DE1570883A1 - Process for the production of curable compositions - Google Patents

Description

PATENT ADVERTISEMENT PATENT ADVERTISEMENT 1570883

DiPL.-iNG. ADOLF SPREER graduate phys. DR. W. JUNIUS

3 HANOVER

ABBESTRASSE 20 -TELEPHONE 83 45 30

Dr, Expl.

10.5. 1965

Applicants: Miloslav Iiidarik, Stanislav Stary My reference 9814 Dr. J. / Hu

"Process for the production of curable compositions"

The epoxy bonds form liquid to solid resins that have very limited uses in the uncured state. They gain excellent properties only when it hardens. For this purpose hardeners from Polyaddition type (e.g. polyamines and anhydrides of polycarboxylic acids) or now especially ion catalysts are used.

Of the ion catalysts, the Friedl-Crafts catalysts, such as metal halides (e.g. SbCl ₅ , SnCl ₄ ,, IiCl ^, AlCl ₅ ), boron fluoride and their complexes (e.g. French Pat. 1 205 481, 1 222 067, 1 225 "123; DBP 1 062 008, Austrian Pat. 210 144, 210147 and British Pat. 792 702). A major disadvantage is their significant reactivity and the associated external radiation

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The catalyzed system has a short stability period, which is a few minutes at a maximum at room temperature. These disadvantages are eliminated by the complex of boron fluoride with amines (e.g. USA PS. 2 717 885 and bit. PS. 792 702J ₁ WeIChO does not react with epoxy compounds at room temperature They run at 120 ° C, so that they can not be used in epoxy compositions that are hardened in the cold ν. Another common disadvantage of the two types of boron fluoride catalyst, which react in the cold or at elevated temperatures, is their difficult and demanding nature Heratellungsvveiae. Han uses gaseous boron fluoride as its starting point, which is obtained by reacting calcium fluoride or potassium borofluoride and boron oxide with sulfuric acid.

The present invention now eliminates the disadvantages mentioned. It relates to the production of curable compositions based on epoxy resins and other cyclic oxides, optionally their mixtures with low molecular weight, reactive and high molecular weight substances that still contain inert solvents, plasticizers, fillers, dyes and other additives 009815/1700

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Invention is that the approached epoxy compositions mixed with an equilibrium mixture before the actual processing A seaction of boric acid or boric oxide made with hydrofluoric acid became. The balance mixture becomes the composition either alone or in the presence of solvents or catalyst wear or rey added

An equilibrium mixture is used in which the The ratio of boron to oxygen is a maximum of 1 s 20, advantageously 1 t 4 to 1:10. For slowing down will be that Equilibrium mixture nitrogenous substances added in such an amount that the ratio of boron to St l & K material 1: 0.1 - 2 is. If necessary, they will be at the same time the Walser is distilled off from the reaction mixture. Ammonia and its serve as nitrogenous substances Salts, amines, amides of carboxylic acids and carbonic acid, amino acids, lactams, heterocyclic compounds containing cyano and nitrogen. The epoxy composition is balanced B mix together with organic acids or lietallseifen added. The organic acids are aliphatic, alicyclic or aromatic carbon, sulfon or sulfinic acids, advantageously those with 6-16 atoms Carbon used. Naphtenates are used as metal soaps Octoates and oleates of metals used.

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The ion catalyst is dissolved in monomeric or polymeric heterocyclic oxygen compounds. Ale polymers Solvents are modified and unmodified low molecular weight polymers and copolymers of alkylene oxides, Epihalohydrins and hydrogenated furan compounds.

Low molecular weight reactive substances, those of the ipoxide composition are added, are unsaturated} polymerizable Monomers, especially styrene and esters of acrylic and methacrylic acid »High molecular weight substances are thermoplastic and thermoreactive synthetic resins such as polyvinyl acetate, polyvinyl chloride, polyvinyl acetate, oil-modified ones Alkyd resins, esters of epoxy resins, phenolic resins, amino resins and silicones.

The present invention has compared with heretofore known hardenable epoxy composite oxides have a number of advantages. So z * B. have epoxy compositions, which according to the Invention, a higher durability, so that they are easier to process and without the risk of premature gelatinization. By change

Depending on the composition of the catalyst, epoxy composite

tions produced // earth that either at room temperature or reactive ones that only harden at elevated temperature. Their activity can be regulated as required by the addition of substances. / Earth, the reaction of the ions 009815/1700

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A further advantage is the simple and convenient production of the ion catalyst, which does not require expensive equipment i®t ₉ wi © in the production of gaseous boron fluoride "give _p used as paints, paints with higher quality surfaces.

