JP6795333B2 - Cellulose ester composition - Google Patents
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- JP6795333B2 JP6795333B2 JP2016115192A JP2016115192A JP6795333B2 JP 6795333 B2 JP6795333 B2 JP 6795333B2 JP 2016115192 A JP2016115192 A JP 2016115192A JP 2016115192 A JP2016115192 A JP 2016115192A JP 6795333 B2 JP6795333 B2 JP 6795333B2
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Description
本発明は、組成物の流動性が良く、組成物から得られた成形品の耐光性も良い、セルロースエステル組成物に関する。 The present invention relates to a cellulose ester composition having good fluidity of the composition and good light resistance of a molded product obtained from the composition.
特許文献１には、セルロースエステルと式（I）、（II）、（III）で表されるアジピン酸エステルから選ばれる可塑剤を含むセルロースエステル組成物が記載されている。段落番号００２９には、紫外線吸収剤、耐光安定剤などを配合できることが記載されている。実施例では、流動性（ＭＦＲ）が高く、得られた成形体のシャルピー衝撃強度なども高いことが記載されている。 Patent Document 1 describes a cellulose ester composition containing a cellulose ester and a plasticizer selected from the adipate esters represented by the formulas (I), (II) and (III). Paragraph No. 0029 describes that an ultraviolet absorber, a light-resistant stabilizer, and the like can be blended. In the examples, it is described that the fluidity (MFR) is high and the Charpy impact strength of the obtained molded product is also high.
本発明は、組成物の流動性が良く、組成物から得られた成形品の耐光性も良いセルロースエステル組成物を提供することを課題とする。 An object of the present invention is to provide a cellulose ester composition having good fluidity of the composition and good light resistance of a molded product obtained from the composition.
本発明は、（Ａ）セルロースエステル、（Ｂ）エーテル結合を含む可塑剤、（Ｃ）トリアゾール系化合物から選ばれる耐光安定剤、および／または（Ｄ）ヒンダードアミン化合物から選ばれる耐光安定剤を含有しており、
（Ａ）〜（Ｄ）成分の含有量が、（Ａ）成分１００質量部に対して、（Ｂ）成分が１〜４０質量部、（Ｃ）成分が０．２〜５質量部、（Ｄ）成分が０．０１〜２質量部である、セルロースエステル組成物を提供する。
The present invention contains (A) a cellulose ester, (B) a plasticizer containing an ether bond, (C) a light-resistant stabilizer selected from triazole-based compounds, and / or a light-resistant stabilizer selected from (D) a hindered amine compound. And
The contents of the components (A) to (D) are 1 to 40 parts by mass for the component (B), 0.2 to 5 parts by mass for the component (C), and (D) for 100 parts by mass of the component (A). ) A cellulose ester composition having a component of 0.01 to 2 parts by mass is provided.
本発明のセルロースエステル組成物は、組成物の流動性が良く、組成物から得られた成形品の耐光性も良い。 The cellulose ester composition of the present invention has good fluidity of the composition and also has good light resistance of the molded product obtained from the composition.
＜（Ａ）成分＞
（Ａ）成分のセルロースエステルの中のセルロースアセテートは、セルロースアセテート、セルロースアセテートプロピオネート、セルロースアセテートブチレートなどから選ばれるものが好ましい。
セルロースエステルとしてはセルロースアセテートが好ましく、置換度２．７以下のセルロースアセテートがより好ましい。
<Ingredient (A)>
The cellulose acetate in the cellulose ester of the component (A) is preferably selected from cellulose acetate, cellulose acetate propionate, cellulose acetate butyrate and the like.
As the cellulose ester, cellulose acetate is preferable, and cellulose acetate having a degree of substitution of 2.7 or less is more preferable.
＜（Ｂ）成分＞
（Ｂ）成分の可塑剤は、エーテル結合を含む可塑剤である。
エーテル結合を含む可塑剤としては、特許第５７９８６４０号公報の特許請求の範囲に記載された式（I）、（II）、（III）、（IV）、（V）、（VI）で示されるアジピン酸エステルを使用することができる。
<Ingredient (B)>
The plasticizer of the component (B) is a plasticizer containing an ether bond.
