Resin composition

Abstract

A resin composition which contains a polyester polyol (A) and a polylactic acid polymer (B), the polyester polyol (A) comprising units derived from a polyol (a1) and a polycarboxylic acid (a2), and the polyol (a1) comprising an aliphatic diol (a1-1) having 4 or more carbon atoms and having an alkyl group as a branched chain.

Description

TECHNICAL FIELD

[0001] The present application relates to a resin composition. BACKGROUND

[0002] From the viewpoint of protecting the environment, development relating to bioplastics is being actively pursued. A polylactic acid-based polymer, which is a bioplastic, is produced using a renewable resource derived from plants such as corn produced by photosynthesis, and is expected to be used in a wide range of fields.

[0003] However, it is known that polylactic acid-based polymers are brittle, and have poor flexibility (elongation) and impact resistance, etc., compared to petroleum-based plastics. Therefore, the use of polylactic acid-based polymers as a resin material is sometimes limited. As an attempt to improve the disadvantages of polylactic acid-based polymers, for example, a technique using a polyester polyol having a specific hydroxyl value has been studied (for example, see Patent Document 1). In addition, a technique using two or more plasticizers selected from the group consisting of esters of polybasic acids and monohydric alcohols, esters of monobasic acids and polyhydric alcohols, and esters of polybasic acids and polyhydric alcohols has been studied (for example, see Patent Document 2).

[0004] PRIOR ART DOCUMENTS

[0005] PATENT DOCUMENTS

[0006] Patent Document 1: Japanese Patent Application Publication No. 2008-019419

[0007] Patent Document 2: Japanese Patent Application Publication No. 2005-023091 SUMMARY

[0008] PROBLEMS TO BE SOLVED BY THE INVENTION

[0009] With the techniques described in the above Patent Documents 1 and 2, although the impact resistance and elongation of a resin composition containing a polylactic acid-based polymer are improved to some extent, they are not sufficient. In addition, in the case where an additive such as a plasticizer is added in order to impart good impact resistance and elongation to a resin composition containing a polylactic acid-based polymer, there is a problem in that the glass transition temperature of the resin composition is sometimes greatly reduced.

[0010] Therefore, the problem to be solved by the present application is to provide a resin composition that suppresses a reduction in glass transition temperature, and has good elongation and impact resistance.

[0011] MEANS FOR SOLVING THE PROBLEMS

[0012] In order to solve the above problems, intensive studies were conducted, and as a result, the present inventors conceived the following present application, and found that the problems could be solved.

[0013] That is, the present application is as described below.

[0014] [1] A resin composition comprising a polyester polyol (A) and a polylactic acid polymer (B).

[0015] The aforementioned polyester polyol (A) comprises units derived from polyol (a1) and polycarboxylic acid (a2).

[0016] The aforementioned polyol (a1) includes aliphatic diols (a1-1) with alkyl groups as branches and having 4 or more carbon atoms.

[0017] [2] According to the resin composition described in [1] above, wherein the polycarboxylic acid (a2) is an aliphatic dicarboxylic acid (a2-1).

[0018] [3] According to the resin composition described in [2] above, wherein the aliphatic dicarboxylic acid (a2-1) is selected from at least one of sebacic acid and adipic acid.

[0019] [4] The resin composition according to any one of [1] to [3] above, wherein the number average molecular weight of the polyester polyol (A) is 500 to 100,000.

[0020] [5] The resin composition according to any one of [1] to [4] above, wherein, relative to 100 parts by weight of the polylactic acid polymer (B) above, it contains 0.1 to 50 parts by weight of the polyester polyol (A) above.

[0021] [6] According to the resin composition described in [3] above, wherein the aliphatic dicarboxylic acid (a2-1) contains adipic acid, and the number average molecular weight of the polyester polyol (A) is 2,000 to 100,000.

[0022] [7] According to the resin composition described in [3] above, wherein the aliphatic dicarboxylic acid (a2-1) includes sebacic acid, and the number average molecular weight of the polyester polyol (A) is 2,000 to 100,000.

[0023] [8] The resin composition according to any one of [1] to [7] above, wherein, relative to 100 parts by weight of the polylactic acid polymer (B) above, contains 0.001 to 3.0 parts by weight of a cyclic ester compound (C).

[0024] Invention Effects

[0025] According to the present invention, a resin composition is provided that suppresses the decrease in glass transition temperature and has good elongation and impact resistance. Detailed Implementation

[0026] Hereinafter, one example of an embodiment of the present application will be described. However, the embodiments shown below are examples for embodying the technical idea of the present application, and the present application is not limited to the description below.

[0027] In the present specification, although preferred modes of the embodiments are shown, modes obtained by combining two or more of the respective preferred modes are also preferred modes. As for matters shown with respect to numerical ranges, in the case where a plurality of numerical ranges exist, their lower limit values and upper limit values can be selectively combined as preferred modes. In addition, in the case where a numerical range of "XX to YY" is described, it means "XX or more and YY or less".

[0028] In the present specification, "a unit derived from ~" (here, "~" represents a polymer) means "a structural unit derived from ~". For example, "a polylactic acid unit" means "a structural unit derived from polylactic acid", and "a polyester unit" means "a structural unit derived from polyester".

[0029] In the present specification, "a main chain" means the longest molecular chain in a molecule. In addition, "a side chain" means a molecular chain other than the main chain in a molecule.

[0030] [Resin composition]

[0031] The resin composition of the present embodiment contains a polyester polyol (A) and a polylactic acid-based polymer (B). Furthermore, the polyester polyol (A) described above contains units derived from a polyol (al) and a polycarboxylic acid (a2), and the polyol (al) contains an aliphatic diol (al-1) having an alkyl group as a side chain and having a carbon number of 4 or more.

[0032] As a result of various studies by the present inventors and others, it has been found that a resin composition containing a specific polyester polyol (A) and a polylactic acid-based polymer (B) suppresses a decrease in glass transition temperature and has good elongation and impact resistance.

[0033] The reason why the resin composition of the present embodiment suppresses a decrease in glass transition temperature and has good elongation and impact resistance is not certain, and various factors are involved, but it is presumed as follows.

[0034] Since the polyester polyol (A) contains an ester structure, it has moderate compatibility with the polylactic acid-based polymer (B) which also contains an ester structure. It is presumed from this that the resin composition of the present embodiment has good elongation and impact resistance.

[0035] In addition, in the case of the resin composition containing a general plasticizer and the polylactic acid-based polymer (B), since the compatibility of the plasticizer with the polylactic acid-based polymer (B) is very high, complete compatibility results in a decrease in the glass transition temperature. On the other hand, in the present embodiment, since the polyester polyol (A) and the polylactic acid-based polymer (B) have moderate compatibility and form a phase separation structure, it is presumed that the decrease in the glass transition temperature is suppressed.