The ion catalysts which are used in this invention are equilibrium mixtures which are represented by the reaction of boric acid or boron oxide with hydrofluoric acid or products formed from these. The reaction takes place at room temperature or at elevated temperature, advantageously at 70 ° B. The ratio of the starting materials is chosen so that the ratio of boron to oxygen in the equilibrium mixture is a maximum of 1 s 20, advantageously 1 s 4 to 1 t 10 »

The extension of the durability of the equal weight mixtures is achieved by adding nitrogenous substances so that the ratio of boron to nitrogen is 1 % 0.1-2. aromatic amines (aniline, m-phenylenediamine, benasidine, benzyldimethylamine), heterocyclic nitrogen compounds (fyridine, picoline, collidine, indole, piperidine, chiaolin, acridine), amides of carbonic acids and araicle of carbonic acid

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(Urea, guanidine), amino acids, lactams, cyano compounds (dicyandiamide), ammonia and ammonium salts (chloride, sulfate and carbonate) are used. The Genfeche this Stickstoffverb'i.ndungen with the catalyst be prepared at room temperature is usually j in the presence of solvents. It is also possible to additionally evaporate the water present from the mixture and thereby increase the reactivity of the catalyst or to distill off the solvent used.

To make it easier to control the reaction of the ion catalyst, organic acids or metal soaps are added to the epoxy composition. Carboxylic acids (linolenic, linoleic, falmitic, castor oil, capron, lauric, abietin, benzoic, o-phthalic, isophthalic, terephthalic, salicylic, toluyl, naphthalene carbon and Nitrobenzoic acid), further sulfonic acids (benzenesulfonic, benzenedisulfonic, p-toluenesulfonic, haphthalenesulfonic, toluenesulfonic and xylenesulfonic acids) and sulfinic acids (p-toluenesulfinic and naphthalenesulfinic acids). Metal soaps that can be used are naphthenates, octoates, oleate, linolates and lead, cobalt, manganese, zinc and calcium reagents. _i

Monomeric or polymeric, heterocyclic oxygen compounds are used to dissolve the catalyst. This binds, for example, hydrogenated furan bonds, lower ao- 009815/1700

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₀ feoesdigt with

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1, -Olyoidyl & t & ere SaQS? G © st®llt
hydrin, Mttlhjrlc "hlorteyd» ± a '@ d @
iiydria alt Phaaolen (phenol, cresol, hydroquinone, floroglucin) © dar Biephenolen (2.2 bis / 4 hydrosyphenyl / propoa, 2.2, bis / 4 hydroxyph @ nyl / ethm, Bia / 4 - hydroxyphenyl / - sulfone) and more fris * and tetrakiephenols, ie with condensation products τοη phenols or their homologues with glyoxal or other dialdenydes. conductors are obtained with aliphatic AlkohXolen or glycols it Glyeidyläther that on by reaction ▼ Epiohlorhydrin or Methylepiehlorhydrin such as Butylglyc idyläther, AlHylglycidyläther, Laurylglycidyläther, Oetylglyc idyläther, λ, 4 ~ butylene glykolbisglycidyl ether and Glycerinbiaglycidyläther. In this group you can

Glycidylate phenolic HoTolaks can also be classified, 009815/1700

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2. Glycidyl esters, such as glyeidyl methacrylate, glycidyl acrylate, Diglycidyl phthalate and diglycidyl adipate.

3. Epoxidized esters of unsaturated carboxylic acids, e.g. epoxidized soybean, linseed and dehydrated castor oil.

4 · Epoxidized esters of unsaturated and saturated alcohols Carboxylic acids, e.g. di (2,3-epoxybutyl) adipate, di (2,3-epoxybutyl) - terephthalate and di (2,3-epoxycyclohexYlmeth ^ phthalate.

5. Epoxidized esters of unsaturated alcohols and unsaturated carbonic acids, such as. B. 2,3 - Epoxybutyl-3 »4-epoxypentanoate and; 5,4 - epoxy-δ-methylcyclohexylmethyl - 3 »4 epoxy - 6 - methylcyclohexencarboxyldt.

