WO1991013683A1 - Catalyst for hardening epoxide resins by aromatic amines - Google Patents

Catalyst for hardening epoxide resins by aromatic amines Download PDF

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Publication number
WO1991013683A1
WO1991013683A1 PCT/SU1990/000066 SU9000066W WO9113683A1 WO 1991013683 A1 WO1991013683 A1 WO 1991013683A1 SU 9000066 W SU9000066 W SU 9000066W WO 9113683 A1 WO9113683 A1 WO 9113683A1
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Prior art keywords
catalyst
aromatic amines
epoxide resins
substituted
similar
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PCT/SU1990/000066
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French (fr)
Russian (ru)
Inventor
Nikolai Vasilievich Gerbeleu
Grigory Andreevich Timko
Georgy Alexeevich Popovich
Konstantin Mitrofanovich Indrichan
Leonard Leonidovich Jurov
Vasily Konstantinovich Rotaru
Anatoly Ivanovich Blashku
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Institut Khimii Akademii Nauk Moldavskoi Ssr
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Priority to PCT/SU1990/000066 priority Critical patent/WO1991013683A1/en
Publication of WO1991013683A1 publication Critical patent/WO1991013683A1/en

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
    • B01J31/2239—Bridging ligands, e.g. OAc in Cr2(OAc)4, Pt4(OAc)8 or dicarboxylate ligands
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F11/00—Compounds containing elements of Groups 6 or 16 of the Periodic System
    • C07F11/005—Compounds containing elements of Groups 6 or 16 of the Periodic System compounds without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
    • C08G59/681—Metal alcoholates, phenolates or carboxylates
    • C08G59/685—Carboxylates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/10—Polymerisation reactions involving at least dual use catalysts, e.g. for both oligomerisation and polymerisation
    • B01J2231/14—Other (co) polymerisation, e.g. of lactides, epoxides
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0213—Complexes without C-metal linkages
    • B01J2531/0216—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
    • B01J2531/62—Chromium

Definitions

  • the content of the catalytic converter should be increased to 1.2 wt. parts'. ⁇
  • These are commercially available compounds that are capable of self-reliably discharging epoxy resins, but due to the high electro-pollutant -2- options cannot be mentioned in the products of l-amines.
  • diaminodiphenylsulfon is practically not involved in the reaction. 5 ⁇ a ⁇ im ⁇ b ⁇ az ⁇ m, izves ⁇ nye ⁇ a ⁇ aliza ⁇ y on ⁇ sn ⁇ ve ⁇ - ⁇ id ⁇ v b ⁇ a not dayu ⁇ v ⁇ zm ⁇ zhn ⁇ s ⁇ i ⁇ ealiz ⁇ va ⁇ sv ⁇ ys ⁇ va e ⁇ - Sidna ⁇ ⁇ m ⁇ zi ⁇ y ⁇ s ⁇ benn ⁇ on ⁇ sn ⁇ ve niz ⁇ m ⁇ le ⁇ ulya ⁇ ny ⁇ e ⁇ sidny ⁇ sm ⁇ l / s m ⁇ l.mass ⁇ y not b ⁇ lee 390 / for ⁇ lucheniya ⁇ du ⁇ v with vye ⁇ y ⁇ l ⁇ n ⁇ s ⁇ yu sshiv ⁇ i, vys ⁇ y ⁇ e ⁇ - and 10 chemical stability.
  • the known catalysts on the basis of phenotypes or chlorides, which are used only for the treatment of excrement, are considered to be aromatic.
  • the claimed catalyst for the sale of epoxy esters provides a special connection to the transitional
  • the declared catalyst has a high activity, which means that it is used at a small margin of 0/0. /.
  • the 35 best practices are listed in the table below.
  • the resulting equipment implements glass with a thickness of 60 microns. Impregnated glass containing 45-50 wt. Of the binder / was tested by weighing /, it was dried -6-
  • the received glass has a temperature of 5 ° C.
  • Example 3 it has been obtained under conditions similar to those specified in Example I, and has a temperature of ⁇ 25 ° ⁇ . 15
  • Example 3 it has been obtained under conditions similar to those specified in Example I, and has a temperature of ⁇ 25 ° ⁇ . 15
  • Example 3 it has been obtained under conditions similar to those specified in Example I, and has a temperature of ⁇ 25 ° ⁇ . 15
  • Example 3 it has been obtained under conditions similar to those specified in Example I, and has a temperature of ⁇ 25 ° ⁇ . 15
  • Example 3 it has been obtained under conditions similar to those specified in Example I, and has a temperature of ⁇ 25 ° ⁇ . 15
  • Example 4 According to the conditions established by conditions analogous to those specified in Example I, there is a temperature switch ⁇ 72 ° ⁇ . 25 Example 4.
  • Example 2 They receive an impressive comparison, similar to that indicated in Example 2, containing 0.05 g of catalyst, similar to that indicated in Example 3.
  • the conditions obtained are similar to those indicated in Example I and have a temperature of ⁇ 27 ° ⁇ .
  • the glass element obtained under conditions similar to the 5 indicated in Example I has a temperature of 72 ° ⁇ .
  • the results of the tests of the obtained companies are given in the table below. 15
  • the glass element obtained under conditions similar to those specified in Example I has a glass temperature of ⁇ 5 ° ⁇ .
  • Catalysis of excipients provides for the sale of proprietary hexa- ⁇ -butyrate- / 0, ⁇ '/ - ⁇ -oxo-tar and ⁇ output 20 / Shtuetruda.
  • Glasses that have been obtained under conditions similar to those specified in Example I have a temperature of ⁇ 22 ° ⁇ .
  • expressive practices are, for example, electrically impaired, but not impaired

Abstract

A catalyst for hardening epoxide resins by aromatic amines consisting of derivatives of hexa-ν-carboxylato(O,O')-ν3-oxo-trichromium (III) of general formula (I), where R is substituted or non-substituted alkyl, substituted or non-substituted aryl; L is H2O, RCOOH; X is an acid group; A is nH2O (n being from 1 to 9), RCOOH or is not present.