[0036] < Polyester polyol (A) >

[0037] The polyester polyol (A) contains units derived from a polyol (al) and a polycarboxylic acid (a2), and the polyol (al) contains an aliphatic diol (al-1) having an alkyl group as a branch chain and having 4 or more carbons.

[0038] < Polyol (al) >

[0039] The polyol (al) contains an aliphatic diol (al-1) having an alkyl group as a branch chain and having 4 or more carbons. Note that the "main chain" in the aliphatic diol (al-1) refers to the longest molecular chain in the molecule, and hydroxyl groups are bonded to both ends thereof. In addition, the "branch chain" in the aliphatic diol (al-1) refers to a partial structure branching from the "main chain" in the aliphatic diol (al-1), and no hydroxyl group is bonded to the end thereof. In addition, the "number of carbons" is the number of carbons of the entire aliphatic diol (al-1) including the number of carbons forming the above alkyl group.

[0040] If the polyol (al) contains an aliphatic diol (al-1) having an alkyl group as a branch chain and having 4 or more carbons, the polyester polyol (A) becomes soft, and the resin composition exhibits excellent elongation and impact resistance.

[0041] In the aliphatic diol (al-1), the number of branch chains is preferably 1 or 2, and more preferably 1. In addition, the branch chain is preferably a methyl group, an ethyl group, and a propyl group, and more preferably a methyl group and an ethyl group, and further preferably a methyl group. In addition, in the case where the aliphatic diol (al-1) has a plurality of branch chains, each of the branch chains can be the same or different.

[0042] From the viewpoint of being easily manufactured by reacting with a dicarboxylic acid and the viewpoint of more excellent biodegradability, the aliphatic diol (al-1) preferably has a hydroxyl group at both ends of the main chain.

[0043] From the viewpoint of biodegradability, the number of carbons of the aliphatic diol (al-1) is preferably 10 or less, and more preferably 9 or less. In addition, from the viewpoint of elongation and impact resistance, the number of carbons of the aliphatic diol (al-1) is preferably 4 or more, and more preferably 6 or more. That is, the number of carbons of the aliphatic diol (al-1) is preferably 4 to 10, and more preferably 6 to 9.

[0044] As the aliphatic diol (al-1), for example, 1,2-butanediol, 1,3-butanediol, 2-methyl- 1,3-propanediol, 2,2-dimethyl-1,3-propanediol, 2-ethyl-1,3-propanediol, 2-methyl-2- ethyl-1,3-propanediol, 2-methyl-1,4-butanediol, 1,2-pentanediol, 1,3-pentanediol, 2,3- pentanediol, 2,4-pentanediol, 2-methyl-2,4-pentanediol, 1,4-pentanediol, 2-methyl-1,5- pentanediol, 3-methyl-1,5-pentanediol, 2-methyl-2,4-pentanediol, 2-ethyl-1,5-pentanediol, 2,4-dimethyl-1,5-pentanediol, 2,4-diethyl-1,5-pentanediol, 1,2-hexanediol, 1,3- hexanediol, 1,4-hexanediol, 1,5-hexanediol, 2-ethyl-1,6-hexanediol, 2-methyl-1,8-octanediol, and the like can be given. The aliphatic diol (al-1) is preferably 2-methyl-1,3-propanediol, 3- methyl-1,5-pentanediol, and 2,4-diethyl-1,5-pentanediol, and more preferably 3-methyl-1,5- pentanediol.

[0045] The aliphatic diol (al-1) can be used alone or in combination of two or more.

[0046] The total amount of the aliphatic diol (al-1) in the polyol (al) is preferably 90 mol% or more, more preferably 95 mol% or more, and further preferably 99 mol% or more, and can be 100 mol%. That is, the polyol (al) is preferably the aliphatic diol (al-1).

[0047] The polyol (al) can contain a polyol (al-2) other than the aliphatic diol (al-1).

[0048] As the polyol (al-2) other than the aliphatic diol (al-1), for example, ethylene glycol, propylene glycol (1,2-propanediol), 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol, dibutylene glycol, tributylene glycol, trimethylolpropane, and the like can be given.

[0049] ≪Polybasic carboxylic acid (a2)≫

[0050] The polybasic carboxylic acid (a2) is not limited as long as the effect of the present application is not impaired.

[0051] As the polybasic carboxylic acid (a2), aliphatic dicarboxylic acids (a2-1), aromatic dicarboxylic acids (a2-2), alicyclic dicarboxylic acids (a2-3), and the like can be given. Among them, from the viewpoint of biodegradability, the aliphatic dicarboxylic acid (a2-1) is preferred.

[0052] From the viewpoint of exerting good elongation and impact resistance, the number of carbons of the polycarboxylic acid (a2) is preferably 4 or more, more preferably 5 or more, and further preferably 6 or more, and from the viewpoint of exerting more excellent biodegradability, is preferably 12 or less, more preferably 10 or less, and further preferably 8 or less. That is, the number of carbons of the polycarboxylic acid (a2) is preferably 4 to 12, more preferably 5 to 10, further preferably 6 to 10, and more further preferably 6 to 8.

[0053] As the aliphatic dicarboxylic acid (a2-1), for example, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, decanedioic acid, dodecanesuccinic acid, dodecenesuccinic acid, octenesuccinic acid, and the like can be given. From the viewpoint of exerting good elongation and impact resistance, the aliphatic dicarboxylic acid (a2-1) is preferably at least one selected from the group consisting of sebacic acid and adipic acid.

[0054] The aliphatic dicarboxylic acid (a2-1) can be used alone or in combination with two or more kinds.

[0055] As the aromatic dicarboxylic acid (a2-2), for example, phthalic acid, terephthalic acid, isophthalic acid, diphenic acid, 4,4'-diphenic acid, diphenylmethane-4,4'-dicarboxylic acid, diphenylsulfone-4,4'-dicarboxylic acid, 1,2-naphthalene dicarboxylic acid, 1,3-naphthalene dicarboxylic acid, 1,4-naphthalene dicarboxylic acid, 1,5-naphthalene dicarboxylic acid, 1,6-naphthalene dicarboxylic acid, 1,7-naphthalene dicarboxylic acid, 1,8-naphthalene dicarboxylic acid, 2,3-naphthalene dicarboxylic acid, 2,6-naphthalene dicarboxylic acid, 2,7-naphthalene dicarboxylic acid, 2,3-furandicarboxylic acid, 2,4-furandicarboxylic acid, 2,5-furandicarboxylic acid, 3,4-furandicarboxylic acid, and the like can be given. From the viewpoint of exerting good elongation and impact resistance, the aromatic dicarboxylic acid (a2-2) is preferably at least one selected from the group consisting of terephthalic acid and isophthalic acid.

[0056] The aromatic dicarboxylic acid (a2-2) can be used alone or in combination with two or more kinds.

