JP2014169432A - Dispersion composition, coating material composition, coating film, and colored object - Google Patents
Dispersion composition, coating material composition, coating film, and colored object Download PDFInfo
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- JP2014169432A JP2014169432A JP2013162293A JP2013162293A JP2014169432A JP 2014169432 A JP2014169432 A JP 2014169432A JP 2013162293 A JP2013162293 A JP 2013162293A JP 2013162293 A JP2013162293 A JP 2013162293A JP 2014169432 A JP2014169432 A JP 2014169432A
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- pigment
- group
- dispersion composition
- coating film
- blue
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- 239000006185 dispersion Substances 0.000 title claims abstract description 56
- 239000000203 mixture Substances 0.000 title claims abstract description 53
- 238000000576 coating method Methods 0.000 title claims abstract description 51
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- 239000000463 material Substances 0.000 title claims abstract description 28
- 239000000049 pigment Substances 0.000 claims abstract description 81
- 239000002270 dispersing agent Substances 0.000 claims abstract description 22
- 239000001055 blue pigment Substances 0.000 claims abstract description 19
- 239000001052 yellow pigment Substances 0.000 claims abstract description 18
- 239000001054 red pigment Substances 0.000 claims abstract description 15
- 238000002156 mixing Methods 0.000 claims abstract description 14
- 239000002612 dispersion medium Substances 0.000 claims abstract description 13
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- 239000002245 particle Substances 0.000 description 1
- UYGGIIOLYXRSQY-UHFFFAOYSA-N pentyl 2-methylpropanoate Chemical compound CCCCCOC(=O)C(C)C UYGGIIOLYXRSQY-UHFFFAOYSA-N 0.000 description 1
- TWSRVQVEYJNFKQ-UHFFFAOYSA-N pentyl propanoate Chemical compound CCCCCOC(=O)CC TWSRVQVEYJNFKQ-UHFFFAOYSA-N 0.000 description 1
- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 description 1
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- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 229940110337 pigment blue 1 Drugs 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- XIQGQTYUPQAUBV-UHFFFAOYSA-N prop-2-enoic acid;prop-1-en-2-ylbenzene;styrene Chemical compound OC(=O)C=C.C=CC1=CC=CC=C1.CC(=C)C1=CC=CC=C1 XIQGQTYUPQAUBV-UHFFFAOYSA-N 0.000 description 1
- 235000010409 propane-1,2-diol alginate Nutrition 0.000 description 1
- 239000000770 propane-1,2-diol alginate Substances 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- HUAZGNHGCJGYNP-UHFFFAOYSA-N propyl butyrate Chemical compound CCCOC(=O)CCC HUAZGNHGCJGYNP-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- LLBIOIRWAYBCKK-UHFFFAOYSA-N pyranthrene-8,16-dione Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C=C4C5=CC=CC=C5C(=O)C5=C4C4=C3C2=C1C=C4C=C5 LLBIOIRWAYBCKK-UHFFFAOYSA-N 0.000 description 1
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229930182490 saponin Natural products 0.000 description 1
- 150000007949 saponins Chemical class 0.000 description 1
- 235000017709 saponins Nutrition 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- XDFGPVSVSMWVQE-UHFFFAOYSA-M sodium;dodecanoic acid;hydrogen sulfate Chemical compound [Na+].OS([O-])(=O)=O.CCCCCCCCCCCC(O)=O XDFGPVSVSMWVQE-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical group [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 125000005156 substituted alkylene group Chemical group 0.000 description 1
- 125000005650 substituted phenylene group Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- YKSGNOMLAIJTLT-UHFFFAOYSA-N violanthrone Chemical compound C12=C3C4=CC=C2C2=CC=CC=C2C(=O)C1=CC=C3C1=CC=C2C(=O)C3=CC=CC=C3C3=CC=C4C1=C32 YKSGNOMLAIJTLT-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Paints Or Removers (AREA)
Abstract
Description
本発明は、分散組成物とそれを用いた塗料組成物、塗膜、および着色物に関する。さらに詳しくは、優れた熱遮蔽効果と漆黒性を有する塗膜や着色物を形成するための分散組成物及び塗料組成物に関する。 The present invention relates to a dispersion composition and a coating composition, a coating film, and a colored product using the dispersion composition. More specifically, the present invention relates to a dispersion composition and a coating composition for forming a coating film or a colored product having an excellent heat shielding effect and jet blackness.
近年、都市部においてはコンクリート等の人工建造物からの放射熱やエアコンの室外機からの排気される熱風などにより、特に夏場において屋外温度は著しく上昇し、ヒートアイランド現象と呼ばれる問題が社会問題化している。これに呼応して建築物内部においては屋内温度を維持するために更なる冷房の使用によって多くの消費電量を増加させるだけでなく、室外機からの排気によって屋外の温度上昇を加速する結果になっている。 In recent years, outdoor temperatures have risen remarkably in summer due to radiant heat from man-made structures such as concrete and hot air exhausted from outdoor units of air conditioners, and a problem called the heat island phenomenon has become a social problem. Yes. In response to this, not only increases the power consumption by using additional cooling to maintain the indoor temperature inside the building, but also accelerates the outdoor temperature rise by exhausting from the outdoor unit. ing.
従来、遮光性および耐候性の優れた黒色顔料はカーボンブラックを主としていた。しかし、カーボンブラックは赤外領域の光の反射率が低く、太陽光が照射されるとこれを吸収してしまう。このエネルギーが熱に変換されるために建造物や自動車といった被塗布物内部の温度を上昇させてしまうという問題があった。 Conventionally, black pigments having excellent light shielding properties and weather resistance have mainly been carbon black. However, carbon black has a low reflectance of light in the infrared region and absorbs it when irradiated with sunlight. Since this energy is converted into heat, there is a problem that the temperature inside an object to be coated such as a building or an automobile is raised.