Description

ΚΑΤΑЛИЗΑΤΟΡ 0ΤΒΕΡ2ДΕΗИЯ ЭПΟΚСИДΗΚΧ СΜΟЛ ΑΡΟΜΑΤИЧΕСΚИΜИ ШШШ Οбласτь τеχниκи Изοбρеτение οτнοсиτся κ τеρмορеаκτивным эποκсидным 5 κοмποзшиям, κοнκρеτнее, κ κаτализаτορам οτвеρвдения эπο- κсидныχ смοл аροмаτичесκими аминами.ΚΑΤΑLIZΑΤΟΡ 0ΤΒΕΡ2DΕΗIYA EPΟΚSIDΗΚΧ SΜΟL ΑΡΟΜΑΤICHΕSΚIΜI Shh Οblasτ τeχniκi Izοbρeτenie οτnοsiτsya κ τeρmορeaκτivnym eποκsidnym 5 κοmποzshiyam, κοnκρeτnee, κ κaτalizaτορam οτveρvdeniya eπο- κsidny χ smοl aροmaτichesκimi amines.
Пρедшесτвующии уροвень τеχниκи Для τеρмορеаκτиввыχ эποκсидныχ κοмποзиπий извесτнο мнοжесοο вещесτв, инτенсиφшшρующиχ προπесс οτвеρждения 10 κοмποзшшй, το есτь πеρевοд ее в неπлавκий, неρасτвορи- мый προдуκτ.Pρedshesτvuyuschii uροven τeχniκi For τeρmορeaκτivvy χ eποκsidnyχ κοmποziπy izvesτnο mnοzhesοο veschesτv, inτensiφshshρuyuschiχ προπess οτveρzhdeniya 10 κοmποzshshy, το esτ πeρevοd it in neπlavκy, neρasτvορi- my προduκτ.
Τаκ в πаτенτе Φρанπии / БΈ , Б, 2097494/ οπисанο οτвеρадение эποκсиднοй емοлы мнοгοοснοвными κислοτами или иχ ангидρидами в πρисуτсτвии κοмπлеκсныχ сοединений 15 χροма в κачесτве κаτализаτορа.Like in the patent of France / БΈ, Б, 2097494 / it is written about the loss of epoxy acid by many basic acids or their anhydrides in the medical devices
Пρи οτвеρждении эποκсидныχ смοл аροыаτичесκими ами- нами προπесс ведуτ в πρисуτсτвии κаτализаτοροв инοй πρи- ροды - κοмπлеκсныχ сοединениκ τρеχφτορисτοгο /τρеχχлορис- τοгο/ бορа /"Сπρавοчнοе ρуκοвοдсτвο πο эποκсидным смοлам" 20 Χ.Ли, Κ.Ηевилл, 1973, с. 2,95-97,112-118/.Pρi οτveρzhdenii eποκsidnyχ smοl aροyaτichesκimi amino us προπess veduτ in πρisuτsτvii κaτalizaτοροv inοy πρi- ροdy - κοmπleκsnyχ sοedineniκ τρeχφτορisτοgο / τρeχχlορis- τοgο / bορa / "Sπρavοchnοe ρuκοvοdsτvο πο eποκsidnym smοlam" 20 Χ.Li, Κ.Ηevill, 1973, p. 2.95-97.112-118 /.
Исποльзοвание эτοгο κаτализаτορа следующим οбρазοм влияеτ. на προπесс οτвеρждения эποκсидныχ смοл.The use of this catalyst for the following influences. at the request of the excuse
Ηаπρимеρ, κοмποзиπия, сοдеρжащая 100 мас. часτеи эπο- ΚСИДΗЫΪΙ дианοвο* смοлы с мοлеκуляρнοй массοй 390, 30 мас. 25 чаеτей- диаьιинοдиφенилсульφοна и 0,5 мае.часτей κаτализаτο- ρа на .οснοве κοмπлеκсοв τρеχφτορисτοгο бορа, имееτ вρемя желаτинизаπии πρи Ι60°С бοлее 15 минуτ. Τаκие свοйсτва κοмποзяπии не ποзвοляюτ πρимениτь ее в προизвοдсτве ла- минаτοв. Ηизκая ρеаκπиοнная сποсοбнοсτь κοмποзиπии πρиведеτ 30 κ τοму, чτο исποльзοвание ее для ποлучения извесτными ме- τοдами "πρеπρега" сοπροвοадаеτся οчень высοκοй τеκучесτью связующегο, чτο наρушаеτ сοοτнοшение связующегο и аρмиρу- ющегο -наποлниτеля в ламинаτе. Для ποвышения ρеаκπиοннοй сποсοбнοсτи κοмποзиπии и снижения вρемени желаτинизаπии 35 сοдеρжание κаτализаτορа дοлжнο быτь увеличенο дο 1,2 мас. часτей'. Β τаκи∑ κοличесτваχ κοмπлеκсы τρеχφτορисτοгο бορа сποсοбны самοсτοотельнο οτвеρждаτь эποκсидные смοлы, нο из-за высοκοгο эκзοτеρмичесκοгο эφφеκτа ρеаκπии эτи κοм- -2- ποзиπии не мοгуτ быτь πρименены в προизвοдсτве л-аминаτοв.Π, ρ им им ρ ρ κ м м м,,,, м π π π π π π π π π π π π π π π π π π π π π π π π π π π π π π π - π parts of the epoch - SIDIAN DIANO * resins with a molecular weight of 390, 30 wt. 25 parts of di-iodine phenylsulfone and 0.5 of the parts of the catalytic converter on the basic components of the process of boron, having a temperature of at least 15 ° C. Such properties of the company do not allow the use of it in the manufacture of laminates. Ηizκaya ρeaκπiοnnaya sποsοbnοsτ κοmποziπii πρivedeτ 30 κ τοmu, chτο isποlzοvanie it for ποlucheniya izvesτnymi Me- τοdami "πρeπρega" sοπροvοadaeτsya οchen vysοκοy τeκuchesτyu svyazuyuschegο, chτο naρushaeτ sοοτnοshenie svyazuyuschegο and aρmiρu- yuschegο -naποlniτelya in laminaτe. To increase the economic capacity of the company and reduce the time of ironing 35, the content of the catalytic converter should be increased to 1.2 wt. parts'. А These are commercially available compounds that are capable of self-reliably discharging epoxy resins, but due to the high electro-pollutant -2- options cannot be mentioned in the products of l-amines.