[0057] As the alicyclic dicarboxylic acid (a2-3), for example, 1,3-cyclopentane dicarboxylic acid, 1,3-cyclohexane dicarboxylic acid, 1,4-cyclohexane dicarboxylic acid, cycloheptane dicarboxylic acid, cyclooctane dicarboxylic acid, cyclodecane dicarboxylic acid, decahydro-1,4-naphthalene dicarboxylic acid, 1,3-adamantane dicarboxylic acid, and the like can be given.

[0058] The alicyclic dicarboxylic acid (a2-3) can be used alone or in combination with two or more kinds.

[0059] The polyester polyol (A) can or can not contain a unit (a') other than the unit derived from the polyol (a1) and the polycarboxylic acid (a2).

[0060] The monomer constituting the unit (a') is not particularly limited insofar as the effects of the present application are not impaired.

[0061] The content ratio of the unit (a') in the polyester polyol (A) is preferably 50 mol% or less, more preferably 30 mol% or less, further preferably 20 mol% or less, more further preferably 15 mol% or less, and particularly preferably 10 mol% or less.

[0062] Number average molecular weight of polyester polyol (A)

[0063] The number average molecular weight of the polyester polyol (A) is preferably 500 or more, more preferably 1,000 or more, further preferably 2,000 or more, more further preferably 3,000 or more, and more further preferably 4,000 or more from the viewpoint of elongation and impact resistance. It is preferably 100,000 or less, more preferably 50,000 or less, and further preferably 20,000 or less from the viewpoint of moldability and compatibility with the polylactic acid-based polymer (B).

[0064] In one embodiment of the present application, the number average molecular weight of the polyester polyol (A) is preferably 500 to 100,000, more preferably 1,000 to 100,000, further preferably 2,000 to 50,000, and more further preferably 4,000 to 20,000.

[0065] The number average molecular weight of the polyester polyol (A) can be measured by gel permeation chromatography (GPC) and calculated as a standard polystyrene. In the case of using a commercially available product, the catalog value can also be used.

[0066] In one embodiment of the present application, it is preferable that the polycarboxylic acid (a2) be an aliphatic dicarboxylic acid (a2-1), the aliphatic dicarboxylic acid (a2-1) include adipic acid, and the number average molecular weight of the polyester polyol (A) be 2,000 to 100,000, more preferably 4,000 to 100,000.

[0067] In another embodiment of the present application, it is preferable that the polycarboxylic acid (a2) be an aliphatic dicarboxylic acid (a2-1), the aliphatic dicarboxylic acid (a2-1) include sebacic acid, and the number average molecular weight of the polyester polyol (A) be 2,000 to 100,000.

[0068] Polylactic acid-based polymer (B)

[0069] As the polylactic acid-based polymer (B) used in the present embodiment, at least one selected from the group consisting of a homopolymer of L-lactic acid, a homopolymer of D-lactic acid, a copolymer of L-lactic acid and D-lactic acid, a homopolymer of DL-lactic acid, a copolymer of DL-lactic acid and L-lactic acid, a copolymer of DL-lactic acid and D-lactic acid, and a polymer of lactide which is a cyclic dimer of lactic acid can be exemplified.

[0070] In addition, the polylactic acid-based polymer (B) can be a copolymer of lactic acid and another aliphatic hydroxyl carboxylic acid, aliphatic dicarboxylic acid, aliphatic diol, aromatic dicarboxylic acid, or the like other than lactic acid. The above copolymer preferably contains 70 mol% or more, more preferably 90 mol% or more of units derived from lactic acid.

[0071] Among them, as the polylactic acid-based polymer (B), a homopolymer of L-lactic acid, a homopolymer of D-lactic acid, or a copolymer of L-lactic acid and D-lactic acid is preferred, and a homopolymer of L-lactic acid is more preferred.

[0072] The polylactic acid-based polymer (B) can be used alone or in combination with two or more.

[0073] As the polylactic acid-based polymer (B), a commercially available product can be used. As the commercially available product, for example, "Trade name Ingeo series" manufactured by NatureWorks Co., Ltd., "Trade name Luminy series" manufactured by TOTAL CORBION, "Revode" series manufactured by Zhejiang Hisun Biomaterials Co., Ltd., "Trade name SUPLA" manufactured by SUPLA Material Technology Co., Ltd., and the like can be exemplified.

[0074] From the viewpoint of elongation and impact resistance, the weight average molecular weight of the polylactic acid-based polymer (B) is preferably 50,000 or more, more preferably 100,000 or more, and further preferably 150,000 or more. From the viewpoint of moldability and compatibility with the polyester polyol (A), it is preferably 600,000 or less, more preferably 400,000 or less, and further preferably 300,000 or less. That is, the weight average molecular weight of the polylactic acid-based polymer (B) is preferably 50,000 to 600,000, more preferably 100,000 to 400,000, and further preferably 150,000 to 300,000.

[0075] The weight average molecular weight of the polylactic acid-based polymer (B) can be measured by gel permeation chromatography (GPC) and calculated in terms of standard polystyrene. In the case of using a commercially available product, the product catalog value can also be used.

[0076] < Cyclic Ester Compound (C) >

[0077] The resin composition of the present embodiment can further contain a cyclic ester compound (C). By including the cyclic ester compound (C), the decrease in the glass transition temperature of the resin composition can be further suppressed.

[0078] The cyclic ester compound (C) is not particularly limited, and can be a dimeric cyclic ester of an α-hydroxy carboxylic acid, a γ-hydroxy carboxylic acid, a 3-hydroxy carboxylic acid, or the like, a condensation cyclization product of an alcohol and a carboxylic acid such as a lactone, or another cyclic compound having an ester structure.

[0079] As the α-hydroxy carboxylic acid that forms a dimeric cyclic ester, for example, there can be mentioned glycolic acid, L- and / or D-lactic acid, α-hydroxybutyric acid, α-hydroxyisobutyric acid, α-hydroxyvaleric acid, α-hydroxycaproic acid, α-hydroxyisocaproic acid, α-hydroxyheptanoic acid, α-hydroxyoctanoic acid, α-hydroxydecanoic acid, α-hydroxymyristic acid, α-hydroxystearic acid, and alkyl-substituted products thereof, and the like.

[0080] As the lactone, for example, there can be mentioned β-propiolactone, β-butyrolactone, pivalolactone, γ-butyrolactone, δ-valerolactone, β-methyl-δ-valerolactone, ε-caprolactone, and the like.

[0081] As the other cyclic compound having an ester structure, for example, there can be mentioned triethylene carbonate and the like, dioxanone and the like. In the case of having an asymmetric carbon, the cyclic ester can be any one of a D body, an L body, and a racemate.

[0082] These cyclic esters can be used individually or in combination of two or more.

