Polyalkylene carbonate resin composition having an interpenetrating crosslinked structure

Patent metadata

Field	Value
Publication number	US-9777153-B2
Application number	US-201314398578-A
Country	US
Kind code	B2
Filing date	May 3, 2013
Priority date	May 4, 2012
Publication date	Oct 3, 2017
Grant date	Oct 3, 2017

Abstract

A polyalkylene carbonate resin composition with interpenetrating network structure includes an aliphatic polycarbonate obtained through a reaction of carbon dioxide with at least one epoxide compound selected from the group consisting of (C2-C10)alkylene oxide substituted or unsubstituted with halogen or alkoxy, (C4-C20)cycloalkylene oxide substituted or unsubstituted with halogen or alkoxy, and (C8-C20)styrene oxide substituted or unsubstituted with halogen, alkoxy, alkyl or aryl, at least one compound selected from a polyol compound, an epoxy compound and an acryl compound, and a curing agent for polymerization or networking.

First claim

What is claimed is:

1. A resin composition comprising an interpenetrating polymer network comprising:
(a) an aliphatic polycarbonate having a weight average molecular weight between 30,000 and 350,000, obtained through a reaction of carbon dioxide with at least one epoxide compound selected from the group consisting of (C2-C10)alkylene oxide substituted or unsubstituted with halogen or alkoxy; (C4-C20)cycloalkylene oxide substituted or unsubstituted with halogen or alkoxy; and (C8-C20)styrene oxide substituted or unsubstituted with halogen, alkoxy, alkyl or aryl,
wherein the aliphatic polycarbonate is represented by Chemical Formula 1:

wherein in Chemical Formula 1, w is an integer of 2 to 10, x is an integer of 5 to 100, y is an integer of 0 to 100, n is an integer of 1 to 3, and R is hydrogen, (C1-C4)alkyl or —CH 2 —O—R′ (R′ is (C1-C8)alkyl); and
(b) the reaction product of:
(i) a polyol compound having a weight average molecular weight between 200 and 30,000; and
(ii) a curing agent having functional groups capable of reacting with hydroxyl functional groups of the polyol compound to form the reaction product,

wherein the reaction product is penetrated into the aliphatic polycarbonate to form an interpenetrating network.

2. The resin composition of claim 1 , wherein the aliphatic polycarbonate has a melt index (150° C./5 kg) between 0.01 and 350.

3. The resin composition of claim 1 , wherein the aliphatic polycarbonate is polypropylene carbonate or polyethylene carbonate.

4. The resin composition of claim 1 , wherein the polyol compound is at least one selected from the group consisting of polyester polyol, polyether polyol and polycarbonate polyol.

5. The resin composition of claim 1 , wherein the curing agent is at least one selected from an isocyanate-based compound, a melamine-based compound, an amine-based compound, an acid anhydride-based compound, an imidazole-based compound and a mercaptan-based compound.

6. The resin composition of claim 5 , wherein the isocyanate-based compound is at least one selected from the group consisting of 2,4-trilene diisocyanate, 2,6-trilene diisocyanate, hydrogenated trilene diisocyanate, 1,3-xylene diisocyanate, 1,4-xylene diisocyanate, diphenyl methane-4,4-diisocyanate, 1,3-bisisocyanatomethyl cyclohexane, tetramethyl xylene diisocyanate, 1,5-naphthalene diisocyanate, 2,2,4-trimethyl hexamethylene diisocyanate, 2,4,4-trimethyl hexamethylene diisocyanate and triphenylmethane triisocyanate.

7. The polyalkylene carbonate resin composition of claim 5 , wherein the melamine-based curing agent is at least one selected from the group consisting of hexa methoxy methyl melamine, hexa ethoxy methyl melamine, hexa propoxy methyl melamine, hexa butoxy methyl melamine, hexa pentyloxy methyl melamine and hexa hexyloxy methyl melamine.

8. The polyalkylene carbonate resin composition of claim 5 , wherein the amine-based curing agent is at least one selected from the group consisting of benzyldimethyl amine, triethanol amine, triethylene tetramine, diethylene triamine, triethylene amine, dimethylaminoethanol, and tridimethylaminomethylphenol.