The plasticizer containing an ether bond is represented by the formulas (I), (II), (III), (IV), (V) and (VI) described in the claims of Japanese Patent No. 5798640. Adipate ester can be used.
＜（Ｃ）成分＞
（Ｃ）成分として、トリアゾール系化合物から選ばれる耐光安定剤を含有することができる。
トリアゾール系化合物としては、ベンゾトリアゾール系化合物が好ましく、分子量が２００〜７００の範囲にあるベンゾトリアゾール系化合物がより好ましい。
分子量が２００〜７００の範囲にあるベンゾトリアゾール系化合物としては、商品名「ＪＦ−７７−Ｐ」（分子量２２５）、商品名「ＪＦ−７９」（分子量３１６）（いずれも城北化学工業（株）製）のベンゾトリアゾール系紫外線吸収剤、商品名「アデカスタブＬＡ−３１」（分子量 ６５９）（（株）ＡＤＥＫＡ製）等も使用することができる。
<Component (C)>
As the component (C), a light-resistant stabilizer selected from triazole-based compounds can be contained.
As the triazole-based compound, a benzotriazole-based compound is preferable, and a benzotriazole-based compound having a molecular weight in the range of 200 to 700 is more preferable.
Benzotriazole compounds having a molecular weight in the range of 200 to 700 include the trade name "JF-77-P" (molecular weight 225) and the trade name "JF-79" (molecular weight 316) (both are Johoku Chemical Industry Co., Ltd.). A benzotriazole-based ultraviolet absorber (manufactured by ADEKA Corporation), trade name "ADEKA STUB LA-31" (molecular weight 659) (manufactured by ADEKA Corporation) and the like can also be used.
＜（Ｄ）成分＞
（Ｄ）成分として、ヒンダードアミン化合物から選ばれる耐光安定剤を含有することができる。
ヒンダードアミン化合物としては、商品名「ＳＢ−ＵＶＡ ６７７」（SHUANG-BANG INDUSTRIAL CORPORATION）や商品名「アデカスタブＬＡ−６３Ｐ」（（株）ＡＤＥＫＡ製）等も使用することができる。
<Ingredient (D)>
As the component (D), a light-resistant stabilizer selected from hindered amine compounds can be contained.
As the hindered amine compound, the trade name "SB-UVA 677" (SHUANG-BANG INDUSTRIAL CORPORATION) and the trade name "ADEKA STAB LA-63P" (manufactured by ADEKA Corporation) can also be used.
本発明の組成物は、耐光安定剤として（Ｃ）成分と（Ｄ）成分をそれぞれ単独で含んでいるか、または（Ｃ）成分と（Ｄ）成分の両方を含んでいるものであり、他の耐光安定剤を含んでいないことが好ましい。但し、同一製造ラインで異なる耐光安定剤を含む樹脂組成物を製造している場合なども考慮すると、耐光安定剤の合計量中、（Ｃ）成分および（Ｄ）成分の含有割合は９７質量％以上であることが好ましく、９８質量％以上であることがより好ましく、９９質量％以上であることがさらに好ましく、９９．５質量％以上であることがさらに好ましい。 The composition of the present invention contains the component (C) and the component (D) alone as a light-resistant stabilizer, or contains both the component (C) and the component (D), and other components. It is preferable that it does not contain a light-resistant stabilizer. However, considering the case where resin compositions containing different light-resistant stabilizers are manufactured on the same production line, the content ratios of the components (C) and (D) in the total amount of the light-resistant stabilizers are 97% by mass. The above is preferable, 98% by mass or more is more preferable, 99% by mass or more is further preferable, and 99.5% by mass or more is further preferable.
本発明のセルロースエステル組成物は、（Ａ）成分１００質量部に対して（Ｂ）成分の可塑剤を１〜４０質量部、好ましくは５〜３０質量部、より好ましくは１０〜２０質量部を含有する。 The cellulose ester composition of the present invention contains 1 to 40 parts by mass, preferably 5 to 30 parts by mass, and more preferably 10 to 20 parts by mass of the plasticizer of the component (B) with respect to 100 parts by mass of the component (A). contains.
