formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, as well as aldehydes substituted by a hydrophilic groups, as for example, such hydroxy aldehydes as glycollic aldehyde. glyoxylic aldehyde; unsaturated aldehydes such as crotonaldehyde, acrolein, tiglaldehyde; halogen substituted aldehydes such as, chloral; dialdehydes such as elyoxal.
The alkaline reagents used in making the water-soluble ammeline-aldehyde reaction products comprise the basic reacting compounds of the metals of group 1A of the periodic system as for example, the hydroxides and carbonates of lithium, sodium, and potassium, ammonium hydroxide, ammonium carbonate, quaternary ammonium bases such as dimethyl dibenzyl ammonium hydroxide, trimethyl benzyl ammonium hydroxide, tetraethyl ammonium hydroxide, tetraethanol ammonium hydroxide and the like.
In place of the alum and calcium chloride employed in the above examples, other water so]- uble compounds of metals from the group consisting of aluminum, magnesium, the heavy metals and the metals of group 2A of the periodic system may be used. Thus, for example, the water-soluble nitrates, chlorides, hydroxides of aluminum, calcium, barium, strontium, zinc, cadmium, copper, silver, iron, cobalt, nickel, chromium, magnesium and the like may be used.
The insoluble metal salts of this invention may be used for various purposes, for example, as molding compounds, resinous bases for coating or impregnating compositions and the like. During or after the application of these metal salts they may be polymerized under heat or under heat and pressure to provide insoluble, infusible products.
The following areexamples illustrating the use of the metal salts of this invention, particularly for incorporation with fibrous materials.
Example V 8 parts of a 12% solution of sodium trimethylol ammeline prepared as shown in Example I, are added to a beater or hollander containing 1350 parts of a 2% Northern Kraft beater pulp stock having a pH of about 9 and a freeness of 12 seconds (as determined with a standardwilliams freeness tester with 2.5 grams of the beater slurry at C. and 0.25% consistency). After thorough mixing in the beater the slurry is diluted to about 21,000 parts with water and 0.07 art of alum (KAl(SO4.)z,l2HzO) added to precipitate the sodium trimethylol ammeline onto the pulp fibers. Paper sheets are felted out from the resulting slurry by the Technical Association of the Pulp and Paper Industry Standard Method #T205. The sheets are heated for 10 minutes under low pressure e. g. 25 pounds per square inch at 110 C. and then for minutes at 150 C. to remove the water and polymerize the aluminum trimethylol ammeline.
An excess of alum or other precipitant may be used in obtaining the products of this invention wherever it is advantageous as in the paper industry where alum is used to control the pH of the beater slurry and to modify the properties of the paper.
Paper sheets made as described above are found to possess increased strength, particularly in-' creased wet strength as compared with paper made by felting untreated fibers of the same pulp slurry.
In a similar manner other insoluble metal salts of ammeline-aldehyde reaction products may be incorporated in paper by precipitating the salts in the beater stock prior to felting out the paper sheet. Thus, paper containing the insoluble salts described in Examples II, III. and IV may be 7 prepared in the manner set forth in Example V to produce paper having characteristics similar to those of the product described in Example V.
The process of preparing paper, having incorporated therein insoluble metal salts of ammelinealdehyde reaction products as set forth in Example V may be substantially varied. For example, the process is not limited to the particular pulp stock used in Example V and other fibers, concentrations of fiber and stock having other freeness values may be used.
The amount and concentration of the soluble ammeline-aldehyde product that is. introduced may be substantially varied. However, since only a limited amount-of the insoluble salt is adsorbed by the fibers there is generally no advantage in greatly exceeding the amount that can be adsorbed. Thus, while there may be some variation due to the particular conditions existing in the beater stock, e. g. degree of freeness, degree of dilution, type of fiber, etc., in general, from about 1 to 5 parts of the soluble ammeline-aldehyde product is incorporated in the beater stock for every parts of fiber.
The amount of the precipitating metal compound that is incorporated in the heater is generally such that one chemical equivalent of the metal compound is incorporated per chemical equivalent of ammeline residue in the ammelinealdehyde product i. e. in the case of the alum used above. one moi is employed for three mols of the ammeline residue present in the ammeline-aldehyde product. However, a lesser amount of the metal compound may be used, when desired, and particularly when the soluble ammeline-aldehyde product is partially polymerized prior to precipitation and as pointed out above, a larger amount may be desirable, e. g. to affect the pH of the stock and to modify the characteristics of the product.
The fibrous materials which may be treated with the water-insoluble salts of this invention include cellulose fibers such as, for example, wood pulp or cotton rag fibers used in paper making; natural fibers such as, for example, silk,
Example VI 100 parts or the precipitated, dried product described in Example I are formed into a molding composition by admixture with 100 parts of wood flour and 2 parts of aluminum stearate as a lubricant, in the usual manner for preparing singlestage molding compositions, i. e. by admixing the ingredients and then advancing the polymerization of the resin as desired on hot milling rolls. The product is molded in a cup-shaped mold at 2,000-4,000 pounds per square inch and 140-170 C. for 2 minutes to form a molded product having a high degree of toughness and water resistance.