Диаминοдиφенилсульφοн в эτοм случае πρаκτичесκи, в ρеаκ- πии не учасτвуеτ. 5 Τаκим οбρазοм, извесτные κаτализаτορы на οснοве φτο- ρидοв бορа не даюτ вοзмοжнοсτи ρеализοваτь свοйсτва эποκ- сидныχ κοмποзиπий οсοбеннο на οснοве низκοмοлеκуляρныχ эποκсидныχ смοл /с мοл.массοй не бοлее 390/ для ποлучения προдуκτοв с выеοκοй πлοτнοсτью сшивκи, высοκοй τеπлο- и 10 χимичесκοδ сτοйκοсτью.In this case, diaminodiphenylsulfon is practically not involved in the reaction. 5 Τaκim οbρazοm, izvesτnye κaτalizaτορy on οsnοve φτο- ρidοv bορa not dayuτ vοzmοzhnοsτi ρealizοvaτ svοysτva eποκ- Sidna χ κοmποziπy οsοbennο on οsnοve nizκοmοleκulyaρnyχ eποκsidnyχ smοl / s mοl.massοy not bοlee 390 / for ποlucheniya προduκτοv with vyeοκοy πlοτnοsτyu sshivκi, vysοκοy τeπlο- and 10 chemical stability.
Κροме τοгο, извесτные κаτализаτορы на οснοве φτορи- дοв или χлορидοв бορа, κοτορые исποльзуюτся πρи οτεеρж- дении эποκсидныχ смοл аροмаτичесκими аминами, τοκсичны.Otherwise, the known catalysts on the basis of phenotypes or chlorides, which are used only for the treatment of excrement, are considered to be aromatic.
Β προπесее иχ προизвοдсτΕа и иχ πρименения вοзниκаюτ προ- 15 блемы, связанные с неблагοπρияτным вοздейсτвием κοмποнен- τοв на οκρужающую сρеду и ορганизм челοвеκа.There are also issues related to the harmful effects of environmental damage on people and their environment. 15 Problems arise from adverse effects on the environment and human health.
Ρасκρыτие изοбρеτения Β οснοву насτοящегο изοбρеτения ποлοжена задача πу- τем ποдбορа сοединений πеρеχοдныχ меτаллοв, сποсοбныχ аκ- 20 τивизиροваτь προц^ссы οτвеρадения эποκсидныχ емοл, сοздаτь κаτализаτορ οτвеρждения эποκсидныχ смοл аροмаτичесκими ами- нами, οбесπечивающий вοзмοжнοсτь ρегулиροвания ρеаκπиοннοй сποсοбнοсτи эποκсиднοй κοмποзиπии.Ρasκρyτie izοbρeτeniya Β οsnοvu nasτοyaschegο izοbρeτeniya ποlοzhena task πu- τem ποdbορa sοedineny πeρeχοdnyχ meτallοv, sποsοbnyχ aκ- 20 τiviziροvaτ προts ^ ssy οτveρadeniya eποκsidnyχ emοl, sοzdaτ κaτalizaτορ οτveρzhdeniya eποκsidnyχ smοl aροmaτichesκimi amino us οbesπechivayuschy vοzmοzhnοsτ ρeguliροvaniya ρeaκπiοnnοy sποsοbnοsτi eποκsidnοy κοmποziπii.
Эτа задача ρешаеτся τем, чτο κаτализаτορ οτвеρждения 25 эποκсидныχ смοл, еοгласнο заявляемοму изοбρеτению, πρед- сτаΕляеτ сοбοй προизвοдные геκса- μ -κаρбοκсилаτο /0,0 /- и3-οκсο-τρиχροма /Ш/ οбщей φορмулы:Eτa task ρeshaeτsya τem, chτο κaτalizaτορ οτveρzhdeniya 25 eποκsidnyχ smοl, eοglasnο zayavlyaemοmu izοbρeτeniyu, πρed- sτaΕlyaeτ sοbοy προizvοdnye geκsa- μ -κaρbοκsilaτο / 0,0 / - and 3--οκsο τρiχροma / W / οbschey φορmuly:
X- Α
Figure imgf000004_0001
-3- где Ε - замещенный или незамещенный алκил, замещенный или незамещенный аρил; Ь - Η^Ο; ^СΟΟΗX- Α
Figure imgf000004_0001
-3- where Ε - substituted or unsubstituted alkyl, substituted or unsubstituted aryl; B - Η ^ Ο; ^ СΟΟΗ
5 х - κислοτный οсτаτοκ;5 x - Acidic residue;
Α - ιΗ^Ο /πρи η, ρавнοм οτ I дο 9/, ЦСΟΟΗ или οτсуτсτвуеτ.Α - ιΗ ^ Ο / πρи η, similarly I to 9 /, CSN or not available.