建築物の温度上昇を抑制する方法として屋根、屋上、外壁等の建築物外装面基材に遮蔽塗料を使用する方法が知られている。一方、自動車車内の温度上昇を抑制する方法としても車内の部材に遮蔽塗料を使用する方法が知られている。そのような遮熱塗料としては、以下のような提案がなされている。例えば、無機顔料と酸化チタンを含有する下地塗料に、上塗り塗料として太陽熱反射率が一定値以上の有機顔料を組み合わせることで加法混色によりカーボンに近似した低明度の遮蔽塗料が提案されている(特許文献1)。また、酸化鉄レッドと有機顔料を組み合わせることで加法混色によりカーボンに近似した低明度の遮蔽塗料が提案されている(特許文献2)。しかし、これら特許文献1、2の遮熱塗料は、耐候性の点において劣る有機顔料を使用しているために、経時劣化により、光沢の低下や色相の変化が起こる問題があった。 As a method of suppressing the temperature rise of a building, a method of using a shielding paint on a building exterior surface base material such as a roof, a rooftop, or an outer wall is known. On the other hand, a method of using a shielding paint for a member in a vehicle is also known as a method for suppressing the temperature rise in the vehicle. The following proposals have been made for such a thermal barrier paint. For example, a low-lightness shielding paint that approximates to carbon by additive color mixing has been proposed by combining an organic pigment having a solar heat reflectance of a certain value or more as a top coat with a base paint containing an inorganic pigment and titanium oxide (patent) Reference 1). Further, a low-lightness shielding coating material that approximates carbon by additive color mixing by combining iron oxide red and an organic pigment has been proposed (Patent Document 2). However, these thermal barrier paints of Patent Documents 1 and 2 use organic pigments that are inferior in terms of weather resistance, and thus have a problem in that gloss decreases and hue changes due to deterioration over time.
また、黄色顔料、赤顔料、青顔料を組み合わせた黒色に近似した低明度の水系遮熱塗料が提案されている(特許文献3)。しかし、この遮熱塗料は水系塗料であるために、塗工できる基材の材質が限定されるなど、用途によっては塗膜形成が困難であるといった問題があった。 Further, a water-based thermal barrier coating material having a low brightness approximating black which is a combination of a yellow pigment, a red pigment and a blue pigment has been proposed (Patent Document 3). However, since this thermal barrier paint is a water-based paint, there is a problem that it is difficult to form a coating film depending on the application, such as the material of the base material that can be applied is limited.
本発明が解決しようとする課題は、優れた熱遮蔽効果と漆黒性、耐光性を有する塗膜や着色物と、それを形成するための保存安定性が良好な分散組成物及び塗料組成物を提供することである。 The problem to be solved by the present invention is to provide a coating film or a colored product having excellent heat shielding effect, jet blackness and light resistance, and a dispersion composition and a coating composition having good storage stability for forming the same. Is to provide.
本発明者らは、鋭意検討した結果、黄顔料、赤顔料、青顔料を特定の比率で含む分散組成物を用いて形成される塗膜や着色物が、優れた熱遮蔽効果と漆黒性、耐光性を有することを見出し、本発明の完成に至った。 As a result of intensive studies, the present inventors have found that a coating film or a colored product formed using a dispersion composition containing a yellow pigment, a red pigment, and a blue pigment in a specific ratio has an excellent heat shielding effect and jet blackness, It has been found that it has light resistance, and the present invention has been completed.
すなわち、本発明の実施態様は、少なくとも1種類の黄顔料と、少なくとも1種類の赤顔料と、少なくとも1種類の青顔料と、分散媒として有機溶媒とを含んでなる分散組成物であって、前記顔料の配合比率が、黄顔料が40〜60重量%、赤顔料が30〜40重量%、青顔料が10〜20重量%であることを特徴とする分散組成物に関する。 That is, an embodiment of the present invention is a dispersion composition comprising at least one type of yellow pigment, at least one type of red pigment, at least one type of blue pigment, and an organic solvent as a dispersion medium, The present invention relates to a dispersion composition in which the blending ratio of the pigment is 40 to 60% by weight of a yellow pigment, 30 to 40% by weight of a red pigment, and 10 to 20% by weight of a blue pigment.
また、本発明の実施態様は、C.I.ピグメントイエロー184およびC.I.ピグメントイエロー139からなる群より選ばれる1種以上の黄顔料であり、青顔料が、C.I.ピグメントグリーン7、C.I.ピグメントグリーン36、C.I.ピグメントブルー15およびC.I.ピグメントブルー60からなる群より選ばれる1種以上の青顔料であり、赤顔料が、C.I.ピグメントレッド122、C.I.ピグメントレッド177、C.I.ピグメントレッド254およびC.I.ピグメントバイオレット19からなる群より選ばれる1種以上の青顔料である上記分散組成物に関する。 An embodiment of the present invention is a C.I. I. Pigment yellow 184 and C.I. I. One or more yellow pigments selected from the group consisting of CI Pigment Yellow 139; I. Pigment green 7, C.I. I. Pigment green 36, C.I. I. Pigment blue 15 and C.I. I. One or more blue pigments selected from the group consisting of CI Pigment Blue 60; I. Pigment red 122, C.I. I. Pigment red 177, C.I. I. Pigment red 254 and C.I. I. It is related with the said dispersion composition which is 1 or more types of blue pigments chosen from the group which consists of pigment violet 19.
また、本発明の実施態様は、さらに、分散剤を含んでなる上記分散組成物に関する。 Moreover, the embodiment of this invention is related with the said dispersion composition which further contains a dispersing agent.
また、本発明の実施態様は、さらに、下記一般式(1)で表される顔料誘導体を含んでなる上記分散組成物に関する。
一般式(1)
G1−(E)q
(式中、G1は、色素原型化合物残基であり、Eは、塩基性置換基、酸性置換基、又は中性置換基であり、qは、1〜4の整数である。)
Moreover, the embodiment of the present invention further relates to the dispersion composition comprising a pigment derivative represented by the following general formula (1).
General formula (1)
G 1- (E) q
(In the formula, G 1 is a chromogenic compound residue, E is a basic substituent, an acidic substituent, or a neutral substituent, and q is an integer of 1 to 4.)
また、本発明の実施態様は、分散媒が、ケトン類、エステル類、炭化水素系溶剤からなる群より選ばれる1種以上の有機溶媒である上記分散組成物に関する。 An embodiment of the present invention also relates to the above dispersion composition, wherein the dispersion medium is one or more organic solvents selected from the group consisting of ketones, esters, and hydrocarbon solvents.
また、本発明の実施態様は、上記分散組成物に、さらに、硬化剤を含んでなる塗料組成物に関する。 An embodiment of the present invention also relates to a coating composition comprising the dispersion composition and a curing agent.
また、本発明の実施態様は、上記塗料組成物から形成されてなる塗膜に関する。 Moreover, the embodiment of this invention is related with the coating film formed from the said coating composition.
また、本発明の実施態様は、近赤外領域(760〜2100nm)の反射率が、35%以上である上記塗膜に関する。 Moreover, the embodiment of this invention is related with the said coating film whose reflectance of a near-infrared area | region (760-2100 nm) is 35% or more.
