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Toughened Cyanoacrylate Compositions

a technology of cyanoacrylate composition and composition, which is applied in the direction of adhesive process, cellulose adhesive, lamination, etc., can solve the problems of reducing the strength of cyanoacrylate, so as to improve the strength of side impact and fracture toughness, improve the shear strength, and improve the shelf life

Inactive Publication Date: 2008-12-25
HENKEL IP & HOLDING GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0015]The inclusion of the rubber toughening agent noted above that is not compounded with such release agents and anti-oxidants into a cyanoacrylate composition provides for demonstrated improved properties, such as fixture speeds, shear strengths, fracture toughness and shelf life, when compared to the BLACK MAX products or LOCTITE 4203, 4204 and 4205, and at least comparable fixture speeds and shelf life when compared to non-rubber toughened, thickened cyanoacrylate adhesive products, such as LOCTITE PRISM 401.
[0020]And the invention is directed to a method of conferring one or more of the following properties to rubber toughened cyanoacrylate compositions improved shelf life, fixture speed, improved shear strength development over time, and improved side impact strength and fracture toughness, which method includes the steps of providing a cyanoacrylate composition, providing a rubber toughening agent of (a) reaction products of the combination of ethylene, methyl acrylate and monomers having carboxylic acid cure sites or (b) dipolymers of ethylene and methyl acrylate (or combinations thereof), and being substantially free of processing acids and / or anti-oxidants, and mixing together the cyanoacrylate compositions and rubber toughening agents.

Problems solved by technology

The processing aids and anti-oxidants used to compound reactions products of these components are typically found in the VAMAC acrylic rubbers available from DuPont, such as VAMAC G or VAMAC B-124, These VAMAC acrylic rubber products when used together with cyanoacrylates have a tendency to destabilize the cyanoacrylate on the one hand (thus resulting in a shorter shelf life as the cyanoacrylate becomes more reactive) and to retard fixture speed on the other hand, Neither of these affects are particularly desirable.

Method used

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  • Toughened Cyanoacrylate Compositions
  • Toughened Cyanoacrylate Compositions
  • Toughened Cyanoacrylate Compositions

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0075]A number of samples were evaluated for their fixture speeds on a variety of substrates and shelf lives under accelerated aging conditions. The samples evaluated included LOCTITE BLACK MAX 380, LOCTITE 4203, LOCTITE 4204, LOCTITE 4205, LOCTITE BLACK MAX 480, and Sample Nos. 1-9, where the first five samples—labeled as Sample A-E, respectively, are provided for comparative purposes.

[0076]Sample Nos. 1-9 were prepared by mixing together the noted constituents for a sufficient period of time to ensure substantial homogeneity of the constituents. Ordinarily, about 30 minutes should suffice, depending of course on the quantity of the constituents used. The constituents and amounts of LOCTITE BLACK MAX 380 (Sample A), LOCTITE 4203 (Sample B), LOCTITE 4204 (Sample C), LOCTITE 4205 (Sample D), LOCTITE BLACK MAX 480 (Sample E), and Sample Nos. 1, 2 and 3 are given in Tables 1a and 1b; Sample Nos. 4-6 are given in Table 1c; and Sample Nos. 7-9 are given in Table Id.

TABLE 1aComponentSampl...

example 2

[0085]In this example, three VAMAC-brand rubbers, VMX 1012, VCS 5500 and VCS 5520, were dissolved in ethyl cyanoacrylate monomer to formulate cyanoacrylate compositions. The difference in constituents between these two VAMAC-brand rubbers from other commercially available ones (i.e., VAMAC G and VAMAC B-124) is shown below in Table 3. Like VAMAC VCS 5500, VMX 1012 and VCS 5520 are substantially free of processing aids such as the release agents octadecyl amine, complex organic phosphate esters and / or stearic acid, and anti-oxidants, such as substituted diphenyl amine. Unlike VAMAC 5500, VMX 1012 is free of acid cure sites, and VCS 5520 is believed to contain about half the amount of total acid cure sites found in VAMAC G and B-124.

TABLE 3Ingredients usedto make VAMACVMXVCSVCSVAMACVAMACrubber101255205500GB-124EthylenexxXxxMethyl acrylatexxXxxMonomers having—x,x,x,x,carboxylic acid2 wt. %4 wt. %4 wt. %4 wt. %cure sitesInternal release aid———xx(Carbowax / Nargard / Polygaurd)Carbon black——...

example 3

[0088]In this example, two VAMAC-brand rubbers, VMX 1012 and VCS 5520, were dissolved in ethyl cyanoacrylate monomer to formulate cyanoacrylate compositions for a comparison to LOCTITE PRISM 480 (Sample E) as a control. Table 6 below shows the formulation constituents of each sample.

TABLE 6ComponentSample No.TypeIdentity121314CyanoacrylateEthyl-2-CABalanceBalanceBalanceRubber TougheningVAMAC VMX 10128——AgentVAMAC VCS 5520—88StabilizerBF30.0010.00020.0001AcceleratorCrown ether0.2—0.2Other additivesCitric acid0.0050.0050.005Phthalic anhydride0.50.50.5

[0089]Referring below to Table 7, stability of the so formed cyanoacrylate compositions was again determined after accelerated ageing in aluminum tubes at a temperature of 82° C. By using VAMAC VMX 1012 and VCS 5520, the cyanoacrylate compositions were determined to be shelf stable for at least 10 days under the test conditions, which is an improvement over the control. In addition, a faster fixture time was observed for Sample Nos. 12 an...

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Abstract

This invention relates to cyanoacrylate-containing compositions that include, in addition to the cyanoacrylate component, a rubber toughening component, which is substantially clear and colorless and which is substantially free of release agents and anti-oxidants known to impair the fixture speeds and shelf life stability of cyanoacrylate compositions to which they are added. As a result, the inventive rubber cyanoacrylate adhesive compositions demonstrate improved properties, such as fixture speed, strength and shelf life under accelerated aging conditions.

Description

BACKGROUND OF THE INVENTION[0001]1. Field of the Invention[0002]This invention relates to cyanoacrylate compositions that include, in addition to the cyanoacrylate component, a rubber toughening component, which is substantially clear and colorless and which is substantially free of release agents and anti-oxidants known to impair the fixture speeds and shelf life stability of cyanoacrylate compositions to which they are added. As a result, the inventive rubber toughened cyanoacrylate compositions demonstrate improved properties, such as fixture speed, strength and shelf life under accelerated aging conditions.[0003]2. Brief Description of Related Technology[0004]Cyanoacrylate adhesive compositions are well known, and widely used as quick setting, instant adhesives with a wide variety of uses. See H. V. Coover, D. W. Dreifus and J. T. O'Connor, “Cyanoacrylate Adhesives” in Handbook of Adhesives, 27, 463-77, I. Skeist, ed., Van Nostrand Reinhold, New York, 3rd ed. (1990). See also G....

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C09J4/04C09J5/00
CPCC08F222/32C09J4/06C09J123/0869C08L2666/02C08K3/04C08K5/092C08K5/1539C08K5/159C08K5/10C08K5/3415C08F222/322C09J4/00C09J9/00C09J11/06C09J11/04C09J5/00B32B37/12C09J2433/00C08K3/36B32B2307/558
Inventor ATTARWALA, SHABBIRDAVILA, ROSA M.SUROWIECKI, BENJAMINWOJCIAK, STANLI, LINGGRISMALA, ROGER
Owner HENKEL IP & HOLDING GMBH
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