FR2647459A1 - Liquid catalyst for the polyaddition reaction of polyorganosiloxanes to vinyl and hydroxyl groups - Google Patents
Liquid catalyst for the polyaddition reaction of polyorganosiloxanes to vinyl and hydroxyl groups Download PDFInfo
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0272—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255
- B01J31/0274—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255 containing silicon
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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
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0205—Oxygen-containing compounds comprising carbonyl groups or oxygen-containing derivatives, e.g. acetals, ketals, cyclic peroxides
- B01J31/0208—Ketones or ketals
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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
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0209—Esters of carboxylic or carbonic acids
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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
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
- B01J31/30—Halides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
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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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
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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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
- B01J27/10—Chlorides
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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
- B01J31/1608—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes the ligands containing silicon
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- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
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Abstract
Description
La présente invention se rapporte au domaine de la production des compositions polyorganosiloxaniques durcissables en masse et dans les revêtements et, plus précisément, elle concerne un catalyseur liquide de la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy ; le catalyseur indiqué peut être utilisé pour l'obtention de revêtements siloxaniques et des produits aux propriétés antiadhésives. The present invention relates to the field of production of bulk curable polyorganosiloxane compositions and coatings and more particularly relates to a liquid catalyst of the polyaddition reaction of polyorganosiloxanes to vinyl and hydroxy groups; the indicated catalyst can be used to obtain siloxane coatings and products with non-stick properties.
Les catalyseurs liquides, grace à une bonne compatibilité avec les constituants des compositions siloxaniques, assurent un effet catalytique élevé. The liquid catalysts, thanks to good compatibility with the constituents of the siloxane compositions, provide a high catalytic effect.
On connait un catalyseur liquide de la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy, contenant l'acide chloroplatinique et le cyclohexane. Le cyclohexane joue le rôle d'agent de modification et de solvant (DE-C-213 740). A liquid catalyst for the polyaddition reaction of polyorganosiloxanes with vinyl and hydroxy groups containing chloroplatinic acid and cyclohexane is known. Cyclohexane acts as modifying agent and solvent (DE-C-213 740).
On connaît aussi un catalyseur liquide de la réaction de polyaddition du siloxane hydroxylé au siloxane vinylique, contenant l'acide chloroplatinique, un solvant et un agent de modification des groupements éthoxy. Also known is a liquid siloxane hydroxyl siloxane polyaddition reaction catalyst containing chloroplatinic acid, a solvent and an ethoxy grouping agent.
Le catalyseur contient à titre d'agent de modification un siloxane de formule suivante
et, à titre de solvant, le divinyltétraméthyléthyl disiloxane (US-A- 3 419 593).The catalyst contains as modifying agent a siloxane of the following formula
and, as a solvent, divinyltetramethylethyl disiloxane (US-A-3,419,593).
Cependant, les catalyseurs liquides indiqués connus dans certains processus technologiques, par exemple dans la production des revêtements polyorganosiloxaniques sur support de papier, n'assurent pas une vitesse indispensable de la réaction de polyaddition. However, the indicated liquid catalysts known in certain technological processes, for example in the production of polyorganosiloxane coatings on paper support, do not provide an indispensable speed of the polyaddition reaction.
Par conséquent, afin que la réaction de polyaddition des polyorganosiloxanes se déroule à fond, on est obligé de réduire la vitesse de travail des unités. L'efficacité insuffisante des catalyseurs liquides connus se manifeste très sensiblement dans le processus d'obtention des revêtements polyorganosiloxaniques sur le papier au revêtement de barrière, étant donné que les revêtements de barrière inhibent la réaction de polyaddition. Therefore, in order for the polyaddition reaction of the polyorganosiloxanes to proceed fully, it is necessary to reduce the working speed of the units. The insufficient efficiency of the known liquid catalysts is very noticeable in the process of obtaining the polyorganosiloxane coatings on the paper at the barrier coating, since the barrier coatings inhibit the polyaddition reaction.
Les catalyseurs connus sont également insuf fisamment efficaces dans la réaction de polyaddition des polyoraanosiloxanes aux groupements vinyliques et hydroxy, en cas d'utilisation de la réaction indiquée pour l'obtention des produits déterminés lorsque le surchauffage des produits est inadmissible ou indésirable, pour des raisons technologiques. The known catalysts are also insufficiently effective in the polyaddition reaction of the polyamino siloxanes with the vinyl and hydroxy groups, when using the reaction indicated for obtaining the specified products when the overheating of the products is inadmissible or undesirable, for reasons of technology.
