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Cyanoacrylate compositions curable to flexible polymeric materials

  • US 6,977,278 B1
  • Filed: 12/21/2001
  • Issued: 12/20/2005
  • Est. Priority Date: 01/08/2001
  • Status: Expired due to Term
First Claim
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1. A cyanoacrylate composition comprising:

  • (i) at least one lower cyanoacrylate monomer component selected from the group consisting of ethyl cyanoacrylate and methoxycyanoacrylate;

    (ii) at least one higher cyanoacrylate monomer component in an amount greater than 12% by weight based on the total weight of the combination of the lower cyanoacrylate monomer and the higher cyanoacrylate monomer, and selected from the group consisting of;

    n-propyl-cyanoacrylate, iso-propyl cyanoacrylate, n-butylcyanoacrylate, sec-butyl-cyanoacrylate, iso-butyl-cyanoacrylate, tert-butyl-cyanoacrylate, n-pentyl-cyanoacrylate, 1-methyl-butyl-cyanoacrylate, 1-ethyl-propyl-cyanoacrylate, neopentyl-cyanoacrylate, n-hexyl-cyanoacrylate, 1-methyl pentyl-cyanoacrylate, n-heptyl-cyanoacrylate, n-octyl-cyanoacrylate, n-nonyl-cyanoacrylate, n-decyl-cyanoacrylate, n-undecyl-cyanoacrylate, n-dodecyl-cyanoacrylate, cyclohexyl-cyanoacrylate, benzyl-cyanoacrylate, phenyl-cyanoacrylate, tetrahydrofurfuryl-cyanoacrylate, allyl cyanoacrylate, propargyl-cyanoacrylate, 2-butenyl-cyanoacrylate, phenethyl-cyanoacrylate, chloropropyl-cyanoacrylate, ethoxyethyl-cyanoacrylate, ethoxypropyl-cyanoacrylate, ethoxy isopropyl-cyanoacrylate, propoxyethyl-cyanoacrylate, isopropoxyethyl-cyanoacrylate, butoxyethyl-cyanoacrylate, methoxypropyl-cyanoacrylate, methoxy isopropyl-cyanoacrylate, methoxy butyl-cyanoacrylate, propoxymethyl-cyanoacrylate, propoxy ethyl-cyanoacrylate, propoxy propyl-cyanoacrylate, butoxymethyl-cyanoacrylate, butoxyethyl-cyanoacrylate, butoxypropyl-cyanoacrylate, butoxyisopropyl-cyanoacrylate, butoxy butyl-cyanoacrylate, iso-nonyl-cyanoacrylate, iso-decyl-cyanoacrylate, cyclohexyl methyl-cyanoacrylate, naphtyl-cyanoacrylate, 2-(2′

    -methoxy)-ethoxy ethyl-cyanoacrylate, 2-(2′

    -ethoxy)-ethoxy ethyl-cyanoacrylate, 2-(2′

    -propyloxy)-ethoxy ethyl-cyanoacrylate, 2-(2′

    -butyloxy)-ethoxy ethyl-cyanoacrylate, 2-(2′

    -pentyloxy)-ethoxy ethyl-cyanoacrylate, 2-(2′

    -hexyloxy)-ethoxy ethyl-cyanoacrylate, 2-(2′

    -methoxy)-propyloxy propyl-cyanoacrylate, 2-(2′

    -ethoxy)-propyloxy propyl-cyanoacrylate, 2-(2′

    -propyloxy)-propyloxy propyl-cyanoacrylate, 2-(2′

    -pentyloxy)-propyloxy propyl-cyanoacrylate, 2-(2′

    -hexyloxy)-propyloxy propyl-cyanoacrylate, 2-(2′

    -methoxy)-butyloxy butylcyanoacrylate, 2-(2′

    -ethoxy)-butyloxy butyl-cyanoacrylate, 2-(2′

    -butyloxy)-butyloxy butyl-cyanoacrylate, 2-(3′

    -methoxy)-propyloxy ethyl-cyanoacrylate, 2-(3′

    -methoxy)-butyloxy ethyl-cyanoacrylate, 2-(3′

    -methoxy)-propyloxy propyl-cyanoacrylate, 2-(3′

    -methoxy)-butyloxy propyl-cyanoacrylate, 2-(2′

    -methoxy)-ethoxy propyl-cyanoacrylate, and 2-(2′

    -methoxy)-ethoxy, butyl-cyanoacrylate;

    (iii) at least one plasticiser component comprising at least one ester group containing plasticiser, the plasticiser component being miscible in a mixture of component (i) and component (ii);

    the plasticiser component being present in the composition in an amount between about 15 to about 40% by weight of the composition, and the plasticiser component having an Ap/Po ratio in the range of about 1 to less than about 6, provided the plasticiser component does not include pentaerythritoltetrabenzoate as the sole plasticiser.

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