本発明のセルロースエステル組成物は、（Ａ）成分１００質量部に対して（Ｃ）成分のトリアゾール系化合物から選ばれる耐光安定剤を０．２〜５質量部、好ましくは０．２〜２質量部、より好ましくは０．２〜１．５質量部を含有することができる。 The cellulose ester composition of the present invention contains 0.2 to 5 parts by mass, preferably 0.2 to 2 parts by mass of a light-resistant stabilizer selected from the triazole-based compound of the component (C) with respect to 100 parts by mass of the component (A). It can contain parts, more preferably 0.2 to 1.5 parts by mass.
本発明のセルロースエステル組成物は、（Ａ）成分１００質量部に対して（Ｄ）成分のヒンダードアミン化合物から選ばれる耐光安定剤を０．０１〜２質量部、好ましくは０．０３〜１．５質量部、より好ましくは０．０５〜１質量部を含有することができる。 The cellulose ester composition of the present invention contains 0.01 to 2 parts by mass, preferably 0.03 to 1.5 parts by mass of a light-resistant stabilizer selected from the hindered amine compound of the component (D) with respect to 100 parts by mass of the component (A). It can contain parts by mass, more preferably 0.05 to 1 part by mass.
本発明のセルロースエステル組成物が（Ｃ）成分と（Ｄ）成分の両方を含んでいるとき、（Ｂ）、（Ｃ）、（Ｄ）成分の合計質量（Ｍ１）と（Ｃ）、（Ｄ）成分の合計質量（Ｍ２）の質量比（Ｍ２／Ｍ１）は、０．００５〜０．１２が好ましく、０．０２〜０．０８がより好ましい。
Ｍ２／Ｍ１の下限値以上であると、光暴露による（Ｂ）成分のエーテル結合の分解が抑制されるため、光暴露後の成形品の機械的強度の低下が抑制できる。Ｍ２／Ｍ１の上限値以下であると、（Ｃ）成分と（Ｄ）成分が成形体の表面にブリードアウトすることが防止できる。
When the cellulose ester composition of the present invention contains both the component (C) and the component (D), the total mass (M1) and (C), (D) of the components (B), (C) and (D) The mass ratio (M2 / M1) of the total mass (M2) of the components is preferably 0.005 to 0.12, more preferably 0.02 to 0.08.
When it is at least the lower limit of M2 / M1, the decomposition of the ether bond of the component (B) due to light exposure is suppressed, so that the decrease in mechanical strength of the molded product after light exposure can be suppressed. When it is not more than the upper limit value of M2 / M1, it is possible to prevent the component (C) and the component (D) from bleeding out to the surface of the molded product.
本発明のセルロースエステル組成物が（Ｃ）成分と（Ｄ）成分の両方を含んでいるとき、（Ｃ）成分と（Ｄ）成分の合計質量（Ｍ２）と（Ｄ）成分の質量（Ｍ３）の質量比（Ｍ３／Ｍ２）は、０．０４〜０．８５が好ましく、０．０４〜０．５がより好ましく、０．０４〜０．１がさらに好ましい。
Ｍ３／Ｍ２の下限値以上であると、光暴露による（Ｂ）成分のエーテル結合の分解が抑制されるため、光暴露後の成形品の機械的強度の低下が抑制できる。Ｍ２／Ｍ１の上限値以下であると、成形体の着色が大きくなる。
When the cellulose ester composition of the present invention contains both the component (C) and the component (D), the total mass (M2) of the component (C) and the component (D) and the mass (M3) of the component (D) The mass ratio (M3 / M2) of is preferably 0.04 to 0.85, more preferably 0.04 to 0.5, and even more preferably 0.04 to 0.1.
When it is at least the lower limit of M3 / M2, the decomposition of the ether bond of the component (B) due to light exposure is suppressed, so that the decrease in mechanical strength of the molded product after light exposure can be suppressed. When it is not more than the upper limit value of M2 / M1, the coloring of the molded product becomes large.
