EP1580320B1 - Zusammensetzung für poröse Materialien - Google Patents

Zusammensetzung für poröse Materialien Download PDF

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Publication number
EP1580320B1
EP1580320B1 EP05102331A EP05102331A EP1580320B1 EP 1580320 B1 EP1580320 B1 EP 1580320B1 EP 05102331 A EP05102331 A EP 05102331A EP 05102331 A EP05102331 A EP 05102331A EP 1580320 B1 EP1580320 B1 EP 1580320B1
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urea
phosphoric acid
phosphate
formaldehyde
dicyandiamide
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EP1580320A2 (de
EP1580320A3 (de
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Walter Navarrini
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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
    • D21H17/03—Non-macromolecular organic compounds
    • D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/14—Carboxylic acids; Derivatives thereof

Definitions

  • the present invention relates to the use of phosphonates / phosphinates in aqueous formulations as carriers for improving the absorption of the compounds present in said formulations, into porous wettable materials, such as paper, wood, masonite and plaster.
  • the present invention relates to the use of low molecular weight phosphonates and/or phosphinates, soluble in aqueous formulations in order to improve impregnation capacity as shown by the substantial absence of any blooming phenomena.
  • the present invention relates to the use of phosphonates and/or phosphinates in the application of aqueous solutions onto ligneous materials.
  • compositions comprising phosphonates and phosphinates for applications onto substrates of plant origin are known in the art.
  • US patent 6,423,251 describes a composition for ligneous materials which may be in solid, aqueous or aqueous emulsion form, based on the condensation products between urea and boron oxyacids, and optionally containing carbonization catalytic agents (carbonization auxiliaries).
  • Said catalytic agents may be acidic compounds such as boric, sulphuric or phosphoric acids, and salts thereof.
  • other phosphorous compounds are indicated as being suitable for use as "carbonization auxiliaries” such as for example, phosphoric acid salts with nitrogen containing compounds and organo-phosphor compounds such as for example phosphoric esters.
  • Such phosphorus compounds contain three aliphatic C 6 -C 20 chains within the molecule, and hence possess high molecular weights. Furthermore, said phosphinates/phosphonates are insoluble in water, but are emulsionable. In the examples, the use of such compositions for spraying wheat fields inoculated with a pathogenic fungus is described. Hence the patent does not refer to applications onto wood.
  • WO 9304585 describes a herbicidal composition which comprises a phosphonate or phosphinate.
  • R 2 is oxyalkyl
  • the compounds of formula (I) which may be cited are diethylethylphosphonate, dimethylmethylphosphonate and cyclic phosphonates.
  • the quantities of the compounds of formula (I) in the aqueous formulations varies, as a percentage by weight over the total, from 0.1 % to 15%, preferably from 1% to 10%, even more preferably from 1% to 8%.
  • aqueous formulations of the invention is achieved through the impregnation of said substrates while operating within a temperature interval of from 5°C to 80°C, preferably at a temperature of less than 40°C.
  • Application may be performed using even simple impregnation methods, such as for example application by spraying, by roller or by brushing.
  • aqueous formulations containing compounds of formula (I) allow the carrying of both ionic and non-ionic additives, and also polymeric additives, such as for example urea formaldehyde condensates, into porous substrates. Furthermore, the presence of solvents and surfactants is not required in the formulations.
  • the additives which may be carried using the compounds of formula (I) are for example the following:
  • additives which may be carried using the compounds of formula (I) include the following: colorants, pigments, gelling agents, waxes, proteins, surfactants, silanes, siloxanes, cellulose, halogens, additives for improving the mechanical or aesthetic characteristics of porous items such as for example vinyl latexes.
  • aqueous formulations are in the form of aqueous solutions or dispersions, preferably aqueous solutions.
  • aqueous dispersions preferably emulsions are used if it is possible to obtain them with the components of the formulation.
  • compositions of the present invention include:
  • the percentage by weight of the various components is in reference to the total weight of the composition; with the total sum of the components present being equal to 100%.
  • the percentage dry weight of the aqueous compositions according to the present invention is from 3% a 50%, preferably from 10% to 40%.