[0083] From the viewpoint of further suppressing the decrease in the glass transition temperature of the resin composition, the cyclic ester compound (C) preferably contains a unit derived from an aliphatic diol (c1) and an aliphatic dicarboxylic acid (c2), that is, is preferably a cyclic ester compound obtained by reacting an aliphatic diol (c1) and an aliphatic dicarboxylic acid (c2).

[0084] The aliphatic diol (c1) is not particularly limited, and for example, the same aliphatic diol as the above-described aliphatic diol (a1-1) can be mentioned.

[0085] The aliphatic dicarboxylic acid (c2) is not particularly limited, and for example, the same aliphatic dicarboxylic acid as the above-described aliphatic dicarboxylic acid (a2-1) can be mentioned.

[0086] As the combination of the aliphatic diol (cl) and the aliphatic dicarboxylic acid (c2), from the viewpoint of further suppressing the decrease in the glass transition temperature of the resin composition, for example, the combination of 2-methyl-l,3-propanediol and succinic acid, the combination of 3-methyl-l,5-pentanediol and succinic acid, the combination of 2,4-diethyl-l,5-pentanediol and succinic acid, the combination of 2-methyl-l,3-propanediol and adipic acid, the combination of 3-methyl-l,5-pentanediol and adipic acid, the combination of 3-methyl-l,5-pentanediol and sebacic acid, and the combination of 2,4-diethyl-l,5-pentanediol and adipic acid are one example of a preferable embodiment, the combination of 3-methyl-l,5-pentanediol and succinic acid, the combination of 2,4-diethyl-l,5-pentanediol and succinic acid, the combination of 3-methyl-l,5-pentanediol and adipic acid, the combination of 3-methyl-l,5-pentanediol and sebacic acid, and the combination of 2,4-diethyl-l,5-pentanediol and adipic acid are one example of a more preferable embodiment, the combination of 3-methyl-l,5-pentanediol and adipic acid, and the combination of 3-methyl-l,5-pentanediol and sebacic acid are one example of a further preferable embodiment.

[0087] From the viewpoint of further suppressing the decrease in the glass transition temperature of the resin composition, the cyclic ester compound (C) containing units derived from the aliphatic diol (cl) and the aliphatic dicarboxylic acid (c2) is preferably a cyclic ester compound (4-methyl-l,7-dioxacyclotridecan-8,13-dione) obtained by reacting 3-methyl-l,5-pentanediol with adipic acid.

[0088] The method of producing the cyclic ester compound (C) is not particularly limited and can be produced by a publicly known condensation reaction using a hydroxycarboxylic acid, an alcohol, and a carboxylic acid as raw materials.

[0089] <Content ratio>

[0090] The resin composition of the present embodiment preferably contains 0.1 to 50 parts by mass, more preferably 1 to 40 parts by mass, further preferably 3 to 15 parts by mass, and more further preferably 3 to 10 parts by mass of the polyester polyol (A) with respect to 100 parts by mass of the polylactic acid-based polymer (B). If the content ratio is the above, a resin composition more excellent in elongation and impact resistance can be produced.

[0091] In addition, the total content ratio of the polyester polyol (A) and the polylactic acid-based polymer (B) in the resin composition of the present embodiment is preferably 80% by mass or more, more preferably 85% by mass or more, further preferably 90% by mass or more, more further preferably 95% by mass or more, and more further preferably 98% by mass or more, and can be 100% by mass. If the content ratio is the above, the effect of the present application is more remarkably exerted.

[0092] In the case where the resin composition of the present embodiment contains the cyclic ester compound (C) in addition to the polyester polyol (A) and the polylactic acid-based polymer (B), 0.001 to 3.0 parts by mass, more preferably 0.005 to 2.5 parts by mass, further preferably 0.01 to 2.0 parts by mass, and more further preferably 0.01 to 1.5 parts by mass of the cyclic ester compound (C) are preferably contained with respect to 100 parts by mass of the polylactic acid-based polymer (B).

[0093] The resin composition of the present embodiment can contain at least one resin component selected from the group consisting of a biomass resin and a biodegradable resin in addition to the polyester polyol (A), the polylactic acid-based polymer (B), and the cyclic ester compound (C).

[0094] As such a biomass resin or biodegradable resin, for example, polycaprolactone (PCL), polybutylene succinate (PBS), polybutylene succinate adipate (PBSA), polybutylene adipate terephthalate (PBAT), polyglycolic acid (PGA), polyethylene furanoate (PEF), polyhydroxyalkanoate (PHA) [for example, polyhydroxybutyrate (PHB), polyhydroxybutyrate valerate (PHBV), 3-hydroxybutyric acid-3-hydroxyhexanoic acid copolyester, and the like], cellulose acetate (CA), starch polyester (Mater-Bi (registered trademark)), and the like can be given.

[0095] < Glass transition temperature (Tg) of the resin composition >

[0096] The glass transition temperature of the resin composition is preferably 40°C or higher and 75°C or lower. If it is within the above numerical range, the resin composition has a tendency to have excellent elongation and impact resistance.

[0097] From the viewpoint of heat resistance, the glass transition temperature of the resin composition is more preferably 45°C or higher, further preferably 50°C or higher, and more further preferably 52°C or higher.

[0098] From the viewpoint of elongation and impact resistance, the glass transition temperature of the resin composition is more preferably 70°C or lower, and further preferably 60°C or lower.

[0099] That is, the glass transition temperature of the resin composition is more preferably 45°C or higher and 70°C or lower, further preferably 50°C or higher and 60°C or lower, and more further preferably 52°C or higher and 60°C or lower.

[0100] The glass transition temperature of the resin composition can be found by differential scanning calorimetry measurement, and specifically, can be found by the measurement conditions described in the Examples described later.

[0101] < Additives >

[0102] The resin composition of the present embodiment can contain an additive in addition to the polyester polyol (A) and the polylactic acid-based polymer (B).

[0103] As the additive, inorganic fillers, softening agents, heat aging inhibitors, antioxidants, hydrolysis inhibitors, light stabilizers, antistatic agents, release agents, flame retardants, blowing agents, pigments, dyes, whitening agents, ultraviolet absorbers, lubricants, impact modifiers, and the like can be given. One of them can be used alone, or two or more of them can be used in combination.

[0104] In the case of using the above-described additive, the content of the additive in the resin composition is appropriately determined in accordance with the physical properties desired for the resin composition.

[0105] <Method for producing resin composition>

[0106] The method for producing the resin composition of the present embodiment is not particularly limited, and the polyester polyol (A), the polylactic acid-based polymer (B), and the cyclic ester compound (C) and the additive, as needed, are uniformly mixed.

[0107] As the mixing method, a method of melt-kneading using a single-screw extruder, a multi-screw extruder, a Banbury mixer, a heated roll, a Brabender mixer, various kneaders, or the like, or a method of melt-kneading by supplying each component from a respective feed port, or the like can be given.