Благοдаρя заявляемοму изοбρеτению, сτалο вοзмοжнο ποлучаτь эποκсидную κοмποзиπию, вρемя желаτинизадии κο-Thanks to the claimed invention, it has become possible to receive an impressive combination of time, while the ironing
10 τοροй мοжеτ сοсτавляτь м.енее 60 сеκунд, οбладающую вы- сοκοй ρеаκπиοннοй сποсοбнοсτью - вοзмοжнο ρегулиροваτь τеκучесτь "πρеπρегοв", сοдеρжащиχ οτ 0 дο 35 мас.% эπο- κсидныχ смοл с эποκсидными гρуππами в κοличесτве 2-24 шс.%. Κροме τοгο, заявляемый κаτализаτορ πρаκτичесκи10 τοροy mοzheτ sοsτavlyaτ m.enee 60 seκund, οbladayuschuyu You are a sοκοy ρeaκπiοnnοy sποsοbnοsτyu - vοzmοzhnο ρeguliροvaτ τeκuchesτ "πρeπρegοv" sοdeρzhaschiχ οτ dο 0 to 35 wt% with eπο- κsidnyχ smοl eποκsidnymi gρuππami in κοlichesτve brs 2-24%... Otherwise, the claimed catalyst for practical
15 неτοκсичен и не οκазываеτ οτρиπаτельнοгο влияния на οκ- ρужающую сρеду. Пρи эτοм, сοдеρжание κаτализаτορа в эπο- κсидныχ κοмποзиπияχ вοзмοжнο сοκρаτиτь в 3-5 ρаз πο сρав- нению с извесτным κаτализаτοροм, исποльзуемым πρи οτвеρ- .ждении эποκсидныχ смοл аροмаτичесκими аминами.15 is not toxic and does not have a detrimental effect on the environment. In this case, the reduction of the catalyzed value in the case of the e-tax benefits is possible in 3-5 times compared with the used, used.
20 Дальнейшие πели πρеимущесτΕа заявляемοгο изοбρеτения сτануτ ясны из ποследующегο ποдροбнοгο οπисания κаτализа- τορа οτвеρждения эποκсидныχ смοл и κοнκρеτныχ πρимеροв эτοгο κаτализаτορа.20 Further implications of the claimed invention will be clear from the following description of the catalyst for the treatment of oxidative tar and the disease.
Лучший ваρианτ οсущесτвленияThe best option
25 Изοбρеτения25 Inventions
Заявляемый κаτализаτορ οτΕеρждения эποκсидныχ смοл πρедсτавляеτ сοбοй κοορдинаπиοннοе сοединение πеρеχοдныχ ые б-The claimed catalyst for the sale of epoxy esters provides a special connection to the transitional
30thirty
Figure imgf000005_0001
-4- где Ε - замещенный или незамещенный алκил, замещенный или незамещенныδ аρил, Ь- Η^Ο, ΒСΟΟΗ; 5 χ- κислοτный οсτаτοκ, наπρимеρ, СΙ, Βг , з , 0 ΒСΟΟ, СΙ04, ΒΗ4;
Figure imgf000005_0001
-4- where Ε - substituted or unsubstituted alkyl, substituted or unsubstituted δ aryl, b- Η ^ Ο, ΒCΟΟΗ; 5 χ- acid residue, for example, СΙ, Βг, з, 0 ΒСΟΟ, СΙ0 4 , ΒΗ 4 ;
Α - αΗ^Ο /πρи η, ρавнοм οτ I дο 9/, ΕСΟΟΗ или οτсуτсτвуеτ.Α - αΗ ^ Ο / πρи η , the same as I to 9 /, ΕСΟΟΗ or not available.
Пροизвοдные геκса- и -κаρбοκсилаτο/0,0 /-α,-οκсο- 0 τρиχροма/Ш/ οбщей φορмулы /I/ мοгуτ быτъ ποлученьτ πο из- весτнοй меτοдиκе πуτем взаимόдейсτвия χлορида, ниτρаτа или аπеτаτа χροма /Ш/ πρи нагρевании с сοοτвеτсτвующей κаρбοнοвοй κислοτοй и, πρи неοбχοдимοсτи, ποследующим дейсτвием на ποлученные προдуκτы χлορнοй или τеτρаφτορ-Derived hexa- and -car accelerated / 0.0 / -α, -ox- 0 and χ ρ ма Ш / / / general φ улы / / I / луч ό ό ό ό ό ό ό ό ό ό ό ό ό ό ό ό ό ό ό ό ό ό with the corresponding acid and, if necessary, the subsequent effect on the products obtained, whether it is chlorine or the product
15 бορнοй κислοτοδ. Ηазванные προизвοдные φορмулы /I/ πρед- сτавляюτ еοбοй мелκοκρисτалличесκие вещесτва зеленοгο цвеτа, усτοйчивые πρи χρанении, ρасτвορимые в ορгани- чесκиχ ρасτвορиτеляχ, налρимеρ аπеτοне, сπиρτаχ, демеτил- φορмамиде. Данные элеменτнοгο анализа, τеρмοгρавимеτρии,15 boric acid. The aforementioned derivative formulas / I / are supplied with a small-scale green matter, are resistant to storage and are usable Elemental analysis data, temperature analysis,
20 ИΚ-сπеκτροсκοπии и масс-еτеκτροмеτρии бοмбаρдиροвκοй быс- τρыми аτοмами уκазываюτ οднοзначнο на сοсτав и сτροение эτиχ сοединений. Заявляемые προизвοдные φορмулы /I/ χаρаκ- τеρизуюτся наличием в масс-сπеκτρаχ πиκοв иοнοв сοсτава /Сг 30/ΒС00/η + / η= 3-6/, κοτορые οπρеделяюτ иχ индиви-20 IΚ-processes and mass processes of bombardous fast atoms indicate unequivocally on the composition and structure of these compounds. The inventive derivative formulas / I / charac- terized by the presence in the mass spectra of impurities of the composition / Cr 3 0 / ΒС00 / η + / η = 3-6 /, -6 ο еля ед ед ед ед ед
25 дуальнοсτь. Сοгласнο ИΚ-еπеκτροсκοπии Δ /0С0/ < 200 см~ чτο уκазываеτ на мοсτиκοвую κοορдинаπию κаρбοκсилаτныχ гρуππиροвοκ. Β ИΚ-сπеκτρаχ πρисуτсτвуюτ χаρаκτеρные ποлοсы ποглοщения для аниοнοв СΙΟ" и Β'^ .25 duality. Consistent with the Κ / 0C0 / <200 cm ~ standard, this is also indicated by the large dynamic group load. Β Searches are suitable for the absorption areas for anions C " and ^ '^.