In place of. the product of Example I, other insoluble metal salts of ammeline-aldehyde prod-' ucts may be used, c. g. the products described in Examples II, III and IV or their partially polymerized products. Other fillers or mixtures thereof may be employed in place of wood flour, e. g., mica, quartz, asbestos, etc. Other lubricants may be used, e. g., calcium stearate or for certain purposes entirely. The proportion of filler may be substantially varied but generally from 40 to 60 parts of filler are employed for every 60 to 40 parts of the ammeline-aldehyde metal salt when molded products containing fillers are desired.
A particular advantage oithe process of this invention comprises the use of water-soluble substantially unpolymerized material which may be converted into the water-insoluble state without resort to heating and like polymerization conditions. Such a process leads to unexpected results, not obtainable with materials requiring a polymerization step in the process of converting the products to a water-insoluble state.
Furthermore the insoluble salts of ammelinealdehyde condensation products may be reconverted into the soluble state by chemical means e. g. by treatment with a solution of sodium hydroxide or other hydroxides of the alkali metals. Thus, a particular advantage of the present invention as exemplified by the use of the products of this invention in treating paper, resides in the ability to reworkthe treated paper. Thus, the "broke" may be treated with alkali such as the hydroxides oi the metals of group 1A oi' the periodic system whereby the ammeline-aldehyde products are dissolved. The fibrous mat rial the lubricant may be omitted may then be freed from the resulting slurry or the slurry may be again processed preferably in admixture with fresh hcreinbefore whereby the ammeline-aldehyde product is again precipitated on the fibers.
It is understood that the above description is given by way of illustration only, and not of limitation, and that deviations are possible within the spirit of the invention.
What is claimed is:
1. A process which comprises adding a watersoluble compound of a metal selected from the group consisting of aluminum, magnesium, the heavy metals and. the metals of group 2A of the periodic system, to the product obtained by reacting at a pH of 8-9.5 ammeline and an aqueous solution of an aldehyde having a solubility in water of at least 3 parts for each parts of water at 20 0., whereby said reaction product of ammeline and said aldehyde is precipitated, the ammeline being reacted with the aldehyde to an extent which is insufficient to cause the ammeline-aldehyde reaction product to precipitate from the aqueous alkaline medium prior to addition of the metal compound and the amount of the metal compound vide a chemical equivalent of the metal for each molecule of ammeline.
2. A process as defined in the aldehyde is formaldehyde.
3. A process as defined in claim 1 in which the water-soluble metal compound is alum.
4. A process as defined in claim 1 in which the aldehyde is formaldehyde and the waterclaim 1 in which soluble metal compound is alum.
5. A process as defined in claim 1 in the metal compound is a calcium compound.
6. A process as defined in claim 1 in which the aldehyde is formaldehyde and the metal compound is a calcium compound.
MILTON J. SCOTT.
REFERENCES CITED The following references are of record in. the file oi this patent:
UNITED STATES PATENTS Daielio June 12, 1945 materials as set forth being suflicient to prowhich I
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US552381A US2456567A (en) | 1944-09-01 | 1944-09-01 | Aminotriazine product |
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US552381A US2456567A (en) | 1944-09-01 | 1944-09-01 | Aminotriazine product |
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US2456567A true US2456567A (en) | 1948-12-14 |
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Cited By (3)
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---|---|---|---|---|
US2622979A (en) * | 1947-08-14 | 1952-12-23 | Hercules Powder Co Ltd | Modified synthetic resin and paper containing the same |
US2658828A (en) * | 1948-09-15 | 1953-11-10 | Chemloch Corp | Process of combining synthetic resins and other materials with cellulose |
US20070092726A1 (en) * | 2003-06-13 | 2007-04-26 | Dsm Ip Assets B.V. | Encapsulated materials |
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US2377868A (en) * | 1941-02-05 | 1945-06-12 | Gen Electric | Synthetic compositions |
US2356719A (en) * | 1943-10-25 | 1944-08-22 | American Cyanamid Co | Cationic aminotriazine-aldehyde resin solutions |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2622979A (en) * | 1947-08-14 | 1952-12-23 | Hercules Powder Co Ltd | Modified synthetic resin and paper containing the same |
US2658828A (en) * | 1948-09-15 | 1953-11-10 | Chemloch Corp | Process of combining synthetic resins and other materials with cellulose |
US20070092726A1 (en) * | 2003-06-13 | 2007-04-26 | Dsm Ip Assets B.V. | Encapsulated materials |
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