On s'est proposé d'obtenir, par substitution des constituants, un catalyseur liquide de la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy plus efficace, particulièrement dans la production des revêtements polyorganosiloxaniques sur support de papier. It has been proposed to obtain, by substitution of the constituents, a liquid catalyst for the polyaddition reaction of polyorganosiloxanes with vinyl groups and hydroxy more effective, particularly in the production of polyorganosiloxane coatings on paper support.
La solution consiste en ce que le catalyseur liquide de la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy, contenant de l'acide chloroplatinique, un agent modifiant, à savoir le siloxane aux groupements éthoxy, et un solvant, conformément à l'invention, contient à titre d'agent modifiant un mélange de 50 à 65 % d'ester éthylique de l'acide orthosilicique et de 35 à 50 % d'ester éthylique hydrolysé de l'acide orthosilicique, et, à titre de solvant, le toluène et la méthyléthyl- cétone, les proportions des constituants étant les suivantes, en parties en masse
acide chloroplatinique 100
mélange de 50 à 65 % d'ester éthylique
de l'acide orthosilicique et de 35 à
50 % d'ester éthylique hydrolysé de
l'acide orthosilicique 5 à 50
toluène 4500 à 990000
méthyléthylcétone 50 à 100000
Le catalyseur liquide selon l'invention permet d'accélérer de 3 à 4-fois la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy, en particulier dans la production des revêtements polyorganosiloxaniques sur support de papier.The solution consists in that the liquid catalyst of the polyaddition reaction of the polyorganosiloxanes with the vinyl and hydroxy groups, containing chloroplatinic acid, a modifying agent, namely the siloxane with the ethoxy groups, and a solvent, according to the invention. contains, as modifying agent, a mixture of 50 to 65% of ethyl ester of orthosilicic acid and 35 to 50% of hydrolyzed ethyl ester of orthosilicic acid, and, as a solvent, toluene and methyl ethyl ketone, the proportions of the constituents being as follows, in parts by weight
chloroplatinic acid 100
mixture of 50 to 65% of ethyl ester
orthosilicic acid and 35 to
50% hydrolysed ethyl ester of
orthosilicic acid 5 to 50
toluene 4500 to 990000
methyl ethyl ketone 50 to 100,000
The liquid catalyst according to the invention makes it possible to accelerate the polyaddition reaction of the polyorganosiloxanes with vinyl and hydroxy groups by 3 to 4 times, in particular in the production of polyorganosiloxane coatings on a paper support.
Le mélange de 50 à 65 E d'ester éthylique de l'acide orthosilicique et de 35 à 50 % d'ester éthylique hydrolysé de l'acide orthosilicique utilisé à titre d'agent modifiant a les caractéristiques suivantes
densité à 2O0C, g/cm3 1,00 ;
viscosité à 200C, cSt (10-6 m2/s) 1,00.The mixture of 50 to 65 E of ethyl ester of orthosilicic acid and 35 to 50% hydrolysed ethyl ester of orthosilicic acid used as modifying agent has the following characteristics:
density at 20 ° C, g / cm3 1.00;
viscosity at 200C, cSt (10-6 m2 / s) 1.00.
On utilise comme solvant la méthyléthylcétone et le toluène. Methyl ethyl ketone and toluene are used as the solvent.
Le catalyseur liquide selon l'invention est préparé par dissolution de l'acide chloroplatinique dans la méthyléthylcétone avec chauffage subséquent de la solution jusqu'à 800C. The liquid catalyst according to the invention is prepared by dissolving chloroplatinic acid in methyl ethyl ketone with subsequent heating of the solution to 800 ° C.
Lors du chauffage de la solution, on y ajoute successivement une solution d'un mélange constitué de 50 à 65 5 d'ester éthylique d'acide orthosilicique et de 35 à 50 % d'ester éthylique hydrolysé de l'acide orthosilicique dans le toluène jusqu'à l'obtention du produit visé. Upon heating the solution, a solution of a mixture of 50 to 65% orthosilicic acid ethyl ester and 35 to 50% hydrolyzed ethyl ester of orthosilicic acid in toluene is added thereto successively. until the product concerned is obtained.