また、本発明の実施態様は、明度が、30.0以下である上記塗膜に関する。 Moreover, the embodiment of this invention is related with the said coating film whose brightness is 30.0 or less.
また、本発明の実施態様は、基材と、上記塗膜とを備えてなる着色物に関する。 Moreover, the embodiment of this invention is related with the colored material provided with a base material and the said coating film.
本発明によって、優れた熱遮蔽効果と漆黒性、耐光性を有する塗膜や着色物と、それを形成するための保存安定性が良好な分散組成物及び塗料組成物を提供すること可能となる。したがって、高い熱遮蔽性と漆黒性、耐光性が求められる建材や自動車の内外装等の分野で有用である。 According to the present invention, it becomes possible to provide a coating composition or a colored product having excellent heat shielding effect, jet blackness and light resistance, and a dispersion composition and a coating composition having good storage stability for forming the same. . Therefore, it is useful in fields such as building materials and interior / exterior of automobiles that require high heat shielding properties, jet blackness, and light resistance.
以下、本発明を実施形態に基づいて具体的に説明する。尚、特に断りのない限り、本明細書における「C.I.」とは、カラーインデックス(C.I.)を意味する。
<黄顔料>
本発明で使用される黄顔料としては、例えば、C.I.ピグメントイエロー1、2、3、4、5、6、10、12、13、14、15、16、17、18、24、31、32、34、35、35:1、36、36:1、37、37:1、40、42、43、53、55、60、61、62、63、65、73、74、77、81、83、93、94、95、97、98、100、101、104、106、108、109、110、113、114、115、116、117、118、119、120、123、126、127、128、129、138、139、147、150、151、152、153、154、155、156、161、162、164、166、167、168、169、170、171、172、173、174、175、176、177、179、180、181、182、184、185、187、188、193、194、198、199、213、214等が挙げられる。色相、赤外線透過性、及び耐候性の観点からは、ピグメントイエロー184が好ましい。
Hereinafter, the present invention will be specifically described based on embodiments. Unless otherwise specified, “CI” in this specification means a color index (CI).
<Yellow pigment>
Examples of the yellow pigment used in the present invention include C.I. I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 24, 31, 32, 34, 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 126, 127, 128, 129, 138, 139, 147, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 82,184,185,187,188,193,194,198,199,213,214, and the like. Pigment Yellow 184 is preferable from the viewpoints of hue, infrared light transmittance, and weather resistance.
<赤顔料>
本発明で使用される赤顔料としては、例えば、C.I.ピグメントレッド7、14、41、48:1、48:2、48:3、48:4、57:1、81、81:1、81:2、81:3、81:4、122、146、168、176、177、178、184、185、187、200、202、208、210、242、246、254、255、264、270、272、279、C.I.ピグメントバイオレット1、1:1、2、2:2、3、3:1、3:3、5、5:1、14、15、16、19、23、25、27、29、31、32、37、39、42、44、47、49、50等が挙げられる。色相、及び耐候性の観点からは、C.I.ピグメントレッド122、C.I.ピグメントレッド177、C.I.ピグメントレッド254およびC.I.ピグメントバイオレット19が好ましい。
<Red pigment>
Examples of the red pigment used in the present invention include C.I. I. Pigment Red 7, 14, 41, 48: 1, 48: 2, 48: 3, 48: 4, 57: 1, 81, 81: 1, 81: 2, 81: 3, 81: 4, 122, 146, 168, 176, 177, 178, 184, 185, 187, 200, 202, 208, 210, 242, 246, 254, 255, 264, 270, 272, 279, C.I. I. Pigment Violet 1, 1: 1, 2, 2: 2, 3, 3: 1, 3: 3, 5, 5: 1, 14, 15, 16, 19, 23, 25, 27, 29, 31, 32, 37, 39, 42, 44, 47, 49, 50 and the like. From the viewpoint of hue and weather resistance, C.I. I. Pigment red 122, C.I. I. Pigment red 177, C.I. I. Pigment red 254 and C.I. I. Pigment Violet 19 is preferable.
<青顔料>
本発明で使用される青顔料としては、例えば、C.I.ピグメントブルー1、1:2、9、14、15、15:1、15:2、15:3、15:4、15:6、16、17、19、25、27、28、29、33、35、36、56、56:1、60、61、61:1、62、63、66、67、68、71、72、73、74、75、76、78、79、C.I.ピグメントグリーン1、2、4、7、8、10、13、14、15、17、18、19、26、36、45、48、50、51、54、55、58等が挙げられる。色相、及び耐候性の観点からは、C.I.ピグメントグリーン7、C.I.ピグメントグリーン36、C.I.ピグメントブルー15およびC.I.ピグメントブルー60が好ましい。
<Blue pigment>
Examples of the blue pigment used in the present invention include C.I. I. Pigment Blue 1, 1: 2, 9, 14, 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 17, 19, 25, 27, 28, 29, 33, 35, 36, 56, 56: 1, 60, 61, 61: 1, 62, 63, 66, 67, 68, 71, 72, 73, 74, 75, 76, 78, 79, C.I. I. Pigment green 1, 2, 4, 7, 8, 10, 13, 14, 15, 17, 18, 19, 26, 36, 45, 48, 50, 51, 54, 55, 58 and the like. From the viewpoint of hue and weather resistance, C.I. I. Pigment green 7, C.I. I. Pigment green 36, C.I. I. Pigment blue 15 and C.I. I. Pigment Blue 60 is preferable.
全顔料配合中、黄顔料の好ましい比率は30〜70重量部であり、より好ましくは40〜60重量部であり、さらに好ましくは45〜55重量部である。赤顔料の好ましい比率は20〜50重量部であり、より好ましくは30〜40重量部であり、さらに好ましくは35〜40重量部である。青顔料の好ましい比率は5〜30重量部であり、より好ましくは10〜20重量部であり、さらに好ましくは15〜20重量部である。上記範囲より黄顔料、赤顔料、あるいは青顔料の比率が外れると、漆黒性が低下するので好ましくない場合がある。本発明において、所望する分散組成物や塗料組成物を得る目的で、黄顔料、赤顔料、及び青顔料をそれぞれについて、1種のみ使用しても、2種以上を混合して使用しても差し支えない。 In the total pigment blending, the preferred ratio of the yellow pigment is 30 to 70 parts by weight, more preferably 40 to 60 parts by weight, and still more preferably 45 to 55 parts by weight. A preferred ratio of the red pigment is 20 to 50 parts by weight, more preferably 30 to 40 parts by weight, and still more preferably 35 to 40 parts by weight. A preferable ratio of the blue pigment is 5 to 30 parts by weight, more preferably 10 to 20 parts by weight, and further preferably 15 to 20 parts by weight. If the ratio of the yellow pigment, the red pigment, or the blue pigment is out of the above range, the jetness may be lowered, which may not be preferable. In the present invention, for the purpose of obtaining a desired dispersion composition or coating composition, each of the yellow pigment, the red pigment, and the blue pigment may be used alone or in combination of two or more. There is no problem.