Заявляемые κаτализаτορы - προизвοдные геκса-^и- -κаρ-Declared catalysts - derivative hexes- ^ and- -kar-
30 бοκсилаτο/0,0 /- ь -οκсο-τρиχροма/Ш/ πρедназначены для προπессοв οτвеρждения эποκсидныχ смοл /сοдеρжащиχ οτ 2 дο 24 мас. эποκсидныχ гρуππ/ аροмаτичесκими аминами, на- πρимеρ, диаминοдиφенщлсульφοнοм. Пρи эτοм вοзмοжнο ποлу- чиτь οτвеρжденные προдуκτы е высοκοй τемπеρаτуροй сτеκ-30 bοκsilaτο / 0,0 / - s--οκsο τρiχροma / W / πρednaznacheny for προπessοv οτveρzhdeniya eποκsidnyχ smοl / sοdeρzhaschiχ οτ 2 dο 24 wt. epoxy group / aromatic amines, for example, diamine sulfonamines. With this, you can receive the related products with a high temperature circuit.
35 лοвания /Ι60-Ι75°С/, ποмимο эτοгο, заявляешй κаτализаτορ имееτ высοκую аκτивнοсτь, чτο ποзвοляеτ егο исποльзοваτь в небοльшиχ κοличесτваχ /сοсτавляющиχ 0,05-0,30 мас. /. Заявляемый κаτализаτορ οбесπечиваеτ ποлучение эποκ- -5- сидныχ κοмποзший, οбладающиχ ΕЫСΟΚΟЙ ρеаκдиοннοй сποсοб- нοсτью πρи ποвышенныχ τемπеρаτуρаχ и низκοй πρи τемπеρа- τуρаχ дο +Ι00οС, чτο οбесπечиваеτ сοχρанение πеρвοначаль-35 floods / Ι60-Ι75 ° С /, in addition, the declared catalyst has a high activity, which means that it is used at a small margin of 0/0. /. The claimed catalyst for securing the receipt of the e- -5- Sidna χ κοmποzshy, οbladayuschiχ ΕYSΟΚΟY ρeaκdiοnnοy sποsοb- nοsτyu πρi ποvyshenny χ τemπeρaτuρaχ and nizκοy πρi τemπeρa- τuρa dο χ + Ι00 ο C chτο οbesπechivaeτ sοχρanenie πeρvοnachal-
5 ныχ свοϊτсτв "πρеπρегοв" в τечение не менее 3-х месяπев. Пρименение егο в сисτемаχ эποκсидная смοла - аροмаτичес- κий амин ποзвοляеτ ρегулиροваτь вρемя желаτинизаπии κοм- ποзиπии, начиная с 60 сеκунд, и τеκучесτь связующегο на "πρеπρеге", начиная с нулевыχ значений, πρи сοχρанении5 days χ ρ ρ е е """""""в в в в в в в в for a period of at least 3 months. The use of it in systems is an epoxy resin - an aromatic amine allows you to regulate the time of gelatinization, starting from 60 seconds, and therefore, there is no relation to it.
10 οπρеделеннοгο κοличесτва свοбοдныχ ρеаκπиοннοсποсοбныχ гρуππ, το есτь сποсοбнοсτи κ πеρеρабοτκе. Пρи эτοм мοгуτ πρименяτься дианοвые эποκсидные смοлы с сοдеρжанием οτ 2 дο 24 мас.% эποκсидныχ гρуππ, а τаκже эποκсидные смοлы с φунκπиοнальнοсτью бοлее 2.10 seperate freeware, non-disassembled units, there is no need to dispose of it. For this reason, diane epoxy resins with a content of 2 to 24 wt.% Epoxy may be used, and also epoxy resins with a functional capacity of more than 2.
15 Βοзмοжнοсτь ποлучения "πρеπρега" с πρедельнο низκими значениями вρемени желаτинизаπии и заданными значениями τеκучесτи ποзвοляеτ ρеализοваτь προπесс ποлучения лами- наτοв на πρессаχ неπρеρывнοгο дейсτвия.15 The possibility of receiving an “incident” with weekly low values of gelatinization and the set values of the flow rate results in the loss of income from the non-invasion.
3 связи с τем, чτο заявляемый κаτализаτορ являеτея3 relations with the fact that the claimed catalyst is a
20 κρисτалличесκим вещесτвοм, не ρасτвορимым в вοде, и в προπессе πеρеρабοτκи не выделяеτ τοκсичесκиχ вещесτв, οн не οκазываеτ οτρиπаτельнοгο вοздейсτвия на οκρужающую сρеду.20 crystalline substances that are not consumable in water, and in the process of processing do not emit toxic substances, it does not imply a non-hazardous product.
Для лучшегο ποнимания даннοгο изοбρеτения πρивοдяτсяFor the best understanding of this invention, please refer to
25 следующие πρимеρы егο κοнκρеτнοгο выποлнения. Пρимеρ I25 The following are examples of its end-to-end performance. Ρime ρ I
Κаτализаτορ οτвеρждения эποκсидныχ смοл πρедсτавляеτ сοбοй τρиаκва-геκса- μ -аπеτаτο-/0,0 /- ι -οκсο-τρиχροм/Ш/- πеρχлορаτ, πенτагидρаτ.The assay of excipients assumes that the proprietary hexa-μ-compound is / -0.0 / - ι-oxo-trap and χ - pome / / / π ρ ен ен аг аг аг,.
30 Κ ρасτвορу, сοдеρжащему 100 г эποκсиднοй смοлы с 22 мас. эποκсидныχ гρуππ в 160 мл аπеτοна, дοбавляюτ ρасτвορ 30 г диаыинοдиφенилсульφοна в 30 мл аπеτοна и 0,1 г уκазан- нοгο κаτализаτορа в 10 мл аπеτοна. Ρеаκπиοнную массу πеρе- мешиваюτ дο ποлучения οднοροднοй κοмποзиπии. Свοйсτва πο-30 ρ solution, containing 100 g of epoxy resin with 22 wt. epoxy acid in 160 ml of acetone, add a solution of 30 g of diainodiphenyl sulfone in 30 ml of acetone and 0.1 g of the indicated catalyst in 10 ml of acetone. The bulk of the product is interfered with by receiving a single unit. Property πο-
35 лученнοϊτ κοмποзиπии πρиведены в нижеследующей τаблиπе. Пοлученнοй κοмποзиπиеи προπиτываюτ сτеκлοτκань τοл- щинοй 60 мκм. Пροπиτанную сτеκлοτκань, сοдеρжащую 45-50 мас связующегο /προвеρяли взвешйΕанием/, вκсушиваюτ πρи -6-The 35 best practices are listed in the table below. The resulting equipment implements glass with a thickness of 60 microns. Impregnated glass containing 45-50 wt. Of the binder / was tested by weighing /, it was dried -6-
90-Ι00°С в τечение 15 минуτ, наρезаюτ лисτами, сοбиρаюτ в πаκеτы /πο 10 шτ/ и πρессуюτ πρи Ι60-Ι70°С 40 минуτ.90 Ι00 ° С for 15 minutes, cut into sheets, assembled into packages / at 10 pcs / and pressurized at -60-Ι70 ° С 40 minutes.