  • condensation products belonging to a) such as neutral polyethylene oxide phosphates, neutral phosphates of oligomeric alcohols, condensation products between melamine, urea formaldehyde and phosphoric acid described in USP 3.832.316 ; or the condensation product between formaldehyde, urea, dicyandiamide and phosphoric acid described in USP 3.887.511 .
  • the condensate may be obtained through the reaction of the above indicated substances using the following amounts:
  • aqueous formulations of the invention may also have high dry content, generally even greater than 40%, preferably even up to 50% by weight of the formulation.
  • aqueous formulations marketed for applications to the above mentioned porous supports leave unabsorbed residues, and that it is possible to avoid such drawbacks by the addition of the compounds of formula (I). This way the unabsorbed residues are made to completely penetrate the porous material without leaving any deposits.
  • the presence of compounds of formula (I) in the aqueous compositions containing the additives to be carried allows the improvement of absorption, even when the additive would only be partially absorbed or not absorbed into the porous substrate as it is.
  • compositions onto porous materials are simple and may even be performed using conventional impregnation methods such as for example by immersion at atmospheric pressure or by using repeated cycles including depressurisation, immersion and pressurisation stages.
  • the composition is applied onto the surface to be treated by using, as already mentioned, techniques such as application by brushing, by roller or by spraying, which are simpler and less costly than those indicated above.
  • the ligneous material treated with the composition of the present invention shows essentially no blooming due to the surface crystallisation of salts.
  • dry components have been calculated as % by weight of all components, excluding water, over the composition total.
  • a white pine board having dimensions 80 x 15.5 cm and a thickness of 2 cm was impregnated by brushing using 1,000 g/m 2 of composition on average.
  • Example 1a was repeated but with the use of the composition of example 2. Following application of the composition and evaporation of the aqueous solvent, the presence of evident quantities of solid residues was observed on the surface of the wood.
  • Example 1a was repeated but with the use of the composition of example 3.
  • Example 1a was repeated but with the use of the composition of example 4. Following application of the composition and evaporation of the aqueous solvent, the presence of evident quantities of solid residues was observed on the surface of the wood.
  • a white pine board having dimensions 80 x 15.5 cm and a thickness of 2 cm was impregnated by brushing using 2.000 g/m 2 of composition on average.
  • Example 5a was repeated but with the use of the composition of example 6. Following application of the composition and evaporation of the aqueous solvent, the presence of evident quantities of solid residues (borates) was observed on the surface of the wood.
  • Example 5a was repeated but with the use of the composition of example 7.
  • Example 5a was repeated but with the use of the composition of example 8. Following application of the composition and evaporation of the aqueous solvent, the presence of evident quantities of solid residues was observed on the surface of the wood.
  • Example 1a was repeated but with the use of the composition of example 9.
  • Example 1a was repeated but with the use of the composition of comparison example 10.
  • the pH is adjusted to neutrality using aqueous KOH. After a few minutes stirring at 1,500 r/min the composition was clear and colourless and remained stable for many days.
  • a white pine board having dimensions 80 x 15.5 cm and a thickness of 2 cm was impregnated by brushing using 500 g/m 2 of composition on average.
  • Example 11a was repeated but with the use of the composition of comparison example 12. After the application of the composition and evaporation of the aqueous solvent, evident amounts of solid residues were observed on the surface of the wood.
  • the dry content was 33.1 % by weight. After a few minutes stirring at 1,500 r/min the composition was clear and colourless and remained stable for many days.
  • a white pine board having dimensions 80 x 15.5 cm and a thickness of 2 cm was impregnated by brushing using 500 g/m 2 of composition on average.
  • the dry content was 28.1 % by weight.
  • Example 13a was repeated but with the use of the composition of comparison example 14. After the application of the composition and evaporation of the aqueous solvent, evident amounts of solid residues were observed on the surface of the wood.
  • composition is heated until cellulose is fully solubilized; then, after cooling down, 15 g of diethyl ethylphosphonate were introduced.
  • Example 15a was repeated but with the use of the composition of comparison example 14. After the application of the composition and evaporation of the aqueous solvent, evident amounts of solid residues were observed on the surface of the wood.