9. The polyalkylene carbonate resin composition of claim 5 , wherein the acid anhydride curing agent is at least one selected from the group consisting of phthalic anhydride, maleic anhydride, trimellitic anhydride, pyromellitic anhydride, hexahydrophthalic anhydride, tetrahydrophthalic anhydride, methylnadic anhydride, nadic anhydride and methylhexahydrophthalic anhydride.

10. The polyalkylene carbonate resin composition of claim 5 , wherein the imidazole-based curing agent is at least one selected from the group consisting of imidazole, isoimidazole, 2-methylimidazole, 2-ethyl-4-methylimidazole, 2,4-dimethylimidazole, butylimidazole, 2-heptadecenyl-4-methylimidazole, 2-methylimidazole, 2-undecenylimidazole, 1-vinyl-2-methylimidazole, 2-n-heptadecylimidazole, 2-undecylimidazole, 2-heptadecylimidazole, 2-phenylimidazole, 1-benzyl-2-methylimidazole, 1-propyl-2-methylimidazole, 1-cyanoethyl-2-methylimidazole, 1-cyanoethyl-2-ethyl-4-methylimidazole, 1-cyanoethyl-2-undecylimidazole, 1-cyanoethyl-2-phenylimidazole, 1-guanaminoethyl-2-methylimidazole, an added product of the imidazole and methylimidazole, an added product of the imidazole and trimellitic acid, 2-n-heptadecyl-4-methylimidazole, phenylimidazole, benzylimidazole, 2-methyl-4,5-diphenylimidazole, 2,3,5-triphenylimidazole, 2-styrylimidazole, 1-(dodecylbenzyl)-2-methylimidazole, 2-(2-hydroxyl-4-t-butylphenyl)-4,5-diphenylimidazole, 2-(2-methoxyphenyl)-4,5-diphenylimidazole, 2-(3-hydroxyphenyl)-4,5-diphenylimidazole, 2-(p-dimethyl-aminophenyl)-4,5-diphenylimidazole, 2-(2-hydroxyphenyl)-4,5-diphenylimidazole, di(4,5-diphenyl-2-imidazole)-benzyl-1,4,2-naphthyl-4,5-diphenylimidazole, 1-benzyl-2-methylimidazole, and 2-p-methoxystyrylimidazole.

11. The polyalkylene carbonate resin composition of claim 5 , wherein the mercaptan-based curing agent is at least one selected from the group consisting of pentaerythritol, tetrathio glycol, polysulfide, and trioxane trimethylene mercaptan.

12. The resin composition of claim 1 , comprising 5 to 950 parts by weight of the polyol compound with respect to 100 parts by weight of the aliphatic polycarbonate, and 0.9 to 1.2 times of equivalents of the curing agent with respect to hydroxy equivalent of the polyol polymer.

13. The resin composition of claim 5 , wherein the isocyanate-based curing agent and the melamine-based curing agent are included in a reaction one by one.

14. The resin composition of claim 1 , further comprising at least one additive selected from the group consisting of a pigment, a dye, a filler, an anti-oxidant, an ultraviolet blocking agent, an antistatic agent, a blocking preventing agent, a slipping agent, an inorganic filler, a mixing agent, a stabilizer, a viscosity imparting resin, a modifying resin, a leveling agent, a fluorescent whitening agent, a dispersing agent, a thermal stabilizer, a light stabilizer, an ultraviolet absorbent and a lubricant.

15. A molded product comprising the resin composition of claim 1 .

Assignees

• Sk Innovation Co Ltd
• Sk Global Chemical Co Ltd

Inventors

• Hong Seung Gweon
• Park Jae Young
• Kim Hye Lim
• Choi Ji Yeon
• Chung Kwang Jin
• Ok Myung Ahn

Classifications

• C08L63/00

  Compositions of epoxy resins; Compositions of derivatives of epoxy resins · CPC title

• C08K5/10

  Esters; Ether-esters · CPC title

• C08J3/246

  Intercrosslinking of at least two polymers · CPC title

• C08L69/00 Primary

  Compositions of polycarbonates; Compositions of derivatives of polycarbonates · CPC title

• C08J2433/12

  Homopolymers or copolymers of methyl methacrylate · CPC title