6. Epoxidized hydrocarbons, such as 2.2. Bis (epoxycyclohexonyl) propane, dicyclopentadiene dioxide, Limoiiäioxyd, vinylcyclohexendioxyd, ethylene oxide, propylene oxide, Butadiene dioxide and similar

7. Epoxidized low molecular weight polymers of conjugated dienes, such as butadiene and its copolymers with styrene, acrylonitriles, Vinyl acetate and other monovinyl monomers.

b. In addition to threefold cyklischeix oxides, there are also multi-limbed oxides Oxides in question, such as tetrahydrofuran, di-tetrahydrofurfuryl phthalate, 3,3 - chloromethyloxycyclobutane et al.

9. Epoxidized unsaturated hydroaromatic acetals and Ketals. Of all low molecular weight, reactive substances which reduce the viscosity of epoxy compositions and will change the properties of the masses obtained unsaturated, polymerizable substances added. It are these especially the E3ter of the acrylic and methacrylic

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acid, its acids or anhydrides, styrene, ifc methyl styrene and their homolog © or derivative ©, vinyl ether, Vinyl ketones, vinyl chloride, Vynilidej & ehloriä, tetrafluoroethylene, allyl compounds, bivinylbene and its Homologues, divinyl ketone, cyelopentaalen, vinyl carbazole, Indene, gumarone, vinyl pyrolidone, chloroprene ^, further esters of the oi, unsaturated dicarbonic acids, especially maleic and fumaric acid. In addition to the usual monomers, their prepolymers or solutions of the polymers can also be used be used in monomers «

About the high molecular weight substances that make the curable compositions are added, are particularly suitable thermoreactive synthetic resins, such as amir resins, phenolic resins, Silicones, unsaturated polyesters and oil-modified ones Alkyd resins, esters of epoxy resins and furan resins. Of the thermoplastics, polyvinyl acetals can be added, Polyvinyl acetate, polyvinyl chloride, acrylic polymers and derivatives of cellulose. The modification of the Elastomers ./ird with synthetic and natural rubber carried out. Of the natural resins, copals, rosins, asphalts, bitumen, and various are made Pitch resins added.

The curable epoxy compositions according to the invention are made so that the epoxy compounds that possibly contain modifying substances or additives, before the actual processing with the ion

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catalyst are mixed according to the type of Starting components, either at room temperature or at an elevated temperature. The epoxy compositions can be particularly successful as Imprognior solutions, adhesives or Putty, filler »or« painting compounds or as compounds for Hot spraying or vortex injection processes can be used.

In the case of Gieas resins, it is advantageous to work with fillers, e.g. with ground, melted quartz, quartz sand, porcelain flour, feldspar and similar. The filler improves the thermal conductivity of Hasse and therefore he & Lchtert the dissipation of the heat that arises during polymerization. The usual procedure is to add the associated filler to the epoxy composition, then well stirred. by heating and evacuating the air bubbles are removed. Then the catalyst is added to the mass cooled to about 20 ° C. and well mixed. The mass is now ready for pouring. Systems with more reactive catalysts are for Example very suitable for cable sleeves and end pieces. The fact that the response is rapid runs even at low temperatures, allows the Tergiessen even in frosty conditions. Previously, cable end pieces had to be be heated, which is difficult in the terrain.

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Similarly, it is very beneficial in haters for fillers. To use hot spraying and rolling sintering processes. Fillers are particularly important _{9 which} gave the compound thixotrop® properties, for example colloidal silica. So accustomed © 'Überauge, niefot run on vertical »' right land'-from and do not form a® fropfan odes · YorMng @ ₀

The problem "also exists with lacquers for the upper surface where laoka is applied by spraying with a pestle®, as ameh with a brush or by dipping Epoxg7dlack @ such ffö & di © impregnation ^ on electric motors used * -Ws * di® manufacturing compounds and impregnation solutions w ©? D @ n di © epoxy compounds and resins in reactive solvents (in yinyl monomers or liquid glyeidyl ethers) or in inert organic solvents (chlorinated, aliphatic, aromatic and hydroaromatic hydrocarbons, further dissolved in esters, ethers, ketones and alcohols).

The use of epoxy compositions is important for adhesives, especially for cold-curing * counterparts the types of adhesive that cure in the cold by polyaddition, these epoxy compositions have a higher one Heat resistance. The processing of laminate resins proceeds under similar conditions.