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  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Paper (AREA)
  • Fireproofing Substances (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Claims (14)

  1. Verwendung wasserlöslicher neutraler Ester von Phosphorsäuren der allgemeinen Formel (I) als Trägerstoffe zur Verbesserung der Absorption von wässrigen Zusammensetzungen, vorzugsweise wässrigen Lösungen, in poröse, benetzbare Materialien wie Papier, Holz, Holzfaserplatten, Putzmörtel, vorzugsweise Holz:
    Figure imgb0004
     worin:
    R1 und R3, wobei sie identisch oder unterschiedlich sind, lineare oder verzweigte C1-C4-Alkyle, vorzugsweise C1-C3, sind;
    R2 ein lineares oder verzweigtes C1-C4-Alkyl oder -Oxyalkyl, vorzugsweise C1-C3, ist;
    R3 und R2, wenn R2 ein Oxyalkyl ist, zusammen genommen einen Ring mit 5 bis 6 Atomen, 2 oder 3 Kohlenstoffatome umfassend bilden können.
  2. Verwendung gemäß Anspruch 1, worin in Formel (I) R2 vorzugsweise Oxyalkyl ist.
  3. Verwendung gemäß den Ansprüchen 1-2, worin die Verbindungen der Formel (I) ausgewählt sind aus Diethylethylphosphonat, Dimethylmethylphosphonat und cyclischen Phosphonaten.
  4. Verwendung gemäß den Ansprüchen 1-3, worin die Mengen der Verbindungen der Formel (I) als Gewichtsprozentanteil der Gesamtmenge von 0,1 % bis 15 %, vorzugsweise von 1 % bis 10 % und noch bevorzugter von 1 % bis 8 % variieren.
  5. Verwendung gemäß den Ansprüchen 1-4, worin die von den Verbindungen der Formel (I) mitgeführten Additive folgende sind:
    A) Flammschutzmittel, ausgewählt aus Ethylendiaminmonophosphat, Guanidinphosphat, Triethylphosphat, Guanylharnstoffphosphat, Trihydroxyethylisocyanuratphosphate, Melaminpentaerythritolphosphat, Harnstoffphosphat, neutrale Phosphate von Polyethylenoxiden, Diethyl-N,N-bis(2-hydroxyethyl)aminomethylphosphonat, neutrale Phosphate oligomerer Alkohole, Dicyandiamidphosphat, Produkte von Kondensationsreaktionen zwischen Melamin, Harnstoffformaldehyd und Phosphorsäure; Mono- und Diammoniumphosphat; Ammoniumpolyphosphate; Mono- und Dimelaminphosphat, Melaminpolyphosphat; auf Glucose und Phosphorsäure basierende Kondensate; auf Glucose-Phosphorsäure und Formaldehyd basierende Kondensate; auf Dextrin und Phosphorsäure basierende Kondensate; Guanidin-, Formaldehyd-Phosphorsäure-Kondensationsprodukte; Kondensationsprodukte zwischen Formaldehyd, Harnstoff, Dicyandiamid und Phosphorsäure erhältlich aus der Reaktion der oben erwähnten Substanzen unter Verwendung der folgenden Mengen:
    • von 1 bis 10 Mol Harnstoff;
    • von 1 bis 11 Mol Dicyandiamid;
    • von 1,2 bis 3 Mol Formaldehyd für jedes Mol Harnstoff + Dicyandiamid;
    • von 0,5 bis 2 Mol Phosphorsäure für jedes Mol Harnstoff + Dicyandiamid;
    wobei besagte Kondensationsverbindung hergestellt wird durch die Zugabe einer Harnstoff- und Dicyandiamid-Mischung zu einer wässrigen Formaldehydlösung bei einer Temperatur zwischen 60°C und 90°C, während die Temperatur so lange konstant gehalten wird, bis die Lösung klar wird; die Temperatur wird dann auf weniger als 50°C abgesenkt und Phosphorsäure wird unter Rühren hinzugegeben. Die Menge der Flammschutzmittel als Gewichtsprozentanteil variiert von 1 % bis 35 %, vorzugsweise von 5 % bis 25 %, wobei die Gesamtprozentanteilsumme der vorhandenen Komponenten gleich 100 ist;
    B) Biozid-Additive, zum Beispiel Salze auf Borbasis, vorzugsweise ausgewählt aus Natriumborat, Borax-Pentahydrat, Borax-Decahydrat (Na2B4O7·10H2O), Natriumoctaborat-Tetrahydrat, Borsäure oder Mischungen davon. Die Mengen der Biozid-Additive variieren von 0,5 % bis 23 %, vorzugsweise von 1 % bis 10 %, mit Bezug auf das Gesamtgewicht der Zusammensetzung.
  6. Verwendung gemäß den Ansprüchen 1-5, worin die Zusammensetzungen andere aus den folgenden ausgewählte Additive umfasst: Farbstoffe, Pigmente, Geliermittel, Wachse, Proteine, Tenside, Silane, Siloxane, Cellulose, Halogene, Additive zur Verbesserung der mechanischen oder ästhetischen Eigenschaften poröser Gegenstände wie zum Beispiel Vinyl-Latexe.
  7. Verwendung gemäß den Ansprüchen 5-6, worin die wässrigen Zusammensetzungen umfassen:
    Diethylethylphosphonat, Dimethylmethylphosphonat als Verbindungen der Formel (I) in den als Gewichtsprozentanteil des Gesamtgewichtes von 1 % bis 8 % betragenden Mengen;
    A) aus Guanidinphosphaten, Guanidinharnstoffphosphat und Harnstoffphosphat ausgewählte Phosphate; Kondensationsprodukte zwischen Formaldehyd, Harnstoff, Dicyandiamid und Phosphorsäure, erhältlich aus einer Reaktion der obigen Substanzen unter Verwendung der folgenden Mengen:
