# US 10,246,373 B2 · Curable fiberglass binder > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,246,373 B2 - Document ID: US10246373B2 - Status: Granted - Kind: B2 - Application number: 15/152,329 - Filed: 2016-05-11 - Published: 2016-09-01 - Granted: 2019-04-02 - Earliest claimed: 2009-08-11 - Assignees: Johns Manville - Applicants: Johns Manville - Inventors: Kiarash Alavi - Web page: https://patentgrep.com/patent/US10246373B2 ## CPC - C03C 25/34: Condensation polymers of aldehydes, e.g. with phenols, ureas, melamines, amides or amines - C03C 25/1095: to obtain coated fabrics - C03C 25/24: Coatings containing organic materials - C03C 25/25: Non-macromolecular compounds - C03C 25/321: Starch; Starch derivatives - C03C 25/42: Coatings containing inorganic materials - C08K 5/07: Aldehydes; Ketones - C08K 7/14: Glass - C08L 79/085: {Unsaturated polyimide precursors} - C09J 179/085: {Unsaturated polyimide precursors} - D04H 1/4218: Glass fibres - D04H 1/587: characterised by the bonding agents used - D04H 1/64: the bonding agent being applied in wet state, e.g. chemical agents in dispersions or solutions - C03C 2217/29: Mixtures - Y10T 442/2992: Coated or impregnated glass fiber fabric - C03C: CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H) - D04H: MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL (weaving D03; knitting D04B; braiding D04C; net-making D04G; sewing D05B; tufting D05C; finishing non-woven fabrics D06); FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING {; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION}(non-woven fabrics having an intermediate or external layer of a different kind, e.g. of woven fabric, B32B) - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract A curable formaldehyde-free binding composition for use with fiberglass is provided. Such curable composition comprises an addition product of an amine and a reactant to form an amino-amide intermediate. To the amino-amide is added an aldehyde or ketone to form the curable binder composition. The composition when applied to fiberglass is cured to form a water-insoluble binder which exhibits good adhesion to glass. In a preferred embodiment the fiberglass is in the form of building insulation. In other embodiments the product is a microglass-based substrate for use in a printed circuit board, battery separator, filter stock, or reinforcement scrim. ## Claims ### Claim 1 A process of making a formaldehyde-free fiberglass product, wherein the process comprises: applying a binder composition to glass fibers, wherein the binder composition comprises: an aldehyde or ketone, and an amino-amide oligomer consisting of an addition product of an amine and a carbonyl-containing compound; and curing the binder composition while present on the glass fibers to make the formaldehyde-free fiberglass product, wherein the cured binder composition includes reaction products of the aldehyde or ketone and the amino-amide oligomer. ### Claim 2 (depends on 1) The process of claim 1, wherein the aldehyde or ketone comprises a reducing sugar. ### Claim 3 (depends on 2) The process of claim 2, wherein the reducing sugar comprises dextrose. ### Claim 4 (depends on 1) The process of claim 1, wherein the amine is a diamine having at least one primary amine group. ### Claim 5 (depends on 1) The process of claim 1, wherein the amine comprises at least one amine selected from the group consisting of 1,2-diethylamine, 1,3-propanediamine, 1,4-butanediamine, 1,5-pentanediamine, 1,6-hexanediamine, α, α′-diaminoxylene, diethylenetriamine, triethylenetetramine, and tetraethylenepentamine. ### Claim 6 (depends on 1) The process of claim 1, wherein the carbonyl-containing compound is selected from the group consisting of a saturated or unsaturated anhydride, a carboxylic acid, an ester, and salts and mixtures thereof. ### Claim 7 (depends on 1) The process of claim 1, wherein the carbonyl-containing compound is selected from the group consisting of maleic acid, fumaric acid, maleic anhydride, mono- and di-esters of maleic acid, mono- and di-esters of fumaric acid, and phthalic anhydride, tetrahydro phthalic anhydride, succinic acid and anhydride, glutaric acid and anhydride, salts and mixtures thereof. ### Claim 8 (depends on 1) The process of claim 1, wherein the carbonyl-containing compound is maleic anhydride. ### Claim 9 (depends on 1) The process of claim 1, wherein the binder composition further comprises at least one component selected from the group consisting of adhesion promoters, oxygen scavengers, moisture repellants, solvents, emulsifiers, pigments, fillers, anti-migration aids, coalescent aids, wetting agents, biocides, plasticizers, organosilanes, anti-foaming agents, colorants, waxes, suspending agents, anti-oxidants, and crosslinking catalysts. ### Claim 10 (depends on 1) The process of claim 1, wherein the formaldehyde-free fiberglass product is building insulation. ### Claim 11 (depends on 1) The process of claim 1, wherein the formaldehyde-free fiberglass product is a microglass-based substrate useful for any of a printed circuit board, battery separator, filter stock, or reinforcement scrim. ### Claim 12 (depends on 1) The process of claim 1, wherein the formaldehyde-free fiberglass product is a fiberglass substrate useful in a roofing membrane. ### Claim 13 A process of making a formaldehyde-free fiberglass product, wherein the process comprises: reacting an amine and a carbonyl-containing compound to form an amino-amide oligomer, mixing the amino-amide oligomer with a reducing sugar to form a binder composition; applying the binder composition to glass fibers; and curing the binder composition while present on the glass fibers to make the formaldehyde-free fiberglass product, wherein the cured binder composition includes reaction products of the reducing sugar and the amino-amide oligomer. ### Claim 14 (depends on 13) The process of claim 13, wherein the amino-amide compound is in an aqueous medium. ### Claim 15 (depends on 13) The process of claim 13, wherein the amine and the carbonyl-containing compound are reacted at a temperature range of 120° C. to 150° C. ### Claim 16 (depends on 13) The process of claim 13, wherein the curing of the binder composition occurs at a temperature of 100° C. to 300° C. ### Claim 17 (depends on 13) The process of claim 13, wherein the binder composition is an aqueous solution. ### Claim 18 (depends on 13) The process of claim 13, wherein the amine comprises at least one amine selected from the group consisting of 1,2-diethylamine, 1,3-propanediamine, 1,4-butanediamine, 1,5-pentanediamine, 1,6-hexanediamine, α, α′-diaminoxylene, diethylenetriamine, triethylenetetramine, and tetraethylenepentamine. ### Claim 19 (depends on 13) The process of claim 13, wherein the carbonyl-containing compound comprises at least one compound selected from maleic acid, fumaric acid, maleic anhydride, mono- and di-esters of maleic acid, mono- and di-esters of fumaric acid, and phthalic anhydride, tetrahydro phthalic anhydride, succinic acid and anhydride, glutaric acid and anhydride, salts and mixtures thereof. ### Claim 20 (depends on 1) The process of claim 1, wherein the cured binder composition further comprises a polyamino-amide and a polyamino-imide.