[0108] In addition, premixing can be performed before melt-kneading. As the method for premixing, a method of using a Henschel mixer, a high-speed mixer, a V-type mixer, a ribbon-type mixer, a drum-type mixer, a conical mixer, or the like can be given. The temperature at the time of melt-kneading can be arbitrarily selected within the range of 140 to 250°C, taking into consideration the melting point and the decomposition temperature of the polyester polyol (A).

[0109] [Shaped body]

[0110] In addition, the present application provides a shaped body containing the resin composition.

[0111] As for the shape of the above-described shaped body, it is only necessary to be a shaped body that can be produced using the resin composition of the present embodiment. As the shaped body, various shaped bodies such as pellets, films, sheets, plates, pipes, tubes, bottles, fibrous bodies, rod-shaped bodies, particulate bodies, granular bodies, and foamed bodies can be given. The method for producing the shaped body is not particularly limited, and the shaped body can be formed by a publicly known method such as injection molding, blow molding, press molding, extrusion molding, calender molding, molding using a 3D printer, or the like.

[0112] [Use]

[0113] By making the resin composition obtained by mixing the polylactic acid-based polymer (B) with the polyester polyol (A), it is possible to suppress a decrease in the glass transition temperature, and to improve the elongation and impact resistance. Thus, the present application provides a modifier for a polylactic acid-based polymer (B) containing a polyester polyol (A).

[0114] In addition, the use of the polyester polyol (A) as a modifier for a polylactic acid-based polymer (B) can be cited as a suitable embodiment.

[0115] The resin composition of the present embodiment can be used for various uses.

[0116] As the use of the above resin composition, the following can be cited:

[0117] food utensils such as food packaging bags, food bottle caps, food trays, straws, tableware, food containers, and the like;

[0118] plugs for containers for storing food, beverages, medicines, and the like, bottle cap gaskets;

[0119] single-layer or multi-layer films and sheets for electronic component packaging materials, pharmaceutical packaging materials, food packaging materials, agricultural materials, civil engineering and construction materials, industrial materials, and the like;

[0120] fibers such as cloth and nonwoven fabric, and the like;

[0121] adhesives (application) and bonding agents (application) such as solvent type, hot melt type, hot stretch type, and the like;

[0122] coating agents such as aqueous type, solution type, emulsion type, dispersion type, and the like;

[0123] filaments for 3D printers;

[0124] toners for development;

[0125] support materials at the time of hydraulic fracturing and water leakage preventing agents at the time of excavation;

[0126] various vibration preventing and damping members such as vibration preventing rubber, floor mats, seats, seat cushions, shock absorbers, mattresses, mounting rubber, and the like;

[0127] members such as housings in television sets, audio equipment, vacuum cleaners, refrigerators, and the like, or mobile phones;

[0128] automobile interior and exterior members such as fascia, airbag covers, and the like of bumper members, body panels, weather strips, grommets, instrument panels, and the like;

[0129] various grips such as scissors, screwdrivers, toothbrushes, ski poles, and the like;

[0130] Laminated layer of a laminated paper for daily sundries, food containers, industrial materials, industrial products, etc.

[0131] Foamed body for industrial materials, agricultural products, food, pharmaceuticals, cosmetics, etc.

[0132] Coating material for coated fertilizers, seed coating material, etc.

[0133] Examples

[0134] Hereinafter, the present application will be specifically described by way of examples and comparative examples, but the present application is not limited to these.

[0135] [Measurement and evaluation method]

[0136] Various physical properties were measured or evaluated by the following methods.

[0137] <Number average molecular weight>

[0138] The polyester polyol obtained in the production example and the comparative production example was used as a sample, and the number average molecular weight (Mn) was calculated as a standard polystyrene conversion molecular weight by gel permeation chromatography (GPC). The specific measurement method is described below.

[0139] (1) In the case where Mn is less than 15,000

[0140] A tetrahydrofuran (THF) solution was used as an eluent, and a sample of 10 mg in terms of resin conversion was measured, and dissolved in 1 mL of the above eluent. The solution was passed through a 0.2 μm membrane filter to prepare a measurement sample. The specific measurement method is described below.

[0141] (Measurement conditions) Apparatus: HLC-EcoSEC8320 GPC (manufactured by Tosoh Corporation)

[0142] Column: Three of KF-803 KF-802.5 KF-802 (manufactured by Resonac Corporation) were connected in series.

[0143] Eluent: Tetrahydrofuran

[0144] Flow rate: 0.9 mL / minute

[0145] Sample injection amount: 30 μL

[0146] Column temperature: 40°C

[0147] Standard polystyrene: PSt Oligomer Kit (molecular weight 589-98,900) manufactured by Tosoh Corporation was used, and approximation was performed in triplicate.

[0148] Detector: RI detector

[0149] (2) In the case where Mn is 15,000 or more

[0150] A tetrahydrofuran (THF) solution was used as an eluent. A sample of 1.0 mg in terms of the resin was measured, dissolved in 1 mL of the above eluent. The solution was passed through a 0.2-μm membrane filter to prepare a measurement sample. The measurement conditions were as described below.

[0151] (Measurement conditions)

[0152] Apparatus: HLC-8220 GPC (manufactured by Tosoh Corporation)

[0153] Column: Two TSK-gel SuperMultipore HZ-M (manufactured by Tosoh Corporation) were connected in series.

[0154] Eluent: Tetrahydrofuran

[0155] Flow rate: 0.35 mL / min

[0156] Sample injection amount: 10 μL

[0157] Column temperature: 40°C

[0158] Standard polystyrene: A polystyrene molecular weight standard (molecular weight 580 to 1,214,000) manufactured by GL Sciences Corporation was used, and approximation was performed in triplicate.

[0159] Detector: RI detector

[0160] <Proportion of each component of the polyester polyol (molar ratio)>

[0161] The polyester polyols obtained in the production examples and the comparative production examples were used as samples, and the proportion of each component of the polyester polyol (molar ratio) was determined by 1 The proportion of each component of the polyester polyol (molar ratio) was determined by H-NMR measurement. The measurement conditions were as described below. The molar ratio was derived from the area ratio of the signals of each component derived from the obtained spectrum.

[0162] (Measurement conditions)

[0163] Apparatus: 400YH (manufactured by JEOL Ltd.)

