DE906752C - Process for gluing and cementing organic and inorganic materials - Google Patents
Process for gluing and cementing organic and inorganic materialsInfo
- Publication number
- DE906752C DE906752C DET1883A DET0001883A DE906752C DE 906752 C DE906752 C DE 906752C DE T1883 A DET1883 A DE T1883A DE T0001883 A DET0001883 A DE T0001883A DE 906752 C DE906752 C DE 906752C
- Authority
- DE
- Germany
- Prior art keywords
- organic
- acid
- fillings
- cementing
- gluing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/20—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds unconjugated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Dental Preparations (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
(WiGBl. S. 175)(WiGBl. P. 175)
AUSGEGEBEN AM 18. MÄRZ 1954ISSUED MARCH 18, 1954
T 1883 IVc j 39 bT 1883 IVc j 39 b
Während man bisher bei der Beschaffung von Klebstoffen mehr oder weniger empirisch vorgegangen ist, hat sich die Patentinhaberin die Aufgabe gestellt, auf Grund allgemeiner Überlegungen an Hand eines Spezialfalles eine Gruppe von zweckentsprechenden Klebmitteln zu finden.While the procurement of adhesives has so far been more or less empirical, the patent proprietor has set itself the task, based on general considerations on the basis of a To find a group of appropriate adhesives in a special case.
In der Dentalpraxis ist es erwünscht, selbsthärtende Kunstharzfüllungen mit dem Zahnbein der Kavität zu verhaften.In dental practice, it is desirable to use self-curing synthetic resin fillings with the dentin of the cavity to arrest.
Der Zahn besteht im wesentlichen aus einem anorganischen (Apatit) Kristallgitter, während als Füllung ein organisches Material, wie Polymethacrylsäureester, verwendet wird. Die verbindende, als Klebstoff wirkende Zwischenschicht sollte demnach eine polare Gruppe dem Ionengitter zuwenden und mit einer unpolaren Gruppe im Kunstharz verankert werden.The tooth consists essentially of an inorganic (apatite) crystal lattice, while serving as a filling an organic material such as polymethacrylic acid ester is used. The connecting, as an adhesive acting intermediate layer should therefore face a polar group of the ion lattice and with a non-polar group are anchored in the synthetic resin.
Der Klebstoff muß ferner auch quellbeständig sein, da er im Mund der ständigen Einwirkung von Wasser ausgesetzt ist. Daraus ergeben sich folgende Bedingungen für Klebmittel, mit welchen anorganische Flächen unter sich bzw. gegen organische Substanzen verklebt werden sollen:The adhesive must also be resistant to swelling, since it is exposed to the constant action of water in the mouth is exposed. This results in the following conditions for adhesives, with which inorganic Surfaces should be glued together or against organic substances:
Das Molekül soll einerseits eine saure Gruppe aufweisen und andererseits mindestens zwei polymerisierbare Gruppen enthalten, ferner gut streichfähig sein und beim Lagern für sich allein nicht polymerisieren.The molecule should, on the one hand, have one acidic group and, on the other hand, at least two polymerizable groups Contain groups, also be easy to spread and do not polymerize on their own when stored.
Gegenstand der vorliegenden Erfindung ist deshalb ein Verfahren zum Verkleben und Verkitten von organischen und anorganischen Materialien, insbesondere von Zahnfüllungen mit der Kavität, das dadurch gekennzeichnet ist, daß man als Klebmittel ein mindestens doppelt ungesättigtes Monomeres ver-The present invention therefore relates to a method for gluing and cementing organic and inorganic materials, in particular of tooth fillings with the cavity, which thereby is characterized in that an at least doubly unsaturated monomer is used as the adhesive
wendet, das durch Veresterung mindestens zweier Hydroxylgruppen einer organischen Polyoxysäure mit polymerisationsfähigen organischen Säuren oder deren funktioneilen Derivaten erhalten worden ist. Die Polymerisation an der Klebstelle erfolgt in Gegenwart eines Polymerisationskatalysators.applies that by esterification of at least two hydroxyl groups of an organic polyoxyacid with polymerizable organic acids or their functional derivatives has been obtained. the Polymerization at the adhesive site takes place in the presence of a polymerization catalyst.
Beispiel ιExample ι
ι Mol glyzerinphosphorsaures Natrium wird in wäßriger Lösung bei o° mit 2 Mol Methacrylchlorid verestert, wobei die Mischung durch sukzessive Zugabe von 2 Mol Lauge immer alkalisch gehalten wird. Nachdem alles verestert ist, wird die Lösung mit 1 Mol verdünnter H2SO4 angesäuert und die obenauf schwimmende Esterschicht im Scheidetrichter abgetrennt. 1 mole of sodium glycerol phosphoric acid is esterified in aqueous solution at 0 ° with 2 moles of methacrylic chloride, the mixture being always kept alkaline by successive addition of 2 moles of lye. After everything has esterified, the solution is acidified with 1 mol of dilute H 2 SO 4 and the ester layer floating on top is separated off in a separating funnel.
Dieser Dimethacrylglyzerophosphorsäureester kann durch Sulfmsäure bei 20° in 5 bis 30 Minuten katalytisch zur Polymerisation gebracht werden. This dimethacrylic glycerophosphoric acid ester can be catalytically polymerized by sulfmic acid at 20 ° in 5 to 30 minutes.