    • von 1 bis 10 Mol Harnstoff;
    • von 1 bis 11 Mol Dicyandiamid;
    • von 1,2 bis 3 Mol Formaldehyd für jedes Mol Harnstoff + Dicyandiamid;
    • von 0,5 bis 2 Mol Phosphorsäure für jedes Mol Harnstoff + Dicyandiamid;
    die Kondensationsverbindung wird hergestellt durch Zugabe einer Harnstoff-und Dicyandiamid-Mischung zu einer wässrigen Formaldehydlösung bei einer Temperatur zwischen 60°C und 90°C, wobei die Temperatur so lange konstant gehalten wird, bis die Lösung klar wird;
    dann wird auf eine Temperatur von weniger als 50°C abgekühlt und Phosphorsäure wird unter Rühren hinzugegeben; Kondensationsprodukte zwischen Melamin, Harnstoffformaldehyd und Phosphorsäure; wobei der Gewichtsprozentanteil der Komponente A) von 5 % bis 25 % beträgt,
    B) Biozide, vorzugsweise Borax-Decahydrat (Na2B4O7·10H2O), Borsäure oder Mischungen davon; in Mengen als Gewichtsprozentanteile von 1 % bis 10 %; der Gewichtsprozentanteil der verschiedenen Komponenten bezieht sich auf das Gesamtgewicht der Zusammensetzung, wobei die Gesamtsumme der vorhandenen Komponenten gleich 100 % ist.
  8. Verwendung gemäß den Ansprüchen 1-7, worin der Gewichtsprozentanteil der trockenen Komponenten der wässrigen Zusammensetzungen von 3 % bis 50 % variiert, vorzugsweise von 10 % bis 40 %.
  9. Verwendung gemäß den Ansprüchen 1-8, worin von 200 g/m2 bis 2.000 g/m2, vorzugsweise zwischen 300 g/m2 und 1.000 g/m2 variierende Gesamtmengen von Additiven auf das Substrat aufgetragen werden.
  10. Zubereitungen für die Behandlung von porösen, benetzbaren Materialien wie Papier, Holz, Holzfaserstoff, Putzmörtel bestehend aus einer wässrigen Lösung die folgenden Komponenten enthaltend:
    a) einen Trägerstoff ausgewählt aus neutralen Estern von Phosphorsäuren der allgemeinen Formel (I)
    Figure imgb0005
     worin:
    R1 und R3, wobei sie identisch oder unterschiedlich sind, lineare oder verzweigte C1-C4-Alkyle, vorzugsweise C1-C3, sind;
    R2 ein lineares oder verzweigtes C1-C4-Alkyl oder -Oxyalkyl, vorzugsweise C1-C3, ist,
    R3 und R2, wenn R2 ein Oxyalkyl ist, zusammen genommen einen Ring mit 5 bis 6 Atomen, 2 oder 3 Kohlenstoffatome umfassend bilden können;
    b) mindestens ein mitgeführtes Additiv ausgewählt aus den folgenden Kategorien: Flammschutzmittel und Biozid-Additive.
  11. Zubereitung gemäß Anspruch 10, worin das Flammschutzmittel ausgewählt ist aus einer oder mehrerer der folgenden Verbindungen:
    Ethylendiaminmonophosphat; Guanidinphosphat; Triethylphosphat; Guanylharnstoffphosphat; Trihydroxyethylisocyanuratphosphate; Melaminpentaerythritolphosphat; Harnstoffphosphat; neutrale Phosphate von Polyethylenoxiden; Diethyl-N,N-bis(2-hydroxyethyl)aminomethylphosphonat; neutrale Phosphate oligomerer Alkohole; Dicyandiamidphosphat; Kondensationsprodukte zwischen Melamin, Harnstoffformaldehyd und Phosphorsäure; Mono- und Diammoniumphosphat; Ammoniumpolyphosphate; Mono- und Dimelaminphosphat, Melaminpolyphosphat; im Handel unter der Marke Budit® bekannte auf Glucose und Phosphorsäure basierende Kondensate; auf Glucose-Phosphorsäure und Formaldehyd basierende Kondensate; auf Dextrin und Phosphorsäure basierende Kondensate; Guanidin-, Formaldehyd-Phosphorsäure-Kondensationsprodukte; das Kondensationsprodukt zwischen Formaldehyd, Harnstoff, Dicyandiamid und Phosphorsäure.
  12. Zubereitung gemäß Anspruch 10, worin das Biozid-Additiv ausgewählt ist aus einer oder mehrerer der folgenden Verbindungen: Natriumborat, Borax-Pentahydrat, Borax-Decahydrat (Na2B4O7·10H2O), Natriumoctaborat-Tetrahydrat, Borsäure.
  13. Zubereitung gemäß Anspruch 12, worin die Biozid-Additive in einer Menge zwischen 0,5 % und 23 % Gewichts-%, vorzugsweise zwischen 1 und 10 Gewichts-% vorhanden sind.
  14. Zubereitung gemäß den Ansprüchen 10-13, weiterhin enthaltend eine oder mehrere der folgenden Verbindungen: Farbstoffe, Pigmente, Geliermittel, Wachse, Proteine, Tenside, Silane, Siloxane, Cellulose, Halogene, Additive zur Verbesserung der mechanischen oder ästhetischen Eigenschaften poröser Gegenstände wie zum Beispiel Vinyl-Latexe.
EP05102331A 2004-03-25 2005-03-23 Zusammensetzung für poröse Materialien Active EP1580320B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT000588A ITMI20040588A1 (it) 2004-03-25 2004-03-25 Composizioni per materiali porosi
ITMI20040588 2004-03-25