本発明のセルロースエステル組成物は、さらに充填剤を含有することができる。
充填剤としては、繊維状充填剤、非繊維状充填剤（粉粒状又は板状充填剤など）が含まれ、例えば、特開２００５−１９４３０２号公報の段落番号００２５〜００３２に記載のものを挙げることができる。
充填剤の含有割合は、（Ａ）成分のセルロースエステル１００質量部に対して、５〜５０質量部が好ましく、より好ましくは５〜４０質量部、さらに好ましくは５〜３０質量部である。
The cellulose ester composition of the present invention can further contain a filler.
Examples of the filler include fibrous fillers and non-fibrous fillers (powder-granular or plate-like fillers, etc.), and examples thereof include those described in paragraphs 0025 to 0032 of JP-A-2005-194302. be able to.
The content ratio of the filler is preferably 5 to 50 parts by mass, more preferably 5 to 40 parts by mass, and further preferably 5 to 30 parts by mass with respect to 100 parts by mass of the cellulose ester of the component (A).
本発明のセルロースエステル組成物は、特開２００５−１９４３０２号公報の段落番号００３５〜００４２に記載のエポキシ化合物、段落番号００４３〜００５２に記載の有機酸、チオエーテル、亜リン酸エステル化合物等の安定化剤を含有することができる。 The cellulose ester composition of the present invention stabilizes the epoxy compounds described in paragraphs 0035 to 0042 of JP-A-2005-194302, the organic acids, thioethers, phosphite ester compounds and the like described in paragraphs 0043 to 0052. The agent can be contained.
本発明のセルロースエステル組成物は、用途に応じて、慣用の添加剤、例えば、酸化防止剤、熱安定剤、着色剤（染料、顔料など）、難燃剤、帯電防止剤、滑剤、アンチブロッキング剤、分散剤、流動化剤、ドリッピング防止剤、抗菌剤等を含んでいてもよい。 The cellulose ester composition of the present invention can be used as a conventional additive, for example, an antioxidant, a heat stabilizer, a colorant (dye, pigment, etc.), a flame retardant, an antistatic agent, a lubricant, an antiblocking agent, depending on the application. , Dispersant, fluidizing agent, anti-dripping agent, antibacterial agent and the like may be contained.
本発明のセルロースエステル組成物は、例えば、各成分をタンブラーミキサー、ヘンシェルミキサー、リボンミキサー、ニーダーなどの混合機を用いて乾式又は湿式で混合して調製してもよい。
さらに、前記混合機で予備混合した後、一軸又は二軸押出機などの押出機で混練してペレットに調製する方法、加熱ロールやバンバリーミキサー等の混練機で溶融混練して調製する方法を適用することができる。
The cellulose ester composition of the present invention may be prepared by mixing each component dry or wet using a mixer such as a tumbler mixer, a Henschel mixer, a ribbon mixer, or a kneader.
Further, a method of premixing with the mixer and then kneading with an extruder such as a single-screw or twin-screw extruder to prepare pellets, or a method of melt-kneading with a kneader such as a heating roll or a Banbury mixer is applied. can do.
本発明のセルロースエステル組成物は、射出成形、押出成形、真空成形、異型成形、発泡成形、インジェクションプレス、プレス成形、ブロー成形、ガス注入成形等によって各種成形品に成形することができる。 The cellulose ester composition of the present invention can be molded into various molded products by injection molding, extrusion molding, vacuum molding, profile molding, foam molding, injection press, press molding, blow molding, gas injection molding and the like.
本発明のセルロースエステル組成物のＭＦＲ（230℃，10kg）（g/10min）は１０以上が好ましく、１０〜２０がより好ましい。 The MFR (230 ° C., 10 kg) (g / 10 min) of the cellulose ester composition of the present invention is preferably 10 or more, more preferably 10 to 20.
実施例および比較例
ヘンシェルミキサーを用いて、ミキサー内の摩擦熱で７０℃以上となるように各組成物を攪拌混合した後、二軸押出機（シリンダー温度：２００℃、ダイス温度：２２０℃）に供給し、押し出してペレット化した。
得られたペレットを、射出成形機に供給して、シリンダー温度２６０℃、金型温度８０℃、成形サイクル３０秒（射出１５秒、冷却時間１５秒）の条件で試験片を射出成形して、各評価試験に使用した。
Example and Comparative Example Using a Henshell mixer, each composition is stirred and mixed so that the frictional heat in the mixer becomes 70 ° C. or higher, and then a twin-screw extruder (cylinder temperature: 200 ° C., die temperature: 220 ° C.). And extruded into pellets.