<顔料誘導体>
本発明において、顔料は、顔料誘導体を使用して分散組成物としてから使用することが好ましい。
顔料誘導体としては、下記一般式(1)で表される顔料誘導体を用いることができる。
一般式(1)
G1−(E)q
(式中、G1は、色素原型化合物残基であり、Eは、塩基性置換基、酸性置換基、又は中性置換基であり、qは、1〜4の整数である。)
<Pigment derivative>
In the present invention, the pigment is preferably used as a dispersion composition using a pigment derivative.
As the pigment derivative, a pigment derivative represented by the following general formula (1) can be used.
General formula (1)
G 1- (E) q
(In the formula, G 1 is a chromogenic compound residue, E is a basic substituent, an acidic substituent, or a neutral substituent, and q is an integer of 1 to 4.)
Eにおける塩基性置換基の好ましい態様としては、下記一般式(2)、一般式(3)、一般式(4)または一般式(5)で示される置換基を挙げることができる。 As a preferable aspect of the basic substituent in E, the substituent shown by following General formula (2), General formula (3), General formula (4), or General formula (5) can be mentioned.
一般式(2)
(X1は、−SO2−、−CO−、−CH2NHCOCH2−、−CH2−または直接結合を表す。pは、1〜10の整数を表す。R1およびR2は、それぞれ独立に、置換されていてもよいアルキル基、置換されていてもよいアルケニル基または置換されていてもよいフェニル基を表す。R1とR2は、互いに結合して環を形成しても良い。アルキル基及びアルケニル基の炭素数は1〜10が好ましい。) (X 1 represents —SO 2 —, —CO—, —CH 2 NHCOCH 2 —, —CH 2 — or a direct bond. P represents an integer of 1 to 10. R 1 and R 2 each represent Independently, it represents an optionally substituted alkyl group, an optionally substituted alkenyl group or an optionally substituted phenyl group, R 1 and R 2 may combine with each other to form a ring. The alkyl group and alkenyl group preferably have 1 to 10 carbon atoms.)
一般式(3)
(R3およびR4は、それぞれ独立に、置換されていてもよいアルキル基、置換されていてもよいアルケニル基または置換されていてもよいフェニル基を表す。R3とR4は、互いに結合して環を形成しても良い。アルキル基及びアルケニル基の炭素数は1〜10が好ましい。) (R 3 and R 4 each independently represents an optionally substituted alkyl group, an optionally substituted alkenyl group or an optionally substituted phenyl group. R 3 and R 4 are bonded to each other. (The number of carbon atoms of the alkyl group and alkenyl group is preferably 1 to 10.)
一般式(4)
(X2は、−SO2−、−CO−、−CH2NHCOCH2−、−CH2−または直接結合を表す。R5は、置換されていてもよいアルキル基、置換されていてもよいアルケニル基または置換されていてもよいフェニル基を表す。アルキル基及びアルケニル基の炭素数は1〜10が好ましい。R6、R7、R8およびR9は、それぞれ独立に、水素原子、置換されていてもよいアルキル基、置換されていてもよいアルケニル基または置換されていてもよいフェニル基を表す。R5〜R9の隣接した基は、互いに結合して環を形成しても良い。アルキル基及びアルケニル基の炭素数は1〜5が好ましい。) (X 2 represents —SO 2 —, —CO—, —CH 2 NHCOCH 2 —, —CH 2 — or a direct bond. R 5 represents an optionally substituted alkyl group or optionally substituted. Represents an alkenyl group or an optionally substituted phenyl group, wherein the alkyl group and the alkenyl group preferably have 1 to 10 carbon atoms, R 6 , R 7 , R 8 and R 9 each independently represents a hydrogen atom, Represents an optionally substituted alkyl group, an optionally substituted alkenyl group or an optionally substituted phenyl group, and the adjacent groups of R 5 to R 9 may be bonded to each other to form a ring; The alkyl group and alkenyl group preferably have 1 to 5 carbon atoms.)
一般式(5)
(X3は、−SO2−、−CO−、−CH2NHCOCH2−、−CH2−又は直接結合を表す。Yは、−NR30−Z−NR31−又は直接結合を表す。R30およびR31は、それぞれ独立に、水素原子、置換されていてもよいアルキル基、置換されていてもよいアルケニル基または置換されていてもよいフェニル基を表す。アルキル基及びアルケニル基の炭素数は1〜5が好ましい。Zは、置換されていてもよいアルキレン基、置換されていてもよいアルケニレン基または置換されていてもよいフェニレン基を表す。アルキレン基及びアルケニレン基の炭素数は1〜8が好ましい。Pは、一般式(6)で示される置換基または一般式(7)で示される置換基を表す。Qは、水酸基、アルコキシル基、一般式(6)で示される置換基または一般式(7)で示される置換基を表す。) (X 3 represents —SO 2 —, —CO—, —CH 2 NHCOCH 2 —, —CH 2 — or a direct bond. Y represents —NR 30 —Z—NR 31 — or a direct bond. R 30 and R 31 each independently represents a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl group or an optionally substituted phenyl group, the number of carbon atoms of the alkyl group and the alkenyl group. Is preferably 1 to 5. Z represents an optionally substituted alkylene group, an optionally substituted alkenylene group or an optionally substituted phenylene group, wherein the alkylene group and the alkenylene group have 1 to 1 carbon atoms. P is preferably a substituent represented by formula (6) or a substituent represented by formula (7), Q is a hydroxyl group, an alkoxyl group, a substituent represented by formula (6) or General formula (It represents the substituent represented by (7).)