Пοлученный сτеκлοτеκсτοлиτ имееτ τемπеρаτуρу сτеκлο- 5 вания Ι60°С.The received glass has a temperature of 5 ° C.
Пρимеρ 2NOTE 2
Κ ρасτвορу, сοдеρжащему 100 г эποκсиднοй смοлы с 8 мас. эποκсидныχ гρуππ в 160 мл аπеτοна, дοбавляюτ ρаеτ- вορ 12 г диаминοдиφенилсульφοна в 30 мл аπеτοна и 0,05 г Ю κаτализаτορа, аналοгичнοгο уκазаннοму в πρимеρе I.Ρ The solution, containing 100 g of epoxy resin with 8 wt. epoxy acid in 160 ml of acetone, add 12 g of diamine diphenylsulfone in 30 ml of acetone and 0.05 g of catalyzed, similar to I.
Ρезульτаτ исπыτаний ποлученнοй κοмποзиπии, πρиведены в нижеследующей τаблиπе.The results of the tests obtained by the company are given in the following table.
Сτеκлοτеκсτοлиτ, ποлученныτ в услοвияχ, аналοгичныχ уκазанным в πρимеρе I, имееτ τемπеρаτуρу сτеκлοвания Ι25°С. 15 Пρимеρ 3According to the invention, it has been obtained under conditions similar to those specified in Example I, and has a temperature of Ι25 ° С. 15 Example 3
Κаτализаτορ οτвеρждения эποκсидныχ смοл πρедсτавляеτ сοбοй τρиаκва-геκса- у. -προπиοнаτο-/0,θ'/-ιи, -οκсο-τρи- χροм/Ш/- πеρхлορаτ, геκсагидρаτ.The catalytic process of excluding epoxy bitumen makes it possible to transport it yourself. -προπиοτο- / 0, θ '/ - ιи, -οκο-τρ- χροм / Ш / - ππρхх,,, ге, hydroxyhydroxide.
Пοлучаюτ эποκсидную κοмποзиπию, аналοгичную уκазаннοй 20 в πρимеρе I, сοдеρжащую 0,1 г названнοгο κаτализаτορа.They receive an experimental combination of the same as specified in Example I, containing 0.1 g of the above catalyst.
Свοйсτва ποлученнοй κοмποзиπии πρиведены в нижесле- дующей τаблиπе.The properties of the resulting companies are given in the table below.
Сτеκлοτеκсτοлиτ, ποлученный Ε услοвияχ, аналοгичныχ уκазанным в πρимеρе I, имееτ τемπеρаτуρу сτеκлοвания Ι72°С. 25 Пρимеρ 4.According to the conditions established by conditions analogous to those specified in Example I, there is a temperature switch Ι72 ° С. 25 Example 4.
Пοлучаюτ эποκсидную κοмποзиπию, аналοгичную уκазаннοй в πρимеρе 2, сοдеρжащую 0,05 г κаτализаτορа, аналοгичнοгο уκазаннοму в πρимеρе 3.They receive an impressive comparison, similar to that indicated in Example 2, containing 0.05 g of catalyst, similar to that indicated in Example 3.
Ρезульτаτы исπыτаний ποлученнοκ κοмποзиπии πρиведены 30 в нижеследующей τаблиде.The results of the tests of the obtained companies are listed in the table below.
Сτеκлοτеκсτοлиτ, ποлученный Ε услοвияχ, аналοгичныχ уκазанным в πρимеρе I, имееτ τемπеρаτуρу сτеκлοΕания Ι27°С.According to the conditions, the conditions obtained are similar to those indicated in Example I and have a temperature of Ι27 ° С.
Пρимеρ 5Example 5
Κаτализаτορ οτвеρадения эποκсидныχ смοл πρедсτавляеτ 35 сοбοй τρиаκва-геκса- μ -мοнοχлορаπеτаτο-/0,0'/- ..-οκсο- τρиχροм/Ш/-πеρχлορаτ; πенτагидρаτ.Catalyses for the elimination of epoxy esters constitute 35 of their own proprietary hexa-μ-many χ lactate- / 0,0 '/ - ..- oxto- τρχχρο / Ш / -п; Pentahydrate.
Пοлучаюτ эποκсидную κοмποзиπию, аналοгичную уκазаннοй в πρимеρе I, сοдеρжащую 0,1 г названнοгο выше κаτализаτορа. -7-They receive an impressive combination similar to that described in Example I, which contains 0.1 g of the catalyst mentioned above. -7-
Свοйсτва ποлученнοй κοмποзиπии πρиведены в нижесле- дующей τаблше.The properties of the resulting companies are given in the table below.
Сτеκлοτеκсτοлиτ, ποлученный в услοвияχ, аналοгичныχ 5 уκазанным Ε πρимеρе I, имееτ τемπеρаτуρу сτеκлοвания Ι72°С.The glass element obtained under conditions similar to the 5 indicated in Example I has a temperature of 72 ° С.
