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US 9,416,271 B2Granted
Halogen free benzoxazine based curable compositions for high Tg applications
AssigneeHuntsman Advanced Materials Americas LLC
InventorsRoger Tietze, Yen-Loan Nguyen
Life of this patent
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Abstract
A method for forming a halogen-free curable composition containing a benzoxazine monomer, at least one epoxy resin, a catalyst, a toughening agent and a solvent. The halogen-free curable composition is especially suited for use in automobile and aerospace applications since the composition, upon curing, produces a composite having a high glass transition temperature.
Claims5
A method for producing a halogen-free curable composition comprising mixing together:
- (a) a benzoxazine monomer of the formula (I)
- wherein each R is, independently from one another, allyl, unsubstituted or substituted phenyl, unsubstituted or substituted C1-C8-alkyl or unsubstituted or substituted C3-C8 cycloalkyl;
- (b) at least one epoxy resin;
- (c) 5.7-10 parts by weight per 100 parts by weight of the composition of a catalyst selected from tetraphenolethane;
- (d) 5.7-10 parts by weight per 100 parts by weight of a toughening agent of the formula (II)
- wherein m is 1 or 2, n is 2 to 6, R0 is an n-valent radical of an elastomeric prepolymer after the removal of the terminal isocyanate, amino or hydroxyl groups, the elastomeric prepolymer being soluble or dispersible in epoxy resin, X and Y independently of one another are —O— or —NR3—, at least one X or Y being —NR3—, R2 is an m+1-valent radical of polyphenol or aminophenol after the removal of the phenolic hydroxyl group(s) and optionally of the amino group, and R3 is hydrogen, C1-C6 alkyl or phenol;
- and
- (e) a solvent
- to produce the halogen-free curable composition.
6 more elements
A method of forming an article comprising:
- (a) applying on a first substrate a halogen-free curable composition comprising
- (i) a benzoxazine monomer of the formula (I)
- wherein each R is, independently from one another, allyl, unsubstituted or substituted phenyl, unsubstituted or substituted C1-C8-alkyl or unsubstituted or substituted C3-C8 cycloalkyl;
- (ii) at least one epoxy resin;
- (iii) 5.7-10 parts by weight per 100 parts by weight of the composition of a catalyst selected from tetraphenolethane;
- (iv) 5.7-10 parts by weight per 100 parts by weight of a toughening agent of the formula (II)
- wherein m is 1 or 2, n is 2 to 6, R0 is an n-valent radical of an elastomeric prepolymer after the removal of the terminal isocyanate, amino or hydroxyl groups, the elastomeric prepolymer being soluble or dispersible in epoxy resin, X and Y independently of one another are —O— or —NR3—, at least one X or Y being —NR3—, R2 is an m+1-valent radical of polyphenol or aminophenol after the removal of the phenolic hydroxyl group(s) and optionally of the amino group, and R3 is hydrogen, C1-C6 alkyl or phenol;
- and
- (v) a solvent;
- (b) adjoining a second substrate to the first substrate;
- and
- (c) heating the halogen-free curable composition and substrates at a temperature greater than 150° C. to adhere the substrates together and form the article.
9 more elements
A container comprising a halogen-free curable composition wherein the halogen-free curable composition comprises
- (a) a benzoxazine monomer of the formula (I)
- wherein each R is, independently from one another, allyl, unsubstituted or substituted phenyl, unsubstituted or substituted C1-C8-alkyl or unsubstituted or substituted C3-C8 cycloalkyl;
- (b) at least one epoxy resin;
- (c) 5.7-10 parts by weight per 100 parts by weight of the composition of a catalyst selected from tetraphenolethane;
- (d) 5.7-10 parts by weight per 100 parts by weight of a toughening agent of the formula
- wherein m is 1 or 2, n is 2 to 6, R0 is an n-valent radical of an elastomeric prepolymer after the removal of the terminal isocyanate, amino or hydroxyl groups, the elastomeric prepolymer being soluble or dispersible in epoxy resin, X and Y independently of one another are —O— or —NR3—, at least one X or Y being —NR3—, R2 is an m+1-valent radical of polyphenol or aminophenol after the removal of the phenolic hydroxyl group(s) and optionally of the amino group, and R3 is hydrogen, C1-C6 alkyl or phenol;
- and
- (e) a solvent.
5 more elements
Dependencies are inferred from the claim text.