Der Schertest gab für mit diesem Produkt verleimte Flächen nach eintägiger bzw. einmonatiger Wässerung für die nachstehend genannten Materialien folgende Werte:The shear test gave for surfaces glued with this product after one day or one month Soaking for the following materials:
Materialmaterial
Schertest kg/cm2 ι MonatShear test kg / cm 2 ι month
gewässert watered
ι Tagι day
gewässert watered
Porzellan-Polymethacrylsäureester 240 180Porcelain polymethacrylic acid ester 240 180
Elfenbein- - 200 90Ivory - 200 90
Gold- - 140 60Gold - 140 60
V2A-Stahl- - 650 200V2A steel - 650 200
Aluminium- - 170 150 ■Aluminum - 170 150 ■
Aluminium- (eloxiert) - 200 j 180Aluminum (anodized) - 200 j 180
Glas- - 190 ί 140Glass - 190 ί 140
ι Mol glukonsaures Natrium wird in Wasser gelöst und bei 0° 3 Mol Methacrylchlorid unter Rühren zugetropft. Die frei werdende HCl wird durch Zutropfen von 3 Mol Lauge sukzessive neutralisiert. Die klare Lösung wird angesäuert mit 0,5 Mol H2 S O4 verdünnt und die ölige Schicht abgehoben. Das erhaltene Gemisch von Tri- und Dimethacrylglukonsäure zeigte im allgemeinen etwas geringere Haftfestigkeit als Beispiel i, ist dafür etwas weniger acid.ι mol of sodium gluconic acid is dissolved in water and 3 mol of methacrylic chloride are added dropwise at 0 ° with stirring. The HCl released is successively neutralized by adding 3 mol of lye dropwise. The clear solution is acidified, diluted with 0.5 mol of H 2 SO 4 and the oily layer is lifted off. The resulting mixture of tri- and dimethacrylic gluconic acid generally showed somewhat lower adhesive strength than example i, but is somewhat less acidic.
Im dentalen Anwendungsgebiet wird die Kavität mit dem Klebmittel benetzt, und die Monomer-Polymer-Paste, welche einen bei Raumtemperatur wirksamen Polymerisationskatalyt enthält, in die Kavität gestopft. Der Katalyt bewirkt die gleichzeitige Härtung von Klebmittel und Füllungsmaterial bei Mundtemperatur. Die Adhäsivzwischenschicht gibt auch verbesserten Randschluß. Für technische Anwendungen wird ein Polymerisationskatalyt im Klebmittel gelöst und die zu verbindende Fläche damit bestrichen.In the dental field of application, the cavity is wetted with the adhesive, and the monomer-polymer paste, which contains a polymerization catalyst effective at room temperature, into the Cavity stuffed. The catalyst causes the adhesive and the filling material to harden at the same time at mouth temperature. The intermediate adhesive layer also gives improved marginal sealing. For technical Applications, a polymerization catalyst is dissolved in the adhesive and the surface to be connected coated with it.
Claims (5)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH687299X | 1949-07-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE906752C true DE906752C (en) | 1954-03-18 |
Family
ID=4528967
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DET1883A Expired DE906752C (en) | 1949-07-21 | 1950-07-18 | Process for gluing and cementing organic and inorganic materials |
Country Status (8)
Country | Link |
---|---|
AU (1) | AU157849B2 (en) |
BE (1) | BE497082A (en) |
CH (1) | CH278946A (en) |
DE (1) | DE906752C (en) |
DK (1) | DK78543C (en) |
FR (1) | FR1019427A (en) |
GB (1) | GB687299A (en) |
NL (2) | NL154902B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3724838A1 (en) * | 1987-07-27 | 1989-02-09 | Henkel Kgaa | USE OF LIGHT-INDUCED CROSS-LINKABLE MONOMER COMPOSITIONS AS DARK-CURING ADHESIVES |
US5362769A (en) * | 1992-05-07 | 1994-11-08 | Ormco Corporation | Orthodontic adhesives |
-
0
- NL NL75252D patent/NL75252C/xx active
- NL NL656509275A patent/NL154902B/en unknown
- BE BE497082D patent/BE497082A/xx unknown
-
1949
- 1949-07-21 CH CH278946D patent/CH278946A/en unknown
-
1950
- 1950-06-02 FR FR1019427D patent/FR1019427A/en not_active Expired
- 1950-07-17 GB GB17787/50A patent/GB687299A/en not_active Expired
- 1950-07-18 DE DET1883A patent/DE906752C/en not_active Expired
- 1950-07-19 DK DK240250AA patent/DK78543C/en active
- 1950-07-25 AU AU34907/50A patent/AU157849B2/en not_active Expired
Non-Patent Citations (1)
Title |
---|
None * |
Also Published As
Publication number | Publication date |
---|---|
DK78543C (en) | 1954-12-06 |
NL75252C (en) | |
FR1019427A (en) | 1953-01-21 |
CH278946A (en) | 1951-11-15 |
NL154902B (en) | |
GB687299A (en) | 1953-02-11 |
AU157849B2 (en) | 1950-09-28 |
BE497082A (en) |
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