[0164] Solvent: Deuterated chloroform (CDCI3)

[0165] Measurement temperature: 23°C

[0166] Cumulative number of times: 32

[0167] (Signals)

[0168] 3-methyl-1,5-pentanediol: 4.0-4.2 ppm

[0169] 2-methyl-1,3-propanediol: 3.9-4.1 ppm

[0170] 1,4-butanediol: 4.0-4.2 ppm

[0171] adipic acid: 2.2-2.4 ppm

[0172] sebacic acid: 2.2-2.4 ppm

[0173] terephthalic acid: 7.9-8.1 ppm

[0174] isophthalic acid: 7.4-7.6 ppm

[0175] succinic acid: 2.6-2.7 ppm

[0176] < Glass transition temperature (Tg) of resin composition >

[0177] For the resin compositions obtained in the examples and comparative examples, using a differential scanning calorimeter ("DSC25" manufactured by TA Instrument), under a nitrogen flow (100 mL / minute), the temperature was increased from 30°C to 220°C at 10°C / minute, after keeping at 220°C for 5 minutes, the temperature was decreased to -90°C at 10°C / minute. After keeping at -90°C for 5 minutes, the temperature was increased to 220°C at 10°C / minute, and the intermediate point glass transition temperature described in JIS K7121:2012 was taken as the glass transition temperature Tg.

[0178] < Du Pont impact resistance test >

[0179] (1) Preparation of test piece for Du Pont impact resistance test

[0180] For the resin compositions obtained in the examples and comparative examples, using a reduced pressure hot press device ("IMC-183B" manufactured by Kabushiki Kaisha Inumoto Seizo-sho), using an oil rotary pump to reduce the pressure to -0.1 MPaG, after preheating at 200°C for 5 minutes, pressing at 8 MPa for 3 minutes. Then, using a cooling press device equipped with a water flow cooling, pressing at 8 MPa for 3 minutes, to prepare a press plate of 0.4 mm thickness. From the obtained press plate, cutting out a size of 50 x 50 mm, storing in an environment of 23°C, humidity 49% for 24 hours or more, thereby preparing a test piece.

[0181] (2) Du Pont impact resistance test

[0182] For the above test pieces after the humidity adjustment, using a Du Pont impact tester (TOYO SEIKI K.K., according to JIS K 5600-5-3:1999), in an environment of 23°C and humidity of 49%, the impact strength (J) was evaluated according to "7.6.2 Pre-test", "7.6.3 Test procedure" and "7.6.4 Representation of results" of JIS K 7211-1:2006.

[0183] <Charpy impact resistance test>

[0184] (1) Preparation of test pieces for Charpy impact resistance test

[0185] An injection molding machine (SE100, Sumitomo Heavy Industries, Ltd.) was used to injection mold the resin composition obtained in the examples and comparative examples, with a barrel temperature set to 190°C and a mold temperature set to 35°C, to prepare A1 type multipurpose test pieces (4 mm thick, 170 mm in total length, 80 mm in length of parallel portion, 10 mm in width of parallel portion) described in JIS K7139:2009. The obtained multipurpose test pieces were cut to prepare test pieces for Charpy impact test (4 mm thick, 80 mm in total length, 10 mm in width, notched).

[0186] (2) Charpy impact resistance test

[0187] Using the test pieces prepared by the above method, the impact strength was evaluated at 23°C and humidity of 49% with a hammer load of 2 J, according to JIS K 7111-1:2012, using an impact tester (DG-CB, TOYO SEIKI K.K.). The measured value was the average of 10 times.

[0188] <Stretching test (punching test piece)>

[0189] (1) Preparation of test pieces for stretching test

[0190] A reduced-pressure hot press device (IMC-183B, IYU MFG CO., LTD.) was used to reduce the pressure of the resin composition obtained in the examples and comparative examples to -0.1 MPaG using an oil rotary pump, and after preheating at 200°C for 5 minutes, pressing at 8 MPa for 3 minutes. Then, using a cooling press device equipped with a water flow cooling, pressing at 8 MPa for 3 minutes to prepare a press sheet of 0.4 mm in thickness. The obtained press sheet was punched to prepare a JIS No. 3 dumbbell test piece (dumbbell-shaped No. 3 test piece) as a punching test piece.

[0191] (2) Stretching test

[0192] The dumbbell test piece (dumbbell-like No. 3 test piece) obtained as a press-molding test piece was stored under conditions of 23°C and 49% humidity for 24 hours or more, and the tensile elastic modulus (MPa), maximum strength (MPa), and tensile elongation (fracture strain) (%) were measured when evaluated at a tensile speed of 5 mm / min under 23°C and 49% humidity using a universal material testing machine (INSTRON 5900R-5666 manufactured by Instron Corporation). The measured values were averaged five times.

[0193] < Bending test and tensile test (injection-molding test piece) >

[0194] (1) Production of test pieces for tensile test and bending test

[0195] An injection-molding machine (SE100 manufactured by Sumitomo Heavy Industries, Ltd.) with a cylinder temperature set to 190°C and a mold temperature set to 35°C was used to injection-mold the resin compositions obtained in the examples and comparative examples, and A1-type multipurpose test pieces (4 mm thick, total length 170 mm, parallel portion length 80 mm, parallel portion width 10 mm) described in JIS K 7139:2009 were produced as injection-molding test pieces. The above multipurpose test pieces obtained were cut, and cuboid test pieces (4 mm thick, length 80 mm, width 10 mm) were produced as injection-molding test pieces.

[0196] (2) Tensile test

[0197] The A1-type multipurpose test pieces (4 mm thick) obtained were stored under conditions of 23°C and 49% humidity for 24 hours or more, and the tensile elastic modulus (MPa), maximum strength (MPa), and tensile elongation (fracture strain) (%) were measured when evaluated at a tensile speed of 5 mm / min under 23°C and 49% humidity using a universal material testing machine (Autograph AG-2000B manufactured by Shimadzu Corporation). The measured values were averaged five times.

[0198] (3) Bending test

[0199] The cuboid test pieces (4 mm thick, length 80 mm, width 10 mm) obtained were stored under conditions of 23°C and 49% humidity for 24 hours or more, and the bending elastic modulus (MPa), maximum strength (MPa), and bending strain (%) were measured when evaluated at a test speed of 2 mm / min under 23°C and 49% humidity using a universal material testing machine (Autograph AG-2000B manufactured by Shimadzu Corporation). The measured values were averaged five times.

[0200] < Bleeding test >

[0201] The surface state of the dumbbell test piece (dumbbell-shaped No. 3 test piece) produced in the above "production of test piece for tensile test" when stored at 80°C for 16 hours or more was evaluated by visual observation and tactile sensation.

[0202] VG: No significant bleeding and stickiness was confirmed.

[0203] G: Slight bleeding or stickiness was observed, but was at a level that had no impact on practical use.

[0204] NG: Significant bleeding or stickiness was observed, and was not suitable for practical use.

[0205] <Biodegradability (composting) test>

[0206] (1) Production of test piece

[0207] The press-molded sheet produced for the impact resistance test was cut into a size of 10 x 10 mm to produce a test piece. Using this test piece, biodegradability was evaluated by the following steps in accordance with JIS K 6953-1:2011.