La non-observation des rapports quantitatifs proposés entre les constituants faisant partie de la composition du catalyseur selon l'invention ainsi que des constituants dans le mélange indiqué d'esters de l'acide orthosilicique conduit à une réduction de l'activité du catalyseur en cas de son utilisation dans la réaction de polyaddition. The non-observation of the quantitative ratios proposed between the constituents forming part of the composition of the catalyst according to the invention as well as constituents in the indicated mixture of esters of orthosilicic acid leads to a reduction in the activity of the catalyst in case of its use in the polyaddition reaction.
D'autres avantages et caractéristiques de l'invention seront mieux compris à la lecture de la description qui va suivre des exemples non limitatifs de sa réalisation. Other advantages and features of the invention will be better understood on reading the following description of non-limiting examples of its implementation.
EXEMPLE 1
Le catalyseur liquide de la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy constitués des composants pris dans les proportions suivantes, en parties en masse
acide chloroplatinique 100
mélange de 50 % d'ester éthylique de
l'acide orthosilicique et de 50 %
d'ester éthylique hydrolysé de l'aci
de orthosilicique 5
toluène 4500
méthyléthylcétone 500 est préparé par la dissolution de l'acide chloroplatinique dans la méthyléthylcétone jusqu'à la concentration de 1,6 % en poids avec le chauffage subséquent de la solution obtenue jusqu'à 800C.EXAMPLE 1
The liquid catalyst of the polyaddition reaction of polyorganosiloxanes with vinyl and hydroxy groups consisting of the components taken in the following proportions, in parts by weight
chloroplatinic acid 100
mixture of 50% ethyl ester
orthosilicic acid and 50%
hydrolysed ethyl ester of the acid
orthosilicic 5
toluene 4500
Methyl ethyl ketone 500 is prepared by dissolving chloroplatinic acid in methyl ethyl ketone to a concentration of 1.6% by weight with subsequent heating of the resulting solution to 800C.
Lors du chauffage, on ajoute à la solution une solution à 0,7 % de mélange d'esters indiqués de l'acide orthophosphorique dans le toluène jusqu 'à l'obtention du produit visé. Upon heating, a 0.7% solution of the indicated ester mixture of orthophosphoric acid in toluene is added to the solution until the desired product is obtained.
Le catalyseur liquide obtenu subit un essai dans la réaction de polyaddition des siloxanes de manière suivante. The resulting liquid catalyst is assayed in the polyaddition reaction of the siloxanes in the following manner.
On introduit le catalyseur indiqué, à raison de 0,086 g1 dans une composition contenant 10 g de polyméthylvinylsiloxanes et 1 g de d,-dihydro- xyméthylhydrosiloxane. Le mélange obtenu est soigneusement malaxé et appliqué sur un support de papier, à savoir du papier couché de 150 g/m2 de masse, revêtu d'alcool polyvinylique. La masse de revêtement est de 0,7 à 1,5 g/m2. On soumet l'échantillon obtenu au traitement thermique à la température de 180 C. La durée de vie de la composition est de 8 à 10 heures. The indicated catalyst is introduced at a rate of 0.086 g in a composition containing 10 g of polymethylvinylsiloxanes and 1 g of d, -dihydroxymethylhydrosiloxane. The mixture obtained is thoroughly kneaded and applied to a paper support, namely coated paper of 150 g / m 2 of mass, coated with polyvinyl alcohol. The coating weight is 0.7 to 1.5 g / m 2. The sample obtained is subjected to heat treatment at a temperature of 180 ° C. The life of the composition is 8 to 10 hours.
La durée de durcissement de la composition est de 5 sec.The curing time of the composition is 5 sec.
Les résultats des essais figurent dans le tableau ci-après. The results of the tests are shown in the table below.
EXEMPLE 2
Le catalyseur liquide de la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy contenant les constituants dans les proportions suivantes, en parties en masse ;
acide chloroplatinique 100
mélange de 65 % d'ester éthylique de
l'acide orthosilicique et de 35 %
d'ester éthylique hydrolysé de l'aci
de orthosilicique 50
toluène 990000
méthyléthylcétone 100000 est préparé et essayé comme dans l'exemple 1.EXAMPLE 2
The liquid catalyst of the polyaddition reaction of the polyorganosiloxanes with the vinyl and hydroxy groups containing the constituents in the following proportions, in parts by mass;
chloroplatinic acid 100
mixture of 65% ethyl ester of
orthosilicic acid and 35%
hydrolysed ethyl ester of the acid
orthosilicic 50
toluene 990000
Methyl ethyl ketone 100000 is prepared and tested as in Example 1.