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For the Η ^βΓ8Ϊβ 11 ^αη 6 of foams, epoxy compositions with more reactive catalysts are used. Compositions for the foaming of which low-boiling solvents are used, such as, for example, hexane, ethyl ether, petroleum ether, freon and the like, are suitable. The foams are characterized by a significant hardness and toughness.

The catalysts prepared according to the invention can not only be used to cure and polymerize epoxy compounds directly, but they are also suitable as reaction accelerators in curing with curing agents of the polyaddition type, for example in the case of anhydrides of polycarboxylic acids or phenolic resins.

The production of epoxy compositions according to the present invention is further detailed in the Ausfüh " tion examples described, through which, however, the scope of the invention is in no way limited.

The parts listed are parts by weight and the temperature means degrees Celsius.

Implementation examples

A. Manufacture of the catalyst:

1.) In a 500 ml three-necked flask equipped with a stirrer and thermometer, 3 mol of hydrogen fluoride

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'acid in the form of a 38% aqueous solution (158.8 g) submitted. With stirring and effective cooling with bis 1 mole of boric acid (that is 61.84g) is added in small portions. Your addition is regulated so that the temperature the mixture does not exceed 30 °. The last part (about $ 15 of the total) will come with no refrigeration at one Temperature of 45-55 added. The still warm solution (the temperature must not drop below 50 °) with 2 Parts of tetrahydrofuran diluted to 1 part of reaction mixture.

2.) In a 500 ml three-necked flask fitted with a stirrer, thermometer and a separator, the walls of which are provided with a paraffin coating, becomes 1 mole Boric acid (61.84 g). While cooling with cold water, 1 mole of hydrofluoric acid becomes in the course of 1/2 hour approved in the form of a 38% aqueous solution. Then the reaction mixture is stirred and the resulting Suspension gradually 2 moles of 38% hydrofluoric acid (105.9 g) added dropwise so that the temperature Does not exceed 50 °. A short-term increase in Temperature to 100 ° has an unfavorable effect on this method the quality of the product. The last remainder, that is 15 # hydrofluoric acid, are kept at one temperature of 45 ~ 55 ° added to dissolve the best of the To achieve boric acid. The catalyst obtained is treated with di-tetrahydrofurfuryl phthalate at a temperature of 30-40 ° diluted in a ratio of 1: 2. 3.) It is proceeded according to example 1.) in such a way that the

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Adding the last part of the boric acid in a vacuum at 5 - 10 mm Hg and a maximum temperature of about 60 ° 100 g of water are distilled off.

4 ·) It is proceeded according to example 1.) in such a way that instead of diluting the catalyst with tetrahydrofuran with silica as a catalyst support in proportion Is mixed 1: 1.

5.) In a 500 ml three-necked flask equipped with a stirrer and Thermometer is provided, 400 g of triethylene glycol are presented. Then with stirring and effective cooling with ice and water gradually 15B, 8 g of 58% hydrofluoric acid (3 mol) and registered in parts 69 »6 g of powdered boron oxide. The speed of the addition will regulated so that the temperature does not exceed 45. Naked All the boron oxide is added to the mixture react for one hour at 50 ° and then cool down to 20 °. 6.) The procedure is as in example 2.) so that the Dilution with polyethylene oxide, which is terminated with lauryl alcohol, is carried out, with an amount of 20 moles of ethylene oxide 1 mole of lauryl alcohol is omitted.

7.) It is proceeded according to example 2.) and that so, dase the equilibrium mixture is diluted with polypropylene oxide with a molecular weight of 500.

8.) The procedure according to Example 5 «) is such that the corresponding amount of 100% acid is used instead of 38% hydrofluoric acid.
9.-18.) The catalyst prepared according to Example 1.)

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is in the course of 10 minutes while stirring at 20 ° with
the corresponding amount of nitrogenous substances according to table no. 1 mixed.

Table Mr. 1.