The obtained pellets were supplied to an injection molding machine, and a test piece was injection-molded under the conditions of a cylinder temperature of 260 ° C., a mold temperature of 80 ° C., and a molding cycle of 30 seconds (injection 15 seconds, cooling time 15 seconds). Used for each evaluation test.
耐光性の評価として、各試験片を、耐光試験機（スーパーキセノンSX75、BPT：83℃、湿度：50%RH、照射エネルギー：162W/m2(300-400nm)、フィルター：内/外=石英/#320（屋内想定)）で１５０時間光照射した後、シャルピー衝撃強さを測定した。 As an evaluation of light resistance, each test piece is subjected to a light resistance tester (Super xenon SX75, BPT: 83 ° C, humidity: 50% RH, irradiation energy: 162 W / m 2 (300-400 nm), filter: inside / outside = quartz. After light irradiation with / # 320 (assumed indoors) for 150 hours, the Charpy impact strength was measured.
（ＭＦＲ）
ＩＳＯ１１３３に基づいて、温度２３０℃及び荷重１０ｋｇで測定した。ＭＦＲが大きいほど、流動性が良いことを示している。
(MFR)
Measurements were made at a temperature of 230 ° C. and a load of 10 kg based on ISO1133. The larger the MFR, the better the liquidity.
（シャルピー衝撃強度）
ＩＳＯ１７９／１ｅＡに基づいて測定した。
(Charpy impact strength)
Measured based on ISO179 / 1eA.
（Ａ）成分（脂肪族ポリエステル）（（株）ダイセル製）
Ｌ−４０：６％粘度８７（粘度平均重合度１７０）
（Ｂ）成分（エーテル結合を有する可塑剤）
アジピン酸エステル：ＤＡＩＦＡＴＴＹ−１０１（大八化学工業（株）製）
(A) Ingredient (aliphatic polyester) (manufactured by Daicel Corporation)
L-40: 6% viscosity 87 (viscosity average degree of polymerization 170)
Component (B) (Plasticizer with ether bond)
Adipate: DAIFATTY-101 (manufactured by Daihachi Chemical Industry Co., Ltd.)
（Ｃ）成分（トリアゾール系化合物）
ＪＦ−７７−Ｐ：分子量２２５（城北化学工業（株）製）
ＪＦ−７９：分子量３１６（城北化学工業（株）製）
ＬＡ−３１：商品名「アデカスタブＬＡ−３１」、分子量６５９（（株）ＡＤＥＫＡ製）
Component (C) (triazole compound)
JF-77-P: Molecular weight 225 (manufactured by Johoku Chemical Industry Co., Ltd.)
JF-79: Molecular weight 316 (manufactured by Johoku Chemical Industry Co., Ltd.)
LA-31: Product name "ADEKA STAB LA-31", molecular weight 659 (manufactured by ADEKA Corporation)
比較（Ｃ）成分
ＬＡ−４６：商品名「アデカスタブＬＡ−４６」、トリアジン系紫外線吸収剤、分子量５１２（（株）ＡＤＥＫＡ製）
ＬＡ−Ｆ７０：商品名「アデカスタブＬＡ−Ｆ７０」、トリアジン系紫外線吸収剤、分子量７００（（株）ＡＤＥＫＡ製）
Comparative (C) component LA-46: Trade name "ADEKA STUB LA-46", triazine-based UV absorber, molecular weight 512 (manufactured by ADEKA Corporation)
LA-F70: Trade name "ADEKA STUB LA-F70", triazine-based UV absorber, molecular weight 700 (manufactured by ADEKA Corporation)
（Ｄ）成分（ヒンダードアミン化合物）
ＳＢ−ＵＶＡ ６７７（下記構造式のもの）：SHUANG-BANG INDUSTRIAL CORPORATION製
SB-UVA 677 (with the following structural formula): Made by SHUANG-BANG INDUSTRIAL CORPORATION
ＬＡ−６３Ｐ 商品名「アデカスタブＬＡ−６３Ｐ」（下記構造式のもの）、（株）ＡＤＥＫＡ製
安定剤
・亜リン酸エステル化合物：イルガフォス（ＩＲＧＡＦＯＳ）１６８、ＢＡＳＦジャパン（株）製
・エポキシ化合物：セロキサイド ２０２１Ｐ、（株）ダイセル製
・クエン酸（一水和物）：クエン酸（結晶）３２Ｍ、昭和化工（株）製
Stabilizer ・ Phosphite ester compound: IRGAFOS 168, BASF Japan Ltd. ・ Epoxy compound: Celoxide 2021P, Daicel Co., Ltd. ・ Citric acid (monohydrate): Citric acid (crystal) 32M, Made by Showa Kako Co., Ltd.
