Paper making and fiber liberation – Processes and products – Plural fiber containing
Reexamination Certificate
1999-02-25
2001-11-13
Chin, Peter (Department: 1731)
Paper making and fiber liberation
Processes and products
Plural fiber containing
C162S156000, C162S164300, C162S164400, C162S164600, C162S168200
Reexamination Certificate
active
06315865
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to silyl-linked polyamidoamines, and to the preparation of silyl-linked polyamidoamines.
2. Description of Background and Other Information
Polyamidoamine-epichlorohydrin resins have been used extensively as wet strength agents for paper, as creping adhesives, and for other applications. Silanated resins are also known.
Japanese Patent Publication No. 1174560 discloses a standard-temperature curable composition which includes (1) a compound obtained by the addition product of (a) an epoxyalkylalkyloxysilane and (b) the reaction product of a polyvalent carboxylic acid with a polyamine compound having at least two primary and/or secondary amino groups, and (2) a polyoxyalkylene ether chain polymer with a hydrolyzable silicon group. For compound (1), this publication discloses 3-glycidoxypropyltrimethoxysilane as a suitable epoxyalkyl-alkyloxysilane, diethylenetriamine as a suitable polyamine, and adipic acid as a suitable polyvalent carboxylic acid; long-chain dibasic acids of C
12
or more are indicated to be particularly suitable. Also for compound (1), this publication discloses an equivalent ratio of amino groups to carboxyl groups of 2:1, for the condensation of polyamine with polycarboxylic acid. The composition is disclosed as having utility as an adhesive, sealant, coating agent, paint, and injection agent. There is discussion of sealants used to seal joints between automobile steel plates, and used as injection agents for the repair of building tile joints; durability under weather temperature variation is mentioned as a factor.
U.S. Pat. No. 3,637,550 discloses silanated polyamide adhesives for bare metal substrates, prepared by melt blending dry and nonacidic polyamides of specified class, containing less than 0.5 weight percent moisture, with silanating compounds also of specified class. This patent further discloses that if the polyamide contains substantially more than 0.5 percent moisture, a processable thermoplastic polymer providing bonds of significantly improved moisture resistance is not obtained. Example 13 discloses a polyamide prepared from hexamethylenediamine, diethylenetriamine, dimerized fatty acid, adipic acid, sebacic acid, and acetic acid; Example 14 discloses reaction of the Example 13 polyamide with 3,4-epoxy-cyclohexylethyltrimethoxysilane.
U.S. Pat. No. 3,288,754 discloses silicon-modified polyamide-polyimides. The polyamide-polyimide prepolymer is prepared by the reaction of a diamine with an anhydride or its derivative having at least three carbonyl-containing groups per molecule. Polar organic solvents are preferred for the reaction of the anhydride with the diamine; water beyond trace amounts in the system cannot be tolerated. Among the silanes disclosed as being suitable for modifying the polyamide-polyimide prepolymer is 3-glycidoxypropyltrimethoxysilane.
U.S. Pat. Nos. 4,990,563, 4,992,538, 4,973,680, 5,004,791, 5,032,682, 5,036,137, and 5,071,978 disclose various silated poly[vinyl alcohol]s and polysaccharides.
SUMMARY OF THE INVENTION
The present invention pertains to silyl-linked polyamidoamines. An advantage of the resins of the invention is that they do not require storage at an acidic pH to maintain stability—for instance, to prevent gelation.
Preferably, the silyl-linked polyamidoamines of the present invention are thermosetting. Also as a matter of preference, they are soluble in an aqueous medium.
The silyl-linked polyamidoamines of the invention can comprise the reaction product of reactants which comprise at least one dicarboxylic acid or dicarboxylic acid derivative, at least one polyamine, and at least one silylating agent. The reactants further can comprise at least one cationizing agent, and/or at least one endcapping agent.
Particularly, the silyl-linked polyamidoamines of the invention can comprise the reaction product of the at least one silylating agent, and a polyamidoamine prepolymer comprising the reaction product of the at least one dicarboxylic acid or dicarboxylic acid derivative and the at least one polyamine; the reactants for preparing the prepolymer can also include at least one endcapping agent. Preferably, the at least one silylating agent comprises at least one first site reactive with silylating agent reactive amine groups in the polyamidoamine prepolymer, and at least one hydrolyzable site.
Also as a matter of preference, the mole ratio of the at least one silylating agent, to silylating agent reactive amine groups in the polyamidoamine prepolymer, is between about 0.05 and about 2.0. This mole ratio is more preferably between about 0.1 and about 0.75, and between about 0.15 and about 0.5 as a matter of particular preference.
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Allen Anthony John
Sau Arjun C.
Chin Peter
Hercules Incorporated
Robert P. O'Flynn O'Brien
Sloan Martin F.
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