Les résultats des essais sont donnés dans le tableau ci-après. s
EXEMPLE 3
Le catalyseur liquide de la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy contenant les constituants dans les proportions suivantes, en parties en masse
acide chloroplatinique îoe
mélange de 55 % d'ester éthylique de
l'acide orthosilicique et de 45 %
d'ester éthylique hydrolysé de l'aci
de orthosilicique 10
toluène 90000
méthyléthylcétone 10000 est obtenu d'une façon analogue à celle de l'exemple 1.The results of the tests are given in the table below. s
EXAMPLE 3
The liquid catalyst of the polyaddition reaction of polyorganosiloxanes with vinyl and hydroxy groups containing the constituents in the following proportions, in parts by weight
chloroplatinic acid
mixture of 55% ethyl ester of
orthosilicic acid and 45%
hydrolysed ethyl ester of the acid
orthosilicic 10
toluene 90000
methyl ethyl ketone 10000 is obtained in a manner analogous to that of Example 1.
On introduit le catalyseur liquide, à raison de 0,17 g, dans une coroosition constituée de 10 g de ,W -dihydroxydiméthyl-méthyl-vinylxiloxane et de 1 g de vf -dihydroxydiméthylhydrosiloxane. La composition est soigneusement mélangée et appliquée sur le papier revêtu d'alcool polyvinylique. La masse de revêtement est de 0,7 à 1,5 g/m2. On soumet l'échantillon obtenu au traitement thermique à la température de 1800C. The liquid catalyst, at a rate of 0.17 g, is introduced into a coroosition consisting of 10 g of β-dihydroxydimethyl-methyl-vinylxiloxane and 1 g of ν-dihydroxydimethylhydrosiloxane. The composition is thoroughly mixed and applied to the paper coated with polyvinyl alcohol. The coating weight is 0.7 to 1.5 g / m 2. The resulting sample is subjected to heat treatment at a temperature of 1800C.
Les résultats des essais sont dans le tableau ciaprès.The results of the tests are in the table below.
EXEMPLE 4
Le catalyseur liquide de la réaction de polyaddition des polyorganosiloxanes aux groupements vinyliques et hydroxy contenant les constituants dans les proportions suivantes, en parties en masse
acide chloroplatinique 100
melange de 50 % d'ester éthylique de
l'acide orthosilicique et de 50 %
d'ester éthylique hydrolysé de l'aci
de orthosilicique 10
toluène 4950
méthyléthylcétone 50 est préparé et essayé comme dans l'exemple 1, à cette différence près qu'on introduit le catalyseur dans une composition constituée de 10 g de polyme- thylvinylsiloxane et de 1 g de i , > /--dihydroxymé- thylhydrosiloxane. Les résultats des essais sont donnés dans le tableau ci-après.EXAMPLE 4
The liquid catalyst of the polyaddition reaction of polyorganosiloxanes with vinyl and hydroxy groups containing the constituents in the following proportions, in parts by weight
chloroplatinic acid 100
mixture of 50% ethyl ester of
orthosilicic acid and 50%
hydrolysed ethyl ester of the acid
orthosilicic 10
toluene 4950
Methyl ethyl ketone 50 is prepared and tested as in Example 1, except that the catalyst is introduced into a composition consisting of 10 g of poly (methylvinylsiloxane) and 1 g of N, N-dihydroxymethylhydrosiloxane. The results of the tests are given in the table below.
EXEMPLE 5
On obtient le catalyseur liquide de la réaction de polyaddition des polyorganosiloxanesaux groupements vinyliques et hydroxy, comme dans l'exemple 2. Le catalyseur obtenu, a raison de 0,1 g contenant 0,185.10-3 g de Pt, est introduit dans une composition constituée de 10 g de polydiméthylméthylvinylméthylphénylhydrosiloxane. La composition subit le traitement thermique à la température de 700C. Les résultats des essais figurent dans le tableau ci-dessous. EXAMPLE 5
The liquid catalyst of the polyaddition reaction of the polyorganosiloxanes is obtained in the vinyl and hydroxy groups, as in Example 2. The catalyst obtained, at the rate of 0.1 g containing 0.185 × 10 -3 g of Pt, is introduced into a composition consisting of 10 g of polydimethylmethylvinylmethylphenylhydrosiloxane. The composition undergoes heat treatment at a temperature of 700C. The test results are shown in the table below.