Example nitrogenous substance amount of stick-up substance-containing

Substance on 100g catalyst

15 Amiuoniumohlorid (saturated solution) 2.0 g

16 aniline 4.2 g

17 aniline 8.4 g

18 aniline 13.7 fe

When preparing the catalysts according to Examples 10 and 18, the procedure can also be that the piperidine or aniline is added to the catalyst without tetrahydrofuran and the water is best distilled off in vacuo on a laboratory pilma evaporator.
19 *) In a 500 ml three-necked flask, which is provided with a stirrer, thermometer, reflux condenser and sheath / crichter, 220.6 g of catalyst, according to Example 1 without

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Ammonia (25% aqueous solution) 5.6 G Piperidine 7.5 G Triethanolamine 11.2 S. Monoaminoethanol 4.6 G m-phenylenediamine 4.1 G C-methylcaprolactam 9.6 β

Tetrahydrofuran was produced, entered. Under are over 1 hour 85.2 g of piperidine to-ao

let drip so that the temperature does not exceed 40. The mixture is then stirred for a further 30 minutes. The reaction mixture is placed in a 500 ml distillation flask and the water in vacuo at 2 - 5 mm Hg distilled off up to a temperature of 60 °.

20.) It is used in the previous example only with the difference that instead of piperidine 58.1 g

25 # aqueous ammonia is used. The secluded crystallized product / ird sucked off and dried.

B. Manufacture of Epoxydkompositiorien.

21.) 100 parts of epoxy resin with a molecular weight of about 400, which is produced by the alkaline condensation of diane with epichlorohydrin in a molar ratio of 1:10 was in 10 parts of styrene and 10 parts of tetrahydrofuran solved. 1 part of naphthenic acid is added to the solution. The solution prepared in this way is 5 parts of catalyst, which was prepared according to Example 1.) was added and stirred well. The solution is done with a paint spray gun applied. The coating hardens in 20-30 minutes. It will be a quality coating won without bubbles with no shine.

The hardness of the Ans "rich film is increased by adding 3 #

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of a jjelamin.-iOriaaldehyde condensate etherified with butanol elevated.

22) 100 parts epoxy resin as used in Example 21) are mixed with 10 parts and 10 parts Vinylcyklohexendioxyd phenyl glycidyl ether and then 2 set i "manganese octoate to *. 5 parts of catalyst, prepared according to Example 3, are added to the solution. Hardening occurs within 15-20 minutes after the lacquer has been applied to the surface with the aid of a roller. Here, too, a hard and smooth coating without bubbles is obtained. 23.) 100 parts of epoxy resin with a molecular weight of about 500, which was produced by alkaline condensation of diane with epichlorohydrin in a molar ratio of 1: 2, are mixed with 25 parts of styrene and 10 parts of butyl methacrylate. 0.3 part of cumene hydroperoxide and 5 parts of catalyst, which was prepared according to Example 2), are added to the solution. A further 100 parts of porcelain flour are added to the mixture.

After thorough mixing, the composition becomes pourable used by cable sleeves and end pieces. The hardening occurs within 40 - 50 minutes with education a hard and tough gel. The Harz has a Schufc ». strength of 6 kpcm / cm

24.) The procedure according to Example 22 is such that instead of the catalyst which was produced according to Example 2, a catalyst produced according to Example 4 is used.
25.) An epoxy resin obtained by alkaline condensation of resorcinol and epichlorohydrin in a molar ratio of 1: 2

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1"

is heated to 50 ° and 25 parts of glycerol linseed oil alkyd with an oil chain length of 55 $> and 5 parts of polymeric epichlorohydrin (molecular weight 2000) are added to 100 parts of resin. 6 parts of catalyst, prepared according to Example 5, are added to the mixture prepared in this way. Bural sheets are bonded with this reactive mixture

and achieved a shear strength of 250 kpcm / cm. 26.) The procedure according to Example 25 is such that instead of the catalyst prepared according to Example 5, the catalyst prepared according to your example 6 is used and that 10 parts of the alkyd by a linseed oil ester of an epoxy resin with a molecular weight of 1500, the by! reaction of dian with epichlorohydrin in a molar ratio of 1: 1.16 was replaced. 27.) The procedure described in Example 25 is followed in such a way that, instead of the catalyst, prepared according to Example 5, a catalyst is used which was prepared according to Example 7

28.) The procedure is as in Example 21, namely in such a way that instead of the catalyst j prepared according to example 1, a catalyst is used which is prepared according to example 8 has been prepared and that 10 parts of phenolic resin are added. The film cures after 10 minutes. 29 · - 58.) An epoxy resin with a molecular weight of 400 is produced with catalysts, according to Examples 9-18, in a ratio of 100 parts Hay * and 5 parts catalyst mixed. The mixtures with different catalysts

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have the following gies at 20 °. - Persistence

Table J | r. 2

Example catalyst, prepared according to the duration of Mr. Example Mr. Gel formation

in minutes

13 8 9 9 8 6

5.5 5 58 2 days

The resin » produced with the catalyst according to Example 18 can advantageously be cured at 100 °, the gel being formed in 15 minutes.