耐光安定剤として（Ｃ）成分または（Ｄ）成分を使用した実施例１〜７、１３は、流動性も良く、成形品の耐光性（試験前後のシャルピー衝撃強度の低下率）も比較例１〜３と比べると小さかった。
また耐光安定剤として（Ｃ）成分と（Ｄ）成分を併用した実施例８〜１２は、実施例１〜７と比べると、（Ｃ）成分と（Ｄ）成分の合計含有量が少ない場合でも、流動性は良く、成形品の耐光性（試験前後のシャルピー衝撃強度の低下率）も良いという傾向があった。
In Examples 1 to 7 and 13 in which the component (C) or the component (D) was used as the light resistance stabilizer, the fluidity was good, and the light resistance of the molded product (the rate of decrease in Charpy impact strength before and after the test) was also Comparative Example 1. It was smaller than ~ 3.
Further, in Examples 8 to 12 in which the components (C) and (D) are used in combination as the light-resistant stabilizer, even when the total content of the components (C) and (D) is smaller than that in Examples 1 to 7. The fluidity was good, and the light resistance of the molded product (the rate of decrease in Charpy impact strength before and after the test) tended to be good.
本発明のセルロースエステル組成物は、例えば、ＯＡ・家電機器分野、電気・電子分野、通信機器分野、サニタリー分野、自動車などの輸送車両分野、家具・建材などの住宅関連分野、雑貨分野などの各パーツ、ハウジングなどに使用することができる。
本発明のセルロースエステル組成物は流動性が良く、耐光性を有するため、前記各用途の中でも、外装材、特に直射日光に曝されるような屋外用途に適している。
The cellulose ester composition of the present invention is, for example, in the fields of OA / home appliances, electrical / electronic equipment, communication equipment, sanitary fields, transportation vehicles such as automobiles, housing-related fields such as furniture / building materials, and miscellaneous goods fields. It can be used for parts, housing, etc.
Since the cellulose ester composition of the present invention has good fluidity and light resistance, it is suitable for exterior materials, particularly outdoor applications where it is exposed to direct sunlight, among the above-mentioned applications.
Claims (3)
（Ａ）〜（Ｄ）成分の含有量が、（Ａ）成分１００質量部に対して、（Ｂ）成分が１〜４０質量部、（Ｃ）成分が０．１〜５質量部、（Ｄ）成分が０．０１〜２質量部であり、
（Ｂ）、（Ｃ）、（Ｄ）成分の合計質量（Ｍ１）と（Ｃ）、（Ｄ）成分の合計質量（Ｍ２）の質量比（Ｍ２／Ｍ１）が０．０２〜０．０８の範囲である、セルロースエステル組成物。 Contains (A) cellulose acetate with a degree of substitution of 2.7 or less , (B) a plasticizer containing an ether bond, (C) a light-resistant stabilizer selected from triazole-based compounds, and (D) a light-resistant stabilizer selected from hindered amine compounds. And does not contain polyalkylene glycol
The contents of the components (A) to (D) are 1 to 40 parts by mass of the component (B), 0.1 to 5 parts by mass of the component (C), and (D) with respect to 100 parts by mass of the component (A). ) The component is 0.01 to 2 parts by mass,
The mass ratio (M2 / M1) of the total mass (M1) of the components (B), (C) and (D) to the total mass (M2) of the components (C) and (D) is 0.02 to 0.08. Cellulose ester composition, which is in the range.
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