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EP1580320A2 EP1580320A2 (de) 2005-09-28
EP1580320A3 EP1580320A3 (de) 2007-10-17
EP1580320B1 true EP1580320B1 (de) 2009-05-27

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AT (1) ATE432386T1 (de)
DE (1) DE602005014581D1 (de)
IT (1) ITMI20040588A1 (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7758964B2 (en) 2006-02-10 2010-07-20 3M Innovative Properties Company Flame resistant covercoat for flexible circuit
US20090036331A1 (en) 2007-08-03 2009-02-05 Smith Ian D Hydraulic fluid compositions
RU2488615C2 (ru) 2008-12-08 2013-07-27 Зм Инновейтив Пропертиз Компани Безгалогеновые ингибиторы горения для систем эпоксидных смол
CN115651207B (zh) * 2022-10-14 2023-07-07 江西省安安科技有限公司 一种原位聚合阻燃剂及制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA917334A (en) * 1972-02-02 1972-12-19 C. Juneja Subhash Urea-base fire-retardant formulation and products
DE2756973C3 (de) * 1977-12-21 1980-09-11 Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt Mit Formaldehydharz-Lösungen verträgliche Flammschutzmittel-Losung
GB9118565D0 (en) * 1991-08-30 1991-10-16 Schering Ag Herbicidal compositions
GB9613637D0 (en) * 1996-06-28 1996-08-28 Agrevo Uk Ltd Fungicidal compositions
US6423251B1 (en) * 1996-09-30 2002-07-23 David H. Blount Urea and borates for fire and termite control

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ATE432386T1 (de) 2009-06-15
EP1580320A2 (de) 2005-09-28
ITMI20040588A1 (it) 2004-06-25
EP1580320A3 (de) 2007-10-17
DE602005014581D1 (de) 2009-07-09

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