Tableau
<SEP> Température <SEP> Durée <SEP> de
<tb> du <SEP> la <SEP> réac
<tb> Exemple <SEP> Composition <SEP> durcissable <SEP> traitement <SEP> tion <SEP> de
<tb> <SEP> thermique, <SEP> C <SEP> polyaddi
<tb> <SEP> tion, <SEP> s
<tb>
1 polyméthylvinylsiloxane et α, #-dihydroxyméthyl-
hydrosiloxane 180 5
2 - " - 180 5
3 α,#-dihydroxydiméthyl-
méthylvinylsiloxyane et α,#-dihydroxydiméthyl-
hydrosiloxane 180 7
4 polyméthylvinylsiloxane et α,#-dihydricxyméthyl-
hydridrosiloxane 180 5
5 polydiméthylméthylvinyl
méthylphénylhydrosiloxane 70 7 selon α,#-diydroxydiméthyl- la so- méthylvinylsiloxane et lution connue méthylhydrosiloxane 180 20 (US= A= 3419593) <SEP> Temperature <SEP> Time <SEP> of
<tb> of <SEP> the <SEP> Reaction
<tb> Example <SEP> Composition <SEP> curable <SEP> treatment <SEP> tion <SEP> of
<tb><SEP> thermal, <SEP> C <SEP> polyaddi
<tb><SEP> tion, <SEP> s
<Tb>
1 polymethylvinylsiloxane and α,# -dihydroxymethyl-
Hydrosiloxane 180 5
2 - "- 180 5
3 α,# -dihydroxydimethyl-
methylvinylsiloxyane and α, --dihydroxydimethyl-
Hydrosiloxane 180 7
4 polymethylvinylsiloxane and alpha, dihydricxymethyl
hydridrosiloxane 180 5
5 polydimethylmethylvinyl
methylphenylhydrosiloxane 70 according to α,# -diydroxydimethyl-the-methylvinylsiloxane and the known release methylhydrosiloxane 180 (US = A = 3419593)
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8906816A FR2647459B1 (en) | 1989-05-24 | 1989-05-24 | LIQUID CATALYST FOR POLYORGANOSILOXANE POLYADDITION REACTION TO VINYL AND HYDROXY GROUPS |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8906816A FR2647459B1 (en) | 1989-05-24 | 1989-05-24 | LIQUID CATALYST FOR POLYORGANOSILOXANE POLYADDITION REACTION TO VINYL AND HYDROXY GROUPS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2647459A1 true FR2647459A1 (en) | 1990-11-30 |
| FR2647459B1 FR2647459B1 (en) | 1991-09-13 |
Family
ID=9381979
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8906816A Expired - Fee Related FR2647459B1 (en) | 1989-05-24 | 1989-05-24 | LIQUID CATALYST FOR POLYORGANOSILOXANE POLYADDITION REACTION TO VINYL AND HYDROXY GROUPS |
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|---|---|
| FR (1) | FR2647459B1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0015346A1 (en) * | 1979-01-31 | 1980-09-17 | Imperial Chemical Industries Plc | Catalyst compositions and their use in the preparation of release coatings |
| EP0073556A2 (en) * | 1981-08-14 | 1983-03-09 | Imperial Chemical Industries Plc | Catalysts |
| EP0277023A2 (en) * | 1987-01-29 | 1988-08-03 | Tonen Corporation | Process for preparing a hydrosilyation catalyst |
-
1989
- 1989-05-24 FR FR8906816A patent/FR2647459B1/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0015346A1 (en) * | 1979-01-31 | 1980-09-17 | Imperial Chemical Industries Plc | Catalyst compositions and their use in the preparation of release coatings |
| EP0073556A2 (en) * | 1981-08-14 | 1983-03-09 | Imperial Chemical Industries Plc | Catalysts |
| EP0277023A2 (en) * | 1987-01-29 | 1988-08-03 | Tonen Corporation | Process for preparing a hydrosilyation catalyst |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2647459B1 (en) | 1991-09-13 |
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