一般式(6)
(rは、1〜10の整数を表す。R10およびR11は、それぞれ独立に、置換されていてもよいアルキル基、置換されていてもよいアルケニル基または置換されていてもよいフェニル基を表す。R10とR11は、互いに結合して環を形成しても良い。アルキル基及びアルケニル基の炭素数は1〜10が好ましい。) (R represents an integer of 1 to 10. R 10 and R 11 each independently represents an optionally substituted alkyl group, an optionally substituted alkenyl group, or an optionally substituted phenyl group. R 10 and R 11 may be bonded to each other to form a ring. The alkyl group and the alkenyl group preferably have 1 to 10 carbon atoms.)
一般式(7):
(R16は、置換されていてもよいアルキル基、置換されていてもよいアルケニル基又は置換されていてもよいフェニル基を表す。アルキル基及びアルケニル基の炭素数は1〜10が好ましい。R13、R14、R15およびR16は、それぞれ独立に、水素原子、置換されていてもよいアルキル基、置換されていてもよいアルケニル基または置換されていてもよいフェニル基を表す。R12〜R16の隣接した基は、互いに結合して環を形成しても良い。アルキル基及びアルケニル基の炭素数は1〜5が好ましい。) (R 16 represents an optionally substituted alkyl group, an optionally substituted alkenyl group or an optionally substituted phenyl group. The alkyl group and the alkenyl group preferably have 1 to 10 carbon atoms. 13, R 14, R 15 and R 16 are each independently, .R 12 represents a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkenyl or optionally substituted phenyl group The groups adjacent to R 16 may be bonded to each other to form a ring. The alkyl group and the alkenyl group preferably have 1 to 5 carbon atoms.)
Eにおける酸性置換基又は中性置換基の好ましい態様としては、一般式(8)、一般式(9)及び一般式(10)で示される置換基を挙げることができる。
一般式(8)
−SO3M/l
(Mは、水素原子、アルカリ金属原子、カルシウム原子、バリウム原子、ストロンチウム原子、マンガン原子、又はアルミニウム原子を表す。lは、Mの価数を表す。)
As a preferable aspect of the acidic substituent or neutral substituent in E, the substituent shown by General formula (8), General formula (9), and General formula (10) can be mentioned.
General formula (8)
-SO 3 M / l
(M represents a hydrogen atom, an alkali metal atom, a calcium atom, a barium atom, a strontium atom, a manganese atom, or an aluminum atom. L represents the valence of M.)
一般式(9)
(R17、R18、R19およびR20は、それぞれ独立に、水素原子又は炭素数1〜30のアルキル基を表す。但し全てが水素原子である場合は除く。) (R 17 , R 18 , R 19 and R 20 each independently represents a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, except when all are hydrogen atoms.)
一般式(10)
(A1は、水素原子、ハロゲン原子、−NO2、−NH2又はSO3Hを表す。kは、1〜4の整数を表す。) (A 1 represents a hydrogen atom, a halogen atom, —NO 2 , —NH 2 or SO 3 H. k represents an integer of 1 to 4.)
G1の色素原型化合物残基としては、例えば、ジケトピロロピロール系色素、アゾ、ジスアゾ、若しくはポリアゾ等のアゾ系色素、フタロシアニン系色素、ジアミノジアントラキノン、アントラピリミジン、フラバントロン、アントアントロン、インダントロン、ピラントロン、ビオラントロン等のアントラキノン系色素、キナクリドン系色素、ジオキサジン系色素、ペリノン系色素、ペリレン系色素、チオインジゴ系色素、イソインドリン系色素、イソインドリノン系色素、キノフタロン系色素、スレン系色素、又は金属錯体系色素の各種色素残基、さらには、アントラキノン残基又はトリアジン残基などを挙げることができる。 Examples of the chromophoric compound residue of G 1 include diketopyrrolopyrrole dyes, azo dyes such as azo, disazo, and polyazo, phthalocyanine dyes, diaminodianthraquinones, anthrapyrimidines, flavantrons, anthanthrones, and indans. Anthraquinone dyes such as Throne, pyranthrone, violanthrone, quinacridone dyes, dioxazine dyes, perinone dyes, perylene dyes, thioindigo dyes, isoindoline dyes, isoindolinone dyes, quinophthalone dyes, selenium dyes, Alternatively, various dye residues of metal complex dyes, and further anthraquinone residues or triazine residues can be exemplified.
アントラキノン残基としては、上記塩基性置換基、酸性置換基又は中性置換基を有するアントラキノン残基が挙げられる。また、トリアジン残基としては、メチル基、若しくはエチル基等のアルキル基、又はアミノ基又はジメチルアミノ基、ジエチルアミノ基、若しくはジブチルアミノ基等のアルキルアミノ基、又はニトロ基又は水酸基又はメトキシ基、エトキシ基、若しくはブトキシ基等のアルコキシ基又は塩素等のハロゲン又はメチル基、メトキシ基、アミノ基、ジメチルアミノ基、水酸基等で置換されていてもよいフェニル基、又はメチル基、エチル基、メトキシ基、エトキシ基、アミノ基、ジメチルアミノ基、ジエチルアミノ基、ニトロ基、若しくは水酸基等で置換されていてもよいフェニルアミノ基等の置換基を有していてもよい1,3,5−トリアジンの残基に、更に、上記塩基性置換基、酸性置換基又は中性置換基が導入されたトリアジン残基が挙げられる。 As an anthraquinone residue, the anthraquinone residue which has the said basic substituent, an acidic substituent, or a neutral substituent is mentioned. Examples of the triazine residue include an alkyl group such as a methyl group or an ethyl group, an alkylamino group such as an amino group, a dimethylamino group, a diethylamino group, or a dibutylamino group, a nitro group, a hydroxyl group, a methoxy group, or an ethoxy group. Group, an alkoxy group such as a butoxy group, or a halogen such as chlorine or a methyl group, a methoxy group, an amino group, a dimethylamino group, a phenyl group optionally substituted with a hydroxyl group, or the like, or a methyl group, an ethyl group, a methoxy group, Residue of 1,3,5-triazine which may have a substituent such as phenylamino group which may be substituted with ethoxy group, amino group, dimethylamino group, diethylamino group, nitro group or hydroxyl group Further, triazine residues into which the basic substituent, acidic substituent or neutral substituent is introduced are listed. It is.
中でも、トリアジン残基やアントラキノン残基を含有する顔料誘導体がより好ましい。トリアジン残基やアントラキノン残基を有する顔料誘導体は、顔料に対して、より高い吸着性を示し、高い分散性が得られると同時に、熱反応性化合物の硬化反応をより効果的に引き起こし、耐性の更なる向上を期待することができる。 Among these, a pigment derivative containing a triazine residue or an anthraquinone residue is more preferable. A pigment derivative having a triazine residue or an anthraquinone residue exhibits a higher adsorptivity to the pigment, provides a high dispersibility, and at the same time, causes a curing reaction of the thermoreactive compound more effectively and has a high resistance. Further improvement can be expected.