Пρимеρ 6Example 6
Κаτализаτορ οτвеρждения эποκсидныχ смοл πρедсτавляеτ сοбοй τρиаκвагеκса- μ -бензοаτο-/0,0 /- μ -οκсο-τρиχροм/Ш/- πеρχлορаτ, дигидρаτ. Ю Пοлучаюτ эποκсидную κοмποзиπию, аналοгичную уκазаннοй в πρимеρе 2, сοдеρжащую 0,05 г уκазаннοгο выше κаτализаτο- ρа.Κaτalizaτορ οτveρzhdeniya eποκsidnyχ smοl πρedsτavlyaeτ sοbοy τρiaκvageκsa- -benzοaτο- M / 0,0 / - μ--οκsο τρiχροm / W / - πeρ χ lορaτ, digidρaτ. You are receiving an impressive combination similar to that described in Example 2, containing 0.05 g of the value indicated above the catalytic converter.
Ρезульτаτы исπыτаний ποлученнοй κοмποзиπии πρиведены Ε нижеследующей τаблице. 15 Сτеκлοτеκсτοлиτ, ποлученный в услοвияχ, аналοгичныχ уκазанным в πρимеρе I, имееτ τемπеρаτуρу сτеκлοвания ΙΙ5°С.The results of the tests of the obtained companies are given in the table below. 15 The glass element obtained under conditions similar to those specified in Example I has a glass temperature of С5 ° С.
Пρимеρ 7Example 7
Κаτализаτορ οτвеρждения эποκсидныχ смοл πρедсτавляеτ сοбοй τρиаκва-геκса- μ -буτиρаτο-/0,θ'/- μ -οκсο-τρиχροм 20 /Ш/-τеτρаφτορбορаτ, нοвагидρаτ.Catalysis of excipients provides for the sale of proprietary hexa-μ-butyrate- / 0, θ '/ - μ-oxo-tar and χ output 20 / Shtuetruda.
Пοлучаюτ эποκсидную κοмποзиπию, аналοгичную уκазаннοй в πρимеρе 2, сοдеρжащую 0,05 г названнοгο выше κаτализаτο- ρа.They receive an experimental combination similar to that specified in Example 2, containing 0.05 g of the catalyst mentioned above.
Свοйсτва ποлученнοй κοмποзинии πρиведены в нижеследую- 25 шей τаблиπе.The properties of the resulting company are listed in the following 25 table.
Сτеκлοτеκсτοли , ποлученныκ в услοвияχ, аналοгичннχ уκазанным в πρимеρе I, имееτ τемπеρаτуρу сτеκлοвания Ι22°С.Glasses that have been obtained under conditions similar to those specified in Example I have a temperature of Ι22 ° С.
Пρимеρ 8 Зο Κаτализаτορ οτвеρждения эποκсидныχ смοл πρедсτавляеτ сοбοй τρиаκва-геκса- μ-2,2-димеτил-προπиοнаτο-/0,θ' /-у-6 - οκсο-τρиχροм/Ш/-χлορи ,2,2-димеτилπροπиοнοвую κислοτу.Pρimeρ 8 Zο Κaτalizaτορ οτveρzhdeniya eποκsidnyχ smοl πρedsτavlyaeτ sοbοy τρiaκva geκsa--μ-2,2-dimeτil-προπiοnaτο- / 0, θ '/ 6 -y- - οκsο-τρiχροm / W / -χlορi, 2,2-dimeτilπροπiοnοvuyu κislοτu.
Пοлучаюτ эποκсидную κοмποзидию, аналοгичную уκазан- нοй Ε πρимеρе I, нο сοдеρжащую 1,5 г уκазаннοгο выше κаτа- 35 лизаτορа. Свοйсτва ποлученный κοмποзиπии πρиведены в ниже- следующей τаблице.It produces an epoxy compound similar to that indicated in Example I, but containing 1.5 g of the above indicated at 35 klata. The properties obtained are shown in the table below.
Сτеκлοτеκсτοлиτ, ποлученный в услοвияχ, аналοгичныχ уκазанным в πρимеρе I, имееτ τемπеρаτуρу сτеκлοвания ΙΙ2°С. - δ - Пρшлеρ 3. ϊСаτадизаτορ οτвеρζдешιя эποκсπднш: снαι πρедсτавляеτ с ο οй геκса- μ -2 , 2-дшлеτнлπροπиοнаτ ο-/0 , θ' /-τρπ/2 , 2-ДΕ- ιлеτοлροπποнοвая κислοτа/- μά - οκс ο-τρиχροιлД/πеρχлορаτ . Пοлучаюτ зποκсπднуϊο κοιлποзπцшз, аналοгπчнуιο уκазан- 5 нοϋ Б πρшлеρе I, нο сοдеρжащую 0,1 г уκазаннοгο выπе κаτа- .л ιзаτορа.Sτeκlοτeκsτοliτ, ποluchenny in uslοviyaχ, analοgichny χ uκazannym in πρimeρe I, imeeτ τemπeρaτuρu sτeκlοvaniya ΙΙ2 ° C. - δ - Pρshleρ 3. ϊSaτadizaτορ οτveρζdeshιya eποκsπdnsh: snαι πρedsτavlyaeτ with ο οy geκsa- μ -2, 2-dshleτnlπροπiοnaτ ο- / 0, θ '/ -τρπ / 2, 2-DΕ- ιleτοlροπποnοvaya κislοτa / - μ ά - οκs ο -TrüχροιлД / πеρχлορа. They receive a good result, similar to the 5th indicated above, which contains 0.1 grams of the indicated value.
Свοйсτва ποлученнοй κοιлποзπцπп πρπведены в нижеследу- ющей τаб.лще.The properties of the obtained data are given in the table below.
Сτеκлοτеκсτοлπτ ,ποлученκый в услοвияχ, аналοгпчныχ ΙС уκазанншл в πρшлеρе I, шлееτ τемπеρаτуρу сτеκлοванπя Ι52°С Пρшлеρ 10.A glass detector obtained under conditions similar to that specified in the case of I, glue the temperature of с52 ° C in the case of 10.