[0208] (2) Measurement of total amount of total organic carbon amount and theoretical carbon dioxide production amount

[0209] The total organic carbon amount of the test piece and a control material (cellulose microcrystal manufactured by MERCK) was measured using an organic microelement analyzer (Micro Coder JM10 manufactured by J-SCIENCE LAB Co., Ltd.), and the theoretical carbon dioxide production amount was calculated based on the result.

[0210] (3) Biodegradability evaluation

[0211] The produced test piece and control material 10 g and compost (YK-12 plant source manufactured by YAMATO KOGYO CO., LTD.) 60 g were added to a 500 mL compost container and mixed, and incubation was performed at an environment of 58 ± 2°C. The carbon dioxide production amount during incubation was measured using a CO2 / H2O gas analyzer "LI-850" (manufactured by LI-COR), and was calculated by a non-dispersive infrared absorption method. A blank test was also performed in which the test piece was not used. The biodegradability was calculated according to the following formula.

[0212] Biodegradability = {(CO2) T - (CO2) B} / ThCO2 x 100

[0213] (CO2) T : Total amount of cumulative carbon dioxide released from the compost container during incubation

[0214] (CO2)B : Average cumulative carbon dioxide amount released by blank test

[0215] ThCO2: Theoretical total carbon dioxide amount of test piece in test container (compost container)

[0216] The biodegradability of 60% or more after 180 days was regarded as acceptable ("A"), and less than 60% was regarded as unacceptable ("B").

[0217] [Each material]

[0218] Each material used in the examples and comparative examples is described below.

[0219] (Polylactic acid-based polymer (B))

[0220] Polylactic acid-based polymer (B-1): Ingeo Biopolymer 2003D (NatureWorks Corporation) (weight average molecular weight: 220,000)

[0221] Polylactic acid-based polymer (B-2): Ingeo Biopolymer 3001D (NatureWorks Corporation) (weight average molecular weight: 150,000)

[0222] (Plasticizer)

[0223] Plasticizer 1: DAIFATTY-101 (Daicel-Cheical Industry Co., Ltd.)

[0224] (Polyester polyol (A))

[0225] [Production Example 1]

[0226] In a flask equipped with an apparatus capable of distilling off the produced liquid and a vacuum pump, 3-methyl-1,5-pentanediol and adipic acid were charged so as to be in a molar ratio of 3-methyl-1,5-pentanediol / adipic acid = 1.12 / 1, heated at 160°C under a nitrogen atmosphere for 3 hours, and then heated at 220°C for 3 hours, while distilling off water. Next, tetraisopropyl titanate 150 μL was added, and the reaction was carried out for 3 hours under reduced pressure of 2,000 Pa, and then further reduced to 80 Pa, and the reaction was carried out until the number average molecular weight became 3,000, while being appropriately confirmed, whereby a polyester polyol (A-1) was obtained.

[0227] [Production Example 2]

[0228] The molar ratio of 3-methyl-1,5-pentanediol and adipic acid was changed to 3-methyl-1,5-pentanediol / adipic acid = 1.60 / 1, titanium tetraisopropoxide 150 μL was added, and after the reaction for 3 hours under reduced pressure to 2,000 Pa, the reaction time after further reduced pressure to 80 Pa was adjusted to adjust the number average molecular weight described in Table 1, and otherwise, the same operation as in Production Example 1 was performed to obtain a polyester polyol (A-2).

[0229] [Production Example 3]

[0230] The molar ratio of 3-methyl-1,5-pentanediol and adipic acid was changed to 3-methyl-1,5-pentanediol / adipic acid = 1.26 / 1, titanium tetraisopropoxide 150 μL was added, and after the reaction for 3 hours under reduced pressure to 2,000 Pa, the reaction time after further reduced pressure to 80 Pa was adjusted to adjust the number average molecular weight described in Table 1, and otherwise, the same operation as in Production Example 1 was performed to obtain a polyester polyol (A-3).

[0231] [Production Example 4]

[0232] The molar ratio of 3-methyl-1,5-pentanediol and adipic acid was changed to 3-methyl-1,5-pentanediol / adipic acid = 1.06 / 1, titanium tetraisopropoxide 150 μL was added, and after the reaction for 3 hours under reduced pressure to 2,000 Pa, the reaction time after further reduced pressure to 80 Pa was adjusted to adjust the number average molecular weight described in Table 1, and otherwise, the same operation as in Production Example 1 was performed to obtain a polyester polyol (A-4).

[0233] [Production Example 5]

[0234] The molar ratio of 3-methyl-1,5-pentanediol and adipic acid was changed to 3-methyl-1,5-pentanediol / adipic acid = 1.04 / 1, titanium tetraisopropoxide 150 μL was added, and after the reaction for 3 hours under reduced pressure to 2,000 Pa, the reaction time after further reduced pressure to 80 Pa was adjusted to adjust the number average molecular weight described in Table 1, and otherwise, the same operation as in Production Example 1 was performed to obtain a polyester polyol (A-5).

[0235] [Production Example 6]

[0236] Decanedioic acid was used instead of adipic acid, titanium tetraisopropoxide 150 μL was added, and after the reaction for 3 hours under reduced pressure to 2,000 Pa, the reaction time after further reduced pressure to 80 Pa was adjusted to adjust the number average molecular weight described in Table 1, and otherwise, the same operation as in Production Example 1 was performed to obtain a polyester polyol (A-6).

[0237] [Production Example 7]

[0238] Using terephthalic acid instead of adipic acid, adding tetraisopropyl titanate 150 μL, adjusting the reaction time after further reducing the pressure to 80 Pa so as to adjust the number average molecular weight as described in Table 1, and otherwise operating in the same manner as in Production Example 1, a polyester polyol (A-7) was obtained.

[0239] [Production Example 8]

[0240] Using isophthalic acid instead of adipic acid, adding tetraisopropyl titanate 150 μL, adjusting the reaction time after further reducing the pressure to 80 Pa so as to adjust the number average molecular weight as described in Table 1, and otherwise operating in the same manner as in Production Example 1, a polyester polyol (A-8) was obtained.

[0241] [Production Example 9]

[0242] Using 2-methyl-l,3-propanediol instead of 3-methyl-l,5-pentanediol, adding tetraisopropyl titanate 150 μL, adjusting the reaction time after further reducing the pressure to 80 Pa so as to adjust the number average molecular weight as described in Table 1, and otherwise operating in the same manner as in Production Example 1, a polyester polyol (A-9) was obtained.

[0243] [Production Example 10]

[0244] Using 2-methyl-l,3-propanediol instead of 3-methyl-l,5-pentanediol, adding tetraisopropyl titanate 150 μL, adjusting the reaction time after further reducing the pressure to 80 Pa so as to adjust the number average molecular weight as described in Table 1, and otherwise operating in the same manner as in Production Example 4, a polyester polyol (A-10) was obtained.