<分散剤>
本発明において、顔料は、分散剤を使用して分散組成物としてから使用することが好ましい。
本発明に用いられる分散剤として、界面活性剤または樹脂型分散剤を使用することができる。界面活性剤は主にアニオン性、カチオン性、ノニオン性に分類され、要求特性に応じて適宜好適な種類、配合量を選択して使用することができる。好ましくは、樹脂型分散剤である。
<Dispersant>
In the present invention, the pigment is preferably used as a dispersion composition using a dispersant.
As the dispersant used in the present invention, a surfactant or a resin-type dispersant can be used. Surfactants are mainly classified into anionic, cationic and nonionic, and suitable types and blending amounts can be appropriately selected and used according to required properties. A resin-type dispersant is preferable.
アニオン性界面活性剤としては、特に限定されるものではなく、具体的には脂肪酸塩、ポリスルホン酸塩、ポリカルボン酸塩、アルキル硫酸エステル塩、アルキルアリールスルホン酸塩、アルキルナフタレンスルホン酸塩、ジアルキルスルホン酸塩、ジアルキルスルホコハク酸塩、アルキルリン酸塩、ポリオキシエチレンアルキルエーテル硫酸塩、ポリオキシエチレンアルキルアリールエーテル硫酸塩、ナフタレンスルホン酸ホルマリン縮合物、ポリオキシエチレンアルキルリン酸スルホン酸塩、グリセロールボレイト脂肪酸エステル、ポリオキシエチレングリセロール脂肪酸エステルなどが挙げられ、具体的にはドデシルベンゼンスルホン酸ナトリウム、ラウリル酸硫酸ナトリウム、ポリオキシエチレンラウリルエーテル硫酸ナトリウム、ポリオキシエチレンノニルフェニルエーテル硫酸エステル塩、β−ナフタレンスルホン酸ホルマリン縮合物のナトリウム塩などが挙げられる。 The anionic surfactant is not particularly limited, and specifically, fatty acid salt, polysulfonate, polycarboxylate, alkyl sulfate ester salt, alkylaryl sulfonate, alkylnaphthalene sulfonate, dialkyl Sulfonates, dialkyl sulfosuccinates, alkyl phosphates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl aryl ether sulfates, naphthalene sulfonate formalin condensates, polyoxyethylene alkyl phosphate sulfonates, glycerol Late fatty acid esters, polyoxyethylene glycerol fatty acid esters and the like, specifically, sodium dodecylbenzenesulfonate, sodium laurate sulfate, sodium polyoxyethylene lauryl ether sulfate, Polyoxyethylene nonylphenyl ether sulfate, sodium salt of β- naphthalenesulfonic acid formalin condensate and the like.
カチオン性活性剤としては、アルキルアミン塩類、第四級アンモニウム塩類があり、具体的にはステアリルアミンアセテート、トリメチルヤシアンモニウムクロリド、トリメチル牛脂アンモニウムクロリド、ジメチルジオレイルアンモニウムクロリド、メチルオレイルジエタノールクロリド、テトラメチルアンモニウムクロリド、ラウリルピリジニウムクロリド、ラウリルピリジニウムブロマイド、ラウリルピリジニウムジサルフェート、セチルピリジニウムブロマイド、4−アルキルメルカプトピリジン、ポリ(ビニルピリジン)−ドデシルブロマイド、ドデシルベンジルトリエチルアンモニウムクロリドなどが挙げられる。 Examples of cationic activators include alkylamine salts and quaternary ammonium salts. Specifically, stearylamine acetate, trimethyl cocoammonium chloride, trimethyl tallow ammonium chloride, dimethyldioleyl ammonium chloride, methyl oleyl diethanol chloride, tetramethyl. Ammonium chloride, lauryl pyridinium chloride, lauryl pyridinium bromide, lauryl pyridinium disulfate, cetyl pyridinium bromide, 4-alkylmercaptopyridine, poly (vinylpyridine) -dodecyl bromide, dodecylbenzyltriethylammonium chloride and the like.
ノニオン性活性剤としては、ポリオキシエチレンアルキルエーテル、ポリオキシアルキレン誘導体、ポリオキシエチレンフェニルエーテル、ソルビタン脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エステル、アルキルアリルエーテルなどが挙げられ、具体的にはポリオキシエチレンラウリルエーテル、ソルビタン脂肪酸エステル、ポリオキシエチレンオクチルフェニルエーテル等などが挙げられる。 Nonionic activators include polyoxyethylene alkyl ethers, polyoxyalkylene derivatives, polyoxyethylene phenyl ethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, alkyl allyl ethers, and more specifically, polyoxyethylene Examples include lauryl ether, sorbitan fatty acid ester, polyoxyethylene octyl phenyl ether, and the like.
界面活性剤の選択に際しては1種類に限定されるものではなく、アニオン性界面活性剤とノニオン性界面活性剤、カチオン性界面活性剤とノニオン性界面活性剤など、2種以上の界面活性剤を併用して使用することも可能である。その際の配合量は、それぞれの活性剤成分に対して前述した配合量とすることが好ましい。好ましくは、アニオン性界面活性剤とノニオン性界面活性剤の併用が良く、アニオン性界面活性剤としては、ポリカルボン酸塩、ノニオン性界面活性剤は、ポリオキシエチレンフェニルエーテルが好ましい。 The selection of the surfactant is not limited to one type, and two or more surfactants such as an anionic surfactant and a nonionic surfactant, and a cationic surfactant and a nonionic surfactant are used. It can also be used in combination. In this case, the blending amount is preferably set to the blending amount described above for each activator component. Preferably, an anionic surfactant and a nonionic surfactant are used in combination. The anionic surfactant is preferably a polycarboxylate and the nonionic surfactant is preferably polyoxyethylene phenyl ether.