39 ·) 100 parts of epoxy resin of the diamond type with a molecular weight of 400 with 15 1 » Äthylenglykolbisglycidyläther and 3 parts of polyvinyl butyral is mixed with 6 parts of catalyst which was prepared according to Example 10 without tetrahydrofuran and freed from water by vacuum distillation. Curing at room temperature proceeds very long sam, at 120 ° in the course of 5 hours.

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29 9 50 10 31 11 32 12th 33 13th 34 14th 35 ¹ p 36 16 37 17th 38 18th

4-0.) 100 parts of diamond type epoxy resin having a molecular weight of 400, with 10 parts of epoxidized acetal (3-vinyl-2,4-dioxospir (5,5) -9 | 10-epoxyundecane), 2 parts of methylphenylpolysiloxane and 6 parts of catalyst, which was prepared according to Example 19, mixed. at At a temperature of 150 °, a hard and tough gel is formed in 15 minutes. The reaction mixture has a Gt '& ss- resistance duration of at least 3 days. The heat resistance according to Vicat is at 220 °. 41 ·) 100 parts of epoxy resin produced by alkaline condensation of dian with epichlorohydrin in the molar ratio 1: 1.33 with a molecular weight of 1000, tfird finely ground and mixed with 6 parts of catalyst prepared according to Example 20. The crowd is suitable for hot spraying.

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Claims (1)

May 10, 1965 Applicants: Miloslav Lidarik, Stanislav Stary My reference: 9814 Dr. J. / Hu Patent claims 1. Process for the production of curable compositions, containing epoxy compounds or other cyclic oxides, or their mixtures with low molecular weight reactive and high molecular weight substances, further ion catalysts, solvents, plasticizers, fillers and other additives,
characterized, that the listed epoxy compositions before the actual Processing with an equilibrium mixture produced by the reaction of boric acid or boric oxide with hydrofluoric acid and this either with this alone or in the presence of solvents or catalyst supports and reaction slowing substances. 2. The method according to claim 1,
characterized, that in the equilibrium mixture the ratio B: O a maximum of 1:20, advantageously 1: 4 to 1 ί 10. 009815/17 00 BATH ORIGINAL 3. The method according to claim 1,
characterized, that for slowing down the reaction the equilibrium amis cnung nitrogenous substances in such a Amount to be added »that the ratio B: N 1: 0.1-2 with possible removal of the water through Distilling off is. 4. The method according to claim 5 »
characterized, that as nitrogenous substances ammonia and its salts, Amines, amides of! Carboxylic acids and carbonic acid, amino acids, Lactams, cyano- and nitrogen-containing, heterocyclic compounds can be added. 5. The method according to claim 1,
characterized, that the composition of equal weight is genius with organic acids and metal soaps can be added. 6. The method according to claim 5,
characterized, that as organic acids carbon, sulfon, sulfon, aliphatic, alicyclic or aromatic acids, advantageously containing 6-16 carbon atoms and as metal soaps, Naphthenates, octoates and oleates of metals ^{Turns Werdea'O} 0 9 8 1 5/1 7 0 0 BAD ORIQIN _AL A * . 7 method according to claim 1,
characterized, dass'.ale solvents for the catalyst monomeric or polymeric, oxygen-containing heterocyclic compounds be used. 8 method according to claim 7,
characterized, that all polymer solvents, low molecular weight polymers or copolymers of Al) Cylene oxides, epihalohydrins and hydrogenated, possibly modified furan compounds are used » 9 method according to claim 1,
characterized, that as low molecular weight, reactive substances that are added to the epoxy compositions, unsaturated polymer ionizable monomers, in particular styrene and eater of acrylic and methacrylic acid, can be used. 10. The method according to claim 1,
characterized, that all high-molecular substances that make up the epoxy compositions added, thermoplastic or thermoreactive, synthetic resins, such as polyvinyl acetate, Polyvinyl chloride, polyvinyl acetate, oil-modified alkyd resins, esters of epoxy resins, phenolic resins, amino resins and Silicones are used. 009815/1700 BATH ORIQ ¹ NAL