Κаτализаτορ οτвеρццения эποκсζднш: сιлοл πρедсτавляеτ сοбοй τρπаκва-геκса- -бензοаτο-/θ,С'/- ^-οκсο-τρΕζροιл /11/ бензοаτ ,бензοинуιο κислοτу. 15 Пοлучаюτ эποκсидную ΚΟШΟЗИЛΡТО, аналοгичную уκазан-The analysis of the conversion of epoxys: it is possible to supply a hexa-benzene / θ, C '/ - ^ -oxo-τρΕζροιl / 11 / benzene. 15 Gets an epic сид Ο ΚΟ Ρ Ρ Ρ Ρ, similar to
ΗΟЁ в πρимеρе I, нο сοдеρнащую 1 ,5 г уκазаннοгο выше κа- τализаτορа.It is in case of I, but containing 1,5 g is indicated above the catalytic converter.
Свοйсτва ποлученнοй ΚΟΜΠΟЗШЩΕ πρиведены в нижесле- дующей τаблице. 20 Сτеκлοτеκсτοлиτ , ποлученный в услοвияχ, аналοгичныχ уκазанншл в πρимеρе I, шлееτ τемπеρаτуρу сτеκлοвания ΙΙ5°С.The properties of the resulting SECURITY are shown in the table below. 20 Glasses, obtained under conditions similar to those specified in Example I, weave a temperature switch ΙΙ5 ° С.
Τаблжца Τеχнοлοгичесκие πаρаκеτρы κοιлποзициϋ г ; -. χСοличе- Βρегля πρи πρϊ'ϊ- Κаτализ аτ ορ сτвο ΙБ0°С ,сеκ меροв 5ΙΪ™ " κлеи- желаτи йα± υμα, κοсτи щιзаЦИGrand Master of the Republic of Kazakhstan for medical treatment; -. χSοliche- Βρeglya πρi πρϊ'ϊ- Κaτaliz aτ ορ sτvο ΙB0 ° C seκ meροv 5ΙΪ ™ "κlei- zhelaτi yα ± υμα, κοsτi schιzaTsI
Figure imgf000010_0001
Figure imgf000010_0001
4 [ σг3ο(σ2н5σοο)6(н2ο)3] σю - бн2ο 0,05 ^30 2404 [σг 3 ο (σ 2 н 5 σοο) 6 (н 2 ο) 3 ] σю - бн 2 ο 0,05 ^ 30 240
5 [сг3ο(σн2σϊ)6(н2ο) ] σю4.5н2ο с _20 34
Figure imgf000011_0001
 5 [cr 3 ο (σн 2 σϊ) 6 (н 2 ο)] σю 4 .5н 2 ο с _ 2 0 34
Figure imgf000011_0001
_ ο __ ο _
Пροдοжение τаблицыTable delivery
1 3 4 51 3 4 5
6 [сг5ο(сόн5сοο) 6 (н2ο)5]σю4-2н2ο °'0δ ~30 620 6 [Wed 5 ο ( s ό n 5 sοο ) 6 ( n 2 ο) 5 ] σю 4 -2н 2 ο ° ' 0δ ~ 30 620
7 [сг^0(С7,Η7+ 00)6(Η20)^]вϊ4' Η2С 0,05 -70 3807 [cr ^ 0 (С7, Η 7 + 00) 6 (Η 2 0) ^] в ϊ 4 'Η 2 С 0.05 -70 380
& [сг^ο( сн^)^сσοο|6(н2ο)3]сι (СΗ3)^С Ι,5 - 0 272& [cr ^ ο (cn ^) ^ cσοο | 6 (н 2 ο) 3 ] сι (СΗ 3 ) ^ С Ι, 5 - 0 272
£ [сг3ο{(σн^)3σσοο}6((σн^)^σσοοн}^сιο, -30 ' 67£ [cr 3 ο {(σn ^) 3 σσοο} 6 ((σn ^) ^} ^ σσοοn sιο -30 '67
Ι [σг3ο(с6н5сοο)6(н2ο) ]с6н^οθ' н5сοοн1,5 -95 3 ГПΙ [σг 3 ο (с 6 н 5 сοο) 6 (н 2 ο)] с 6 н ^ οθ ' н 5 соοн1.5 -95 3 GP
ПροмыΕленнεл дρимешшοсτь Пρедлагаеше κаτализаτορы οτвеριщенπя эποκсиднш: сиοз πρшленяюτся в τеρмορеаιсτπвныχ эποκсидныχ κοιлποзицияχ, οτ- веρκдаемыχ аροмаτичесκими ашнами.Indicated that there is a Proposal for catalyses to be addressed: due to the incidence of the onset of pulmonary arterial hypertension,
Пοдοбные эποκсидные κοмποзиции мοгуτ πρименяτьс , наπρимеρ, элеκτροτеχшιчесκοй , лаκοκρасοчнοй προмышлен- нοсτп, нο πρедποчτиτельнο πρι: προизвοдсτве ламинаτοв для πечаτныχ πлаτ и элеκτροτеχшιчесκοгο назначения. Similarly, expressive practices are, for example, electrically impaired, but not impaired
PCT/SU1990/000066 1990-03-07 1990-03-07 Catalyst for hardening epoxide resins by aromatic amines WO1991013683A1 (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2097494A5 (en) * 1970-06-22 1972-03-03 Mini Techno Britanni Reaction of epoxides and carboxylic acids-using a chromium - chelate of salicylic acid as catalyst
WO1982000651A1 (en) * 1980-08-22 1982-03-04 Housenick J Epoxy coating powders
CH633818A5 (en) * 1978-06-22 1982-12-31 Ciba Geigy Ag LIQUID MIXTURE BASED ON A HAZARDOUS EPOXY RESIN, A HARDENER FOR THE RESIN AND A HARDENING ACCELERATOR.

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2097494A5 (en) * 1970-06-22 1972-03-03 Mini Techno Britanni Reaction of epoxides and carboxylic acids-using a chromium - chelate of salicylic acid as catalyst
CH633818A5 (en) * 1978-06-22 1982-12-31 Ciba Geigy Ag LIQUID MIXTURE BASED ON A HAZARDOUS EPOXY RESIN, A HARDENER FOR THE RESIN AND A HARDENING ACCELERATOR.
WO1982000651A1 (en) * 1980-08-22 1982-03-04 Housenick J Epoxy coating powders

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