(樹脂型分散剤)
樹脂型分散剤は、顔料に吸着する性質を有する親和性部位と、分散媒との相溶性部位とを有し、顔料に吸着して分散媒中での分散を安定化する働きをするものである。樹脂型分散剤として具体的には、ポリウレタン、ポリアクリレート等のポリカルボン酸エステル、不飽和ポリアミド、ポリカルボン酸、ポリカルボン酸(部分)アミン塩、ポリカルボン酸アンモニウム塩、ポリカルボン酸アルキルアミン塩、ポリシロキサン、長鎖ポリアミノアマイドリン酸塩、水酸基含有ポリカルボン酸エステルや、これらの変性物、ポリ(低級アルキレンイミン)と遊離のカルボキシル基を有するポリエステルとの反応により形成されたアミドやその塩等の油性分散剤、(メタ)アクリル酸−スチレン共重合体、(メタ)アクリル酸−(メタ)アクリル酸エステル共重合体、スチレン−マレイン酸共重合体、ポリビニルアルコール、ポリビニルピロリドン等の水溶性樹脂や水溶性高分子化合物、ポリエステル系、変性ポリアクリレート系、エチレンオキサイド/プロピレンオキサイド付加化合物、リン酸エステル系等が用いられ、これらは単独または2種以上を混合して用いることができるが、必ずしもこれらに限定されるものではない。
(Resin type dispersant)
The resin-type dispersant has an affinity part that has the property of adsorbing to the pigment and a compatible part with the dispersion medium, and functions to adsorb to the pigment and stabilize dispersion in the dispersion medium. is there. Specific examples of resin-type dispersants include polycarboxylic acid esters such as polyurethane and polyacrylate, unsaturated polyamides, polycarboxylic acids, polycarboxylic acid (partial) amine salts, polycarboxylic acid ammonium salts, and polycarboxylic acid alkylamine salts. , Polysiloxane, long-chain polyaminoamide phosphate, hydroxyl group-containing polycarboxylic acid ester, modified products thereof, amides formed by reaction of poly (lower alkyleneimine) and polyester having a free carboxyl group, and salts thereof Oil-soluble dispersants such as, (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylic acid ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol, polyvinylpyrrolidone, etc. Resin, water-soluble polymer, polyester, modified poly Acrylate-based, ethylene oxide / propylene oxide adduct, phosphoric ester or the like is used, they may be used alone or in combination, it is not necessarily limited thereto.
上記分散剤のうち少量の添加量で分散組成物の粘度が低くなり、高い分光透過率を示すという理由から、酸性官能基を有する高分子分散剤が好ましい。樹脂型分散剤は、顔料全量に対して3〜200重量%程度使用することが好ましく、成膜性の観点から5〜100重量%程度使用することがより好ましい。 Among the above-mentioned dispersants, a polymer dispersant having an acidic functional group is preferable because the viscosity of the dispersion composition is lowered and a high spectral transmittance is exhibited with a small addition amount. The resin-type dispersant is preferably used in an amount of about 3 to 200% by weight, more preferably about 5 to 100% by weight, from the viewpoint of film formability.
市販の樹脂型分散剤としては、ビックケミー・ジャパン社製のDisperbyk−101、103、107、108、110、111、116、130、140、154、161、162、163、164、165、166、170、171、174、180、181、182、183、184、185、190、2000、2001、2020、2025、2050、2070、2095、2150、2155またはAnti−Terra−U、203、204、またはBYK−P104、P104S、220S、6919、またはLactimon、Lactimon−WSまたはBykumen等、日本ルーブリゾール社製のSOLSPERSE−3000、9000、13000、13240、13650、13940、16000、17000、18000、20000、21000、24000、26000、27000、28000、31845、32000、32500、32550、33500、32600、34750、35100、36600、38500、41000、41090、53095、55000、76500等、チバ・ジャパン社製のEFKA−46、47、48、452、4008、4009、4010、4015、4020、4047、4050、4055、4060、4080、4400、4401、4402、4403、4406、4408、4300、4310、4320、4330、4340、450、451、453、4540、4550、4560、4800、5010、5065、5066、5070、7500、7554、1101、120、150、1501、1502、1503、味の素ファインテクノ社製のアジスパーPA111、PB711、PB821、PB822、PB824等が挙げられる。 Commercially available resin-type dispersants include Disperbyk-101, 103, 107, 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, 165, 166, and 170 manufactured by Big Chemie Japan. 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, 2020, 2025, 2050, 2070, 2095, 2150, 2155 or Anti-Terra-U, 203, 204, or BYK- P104, P104S, 220S, 6919, or SOLPERSE-3000, 9000, 13000, 13240, 13650, 13940, 1600 manufactured by Nihon Lubrizol Corporation, such as Lactimon, Lactimon-WS, or Bykumen. 17000, 18000, 20000, 21000, 24000, 26000, 27000, 28000, 31845, 32000, 32500, 32550, 33500, 32600, 34750, 35100, 36600, 38500, 41000, 41090, 53095, 55000, 76500, etc. EFKA-46, 47, 48, 452, 4008, 4009, 4010, 4015, 4020, 4047, 4050, 4055, 4060, 4080, 4400, 4401, 4402, 4403, 4406, 4408, 4300, 4310, manufactured by Japan 4320, 4330, 4340, 450, 451, 453, 4540, 4550, 4560, 4800, 5010, 5065, 5066, 5070, 7500, 75 4,1101,120,150,1501,1502,1503, Ajinomoto Fine-Techno Co., Ltd. of AJISPER PA111, PB711, PB821, PB822, PB824, and the like.
<樹脂>
本発明で使用できる樹脂は、大別すると、天然高分子樹脂と合成高分子樹脂に分類され、特に限定されるものではない。具体的には、天然高分子樹脂としては、にかわ、ゼラチン、ガゼイン、アルブミンなどのたんぱく質類、アラビアゴム、トラガントゴム、キサンタンガムなどの天然ゴム類、サポニンなどのグルコシド類、アルギン酸およびアルギン酸プロピレングルコールエステル、アルギン酸トリエタノールアミン、アルギン酸アンモニウムなどのアルギン酸誘導体、メチルセルロース、ニトロセルロース、カルボキシメチルセルロース、ヒドロキシメチルセルロース、エチルヒドロキシセルロースなどのセルロース誘導体やシェラック樹脂などが挙げられる。
<Resin>
The resins that can be used in the present invention are roughly classified into natural polymer resins and synthetic polymer resins, and are not particularly limited. Specifically, natural polymer resins include proteins such as glue, gelatin, casein, albumin, natural gums such as gum arabic, tragacanth, and xanthan gum, glucosides such as saponin, alginic acid and propylene glycol alginate, Examples include alginic acid derivatives such as triethanolamine alginate and ammonium alginate, cellulose derivatives such as methylcellulose, nitrocellulose, carboxymethylcellulose, hydroxymethylcellulose, and ethylhydroxycellulose, and shellac resin.