[0245] [Production Example 11]

[0246] Using succinic acid instead of adipic acid, adding tetraisopropyl titanate 150 μL, adjusting the reaction time after further reducing the pressure to 80 Pa so as to adjust the number average molecular weight as described in Table 1, and otherwise operating in the same manner as in Production Example 1, a polyester polyol (A-11) was obtained.

[0247] [Comparative Production Example 1]

[0248] Using 1,4-butanediol instead of 3-methyl-1,5-pentanediol, adding tetraisopropyl titanate 150 μL, reducing the pressure to 2,000 Pa to react for 3 hours, adjusting the reaction time after further reducing the pressure to 80 Pa, thereby adjusting the number average molecular weight to the values described in Table 1, otherwise, operating in the same manner as Production Example 1, a polyester polyol (A'-1) was obtained.

[0249] (Cyclic ester compound (C))

[0250] [Production Example 12]

[0251] In a flask equipped with a device capable of distillatively removing the produced liquid and a vacuum pump, 3-methyl-1,5-pentanediol and adipic acid were charged so as to be in a molar ratio of 3-methyl-1,5-pentanediol / adipic acid = 1.12 / 1, heated at 160°C under normal pressure for 3 hours, followed by heating at 220°C for 3 hours, while distillatively removing water. Subsequently, tetraisopropyl titanate 150 μL was added, the pressure was reduced to 2,000 Pa to react for 3 hours, further reduced to 80 Pa, and reacted until the number average molecular weight became 3,000 while appropriately confirming, thereby obtaining a polyester polyol (A-1).

[0252] Next, the distillative removal, toluene, and water were charged in a separatory funnel so as to be in a mass ratio of distillative removal / toluene / water = 1 / 10 / 10, and 4-methyl-1,7-dioxacyclotridecan-8,13-dione contained in the distillative removal was extracted into toluene. The toluene layer was added to an eggplant-shaped flask, air-dried overnight at 20°C, thereby volatilizing the toluene, and then dried using a vacuum drier at 20°C, 100 Pa for 1 hour, thereby obtaining a crystal of 4-methyl-1,7-dioxacyclotridecan-8,13-dione (cyclic ester compound (C-1)) as a cyclic ester compound.

[0253] [Table 1]

[0254]

[0255] [Examples 1 to 17]

[0256] The polyester polyols (A-1) to (A-8), polylactic acid-based polymers (B-1), and cyclic ester compounds (C) obtained in the production examples were respectively charged into a twin-screw kneader ("ULT nano 50" manufactured by TECHNOVEL Co., Ltd.) in the formulations shown in Table 2, extruded into a strand shape under conditions of a cylinder temperature of 200°C, a screw rotation speed of 50 rpm, and a residence time of 1 minute, and the obtained strand was cut into a pellet shape, thereby obtaining a resin composition. The obtained resin composition was subjected to the above-described evaluations. The results are shown in Table 2.

[0257] [Examples 18 to 30]

[0258] The polyester polyol (A-1) to (A-11) obtained in the production example and the polylactic acid-based polymer (B-1) to (B-2) were respectively charged into a twin-screw kneader ("ULT nano 50" manufactured by TECHNOVEL Co., Ltd.) in the formulation shown in Table 2, and extruded into a strand shape under the conditions of a cylinder temperature of 200°C, a screw rotation speed of 50 rpm, and a residence time of 1 minute, and the obtained strand was cut into a pellet shape to obtain a resin composition. The obtained resin composition was subjected to the above evaluation. The results are shown in Table 2 and Table 3.

[0259] [Comparative Example 1]

[0260] A resin composition was obtained by the same method as in Example 1 except that the polyester polyol (A-1) was not used. The obtained resin composition was subjected to the above evaluation. The results are shown in Table 2.

[0261] [Comparative Example 2]

[0262] A resin composition was obtained by the same method as in Example 1 except that the polyester polyol (A-1) was replaced with the polyester polyol (A'-1). The obtained resin composition was subjected to the above evaluation. The results are shown in Table 2.

[0263] [Comparative Examples 3 to 6]

[0264] A resin composition was obtained by the same method as in Example 1 except that the polyester polyol (A-1) was replaced with the plasticizer 1 in the formulation shown in Table 2. The obtained resin composition was subjected to the above evaluation. The results are shown in Table 2.

[0265] [Comparative Example 7]

[0266] A resin composition was obtained by the same method as in Example 21 except that the polyester polyol (A-1) was not used. The obtained resin composition was subjected to the above evaluation. The results are shown in Table 3.

[0267] [Comparative Examples 8 to 12]

[0268] A resin composition was obtained by the same method as in Example 21 except that the polyester polyol (A-1) was replaced with the polyester polyol (A'-1) or the plasticizer 1 in the formulation shown in Table 3. The obtained resin composition was subjected to the above evaluation. The results are shown in Table 3.

[0269] [Table 2]

[0270]

[0271] [Table 3]

[0272]

[0273] From the comparison between Examples 1 to 30 and Comparative Examples 1 to 12, it was found that the resin compositions obtained in the Examples were resin compositions in which the lowering of the glass transition temperature was suppressed and which had good elongation and impact resistance. In addition, it was found that the polyester polyols (A-1) to (A-11) obtained in Production Examples 1 to 11 were useful as modifiers of the polylactic acid-based polymer (B).

Claims

1. A resin composition comprising a polyester polyol (A) and a polylactic acid-based polymer (B), the polyester polyol (A) comprises units derived from a polyol (al) and a polycarboxylic acid (a2), the polyol (al) comprises an aliphatic diol (al-1) having an alkyl group as a branch and having a carbon number of 4 or more.

2. The resin composition according to claim 1, wherein, the polycarboxylic acid (a2) is an aliphatic dicarboxylic acid (a2-1).

3. The resin composition according to claim 2, wherein, the aliphatic dicarboxylic acid (a2-1) is at least one selected from the group consisting of sebacic acid and adipic acid.

4. The resin composition according to any one of claims 1 to 3, wherein, the number average molecular weight of the polyester polyol (A) is 500 to 100,000.

5. The resin composition according to any one of claims 1 to 4, wherein, 0.1 parts by mass to 50 parts by mass of the polyester polyol (A) are contained with respect to 100 parts by mass of the polylactic acid-based polymer (B).

6. The resin composition according to claim 3, wherein, the aliphatic dicarboxylic acid (a2-1) comprises adipic acid, and the number average molecular weight of the polyester polyol (A) is 2,000 to 100,000.

7. The resin composition according to claim 3, wherein, the aliphatic dicarboxylic acid (a2-1) comprises sebacic acid, and the number average molecular weight of the polyester polyol (A) is 2,000 to 100,000.

8. The resin composition according to any one of claims 1 to 7, wherein 0.001 parts by mass to 3.0 parts by mass of a cyclic ester compound (C) are contained with respect to 100 parts by mass of the polylactic acid-based polymer (B).

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