合成高分子樹脂の例としては、アクリル系共重合体、スチレン・アクリル酸系共重合体、アルキド樹脂、エポキシ樹脂、ポリエステル樹脂、ウレタン樹脂、セルロース樹脂、ポリビニルピロリドン樹脂、アクリル酸−アクリロニトリル共重合体、アクリルカリウム−アクリロニトリル共重合体、酢酸ビニル−アクリル酸エステル共重合体、スチレン−メタクリル酸共重合体、スチレン−メタクリル酸−アクリル酸エステル共重合体、スチレン−α−メチルスチレンアクリル酸共重合体、スチレン−α−メチルスチレン−アクリル酸−アクリル酸エステル共重合体、スチレン‐無水マレイン酸共重合体、ビニルナフタレン−アクリル酸共重合体、ビニルナフタレン−マレイン酸共重合体、酢酸ビニル−エチレン共重合体、酢酸ビニル−脂肪酸ビニルエチレン共重合体、酢酸ビニル−マレイン酸エステル共重合体、酢酸ビニル−クロトン酸共重合体、酢酸ビニル−アクリル酸共重合体およびこれらの塩などが挙げられる。 Examples of synthetic polymer resins include acrylic copolymers, styrene / acrylic acid copolymers, alkyd resins, epoxy resins, polyester resins, urethane resins, cellulose resins, polyvinylpyrrolidone resins, acrylic acid-acrylonitrile copolymers. , Acrylic potassium-acrylonitrile copolymer, vinyl acetate-acrylic acid ester copolymer, styrene-methacrylic acid copolymer, styrene-methacrylic acid-acrylic acid ester copolymer, styrene-α-methylstyrene acrylic acid copolymer Styrene-α-methylstyrene-acrylic acid-acrylic acid ester copolymer, styrene-maleic anhydride copolymer, vinylnaphthalene-acrylic acid copolymer, vinylnaphthalene-maleic acid copolymer, vinyl acetate-ethylene copolymer Polymer, vinyl acetate-fatty acid vinyl Examples thereof include a ruethylene copolymer, a vinyl acetate-maleic acid ester copolymer, a vinyl acetate-crotonic acid copolymer, a vinyl acetate-acrylic acid copolymer, and salts thereof.
樹脂は、アクリル樹脂、ウレタン樹脂、エポキシ樹脂、繊維強化樹脂、フッ素樹脂、セルロース樹脂、アクリルエマルジョン等が好ましい。これらの中でもアクリル樹脂がより好ましい。アクリル樹脂の例としては、メラミン硬化性アクリル樹脂、自己架橋アクリル樹脂、ポリイソシアネート硬化性アクリル樹脂、湿気硬化型シリコン・アクリル樹脂などが挙げられ、具体的には、三菱レイヨン社製ダイヤナールシリーズ、DIC社製アクリディックシリーズ、日立化成社製ヒタロイドシリーズなどが挙げられる。 The resin is preferably an acrylic resin, a urethane resin, an epoxy resin, a fiber reinforced resin, a fluororesin, a cellulose resin, an acrylic emulsion, or the like. Among these, an acrylic resin is more preferable. Examples of acrylic resins include melamine curable acrylic resin, self-crosslinking acrylic resin, polyisocyanate curable acrylic resin, moisture curable silicone / acrylic resin, and more specifically, Mitsubishi Rayon Co., Ltd. Examples include the DIC ACRICID series and the Hitachi Chemical Hitaroid series.
前述の樹脂は1種または2種以上併用しても良く、分散組成物中での配合量は特に限定されるものではないが、顔料の総和に対して2〜5000重量%が好ましく、より好ましくは5〜900重量%である。 The above-mentioned resins may be used alone or in combination of two or more, and the blending amount in the dispersion composition is not particularly limited, but is preferably 2 to 5000% by weight, more preferably based on the total pigment. Is 5 to 900% by weight.
<分散媒>
本発明における分散媒としては、有機溶媒を用いることができる。有機溶媒として、ケトン類、エステル類、炭化水素系溶剤、アルコール類、エーテル類などが挙げられる。好ましくはケトン類、エステル類、炭化水素系溶剤からなる群より選ばれる1種以上の有機溶媒である。
<Dispersion medium>
As the dispersion medium in the present invention, an organic solvent can be used. Examples of the organic solvent include ketones, esters, hydrocarbon solvents, alcohols, ethers and the like. Preferably, it is at least one organic solvent selected from the group consisting of ketones, esters and hydrocarbon solvents.
具体的には、ケトン類としては、アセトン、メチルエチルケトン、メチルイソブチルケトン、ジエチルケトン、メチルプロピルケトン、メチルアミルケトン、メチルイソアミルケトン、ジイソブチルケトン、シクロヘキサノン、イソホロンなどが挙げられる。 Specifically, examples of ketones include acetone, methyl ethyl ketone, methyl isobutyl ketone, diethyl ketone, methyl propyl ketone, methyl amyl ketone, methyl isoamyl ketone, diisobutyl ketone, cyclohexanone, and isophorone.
また、エステル類としては、酢酸メチル、酢酸エチル、酢酸プロピル、酢酸イソプロピル、酢酸ブチル、酢酸イソブチル、酢酸メトキシプロピル、酢酸メトキシブチル、酢酸セロソルブ、酢酸アミル、酢酸3−エトキシエタノール、プロピオン酸メチル、プロピオン酸エチル、プロピオン酸プロピル、プロピオン酸イソプロピル、プロピオン酸ブチル、プロピオン酸イソブチル、プロピオン酸メトキシプロピル、プロピオン酸メトキシブチル、プロピオン酸セロソルブ、プロピオン酸アミル、プロピオン酸3−エトキシエタノール、酪酸メチル、酪酸エチル、酪酸プロピル、酪酸イソプロピル、酪酸ブチル、酪酸イソブチル、酪酸メトキシプロピル、酪酸メトキシブチル、酪酸セロソルブ、酪酸アミル、酪酸3−エトキシエタノール、イソ酪酸メチル、イソ酪酸エチル、イソ酪酸プロピル、イソ酪酸イソプロピル、イソ酪酸ブチル、イソ酪酸イソブチル、イソ酪酸メトキシプロピル、イソ酪酸メトキシブチル、イソ酪酸セロソルブ、イソ酪酸アミル、イソ酪酸3−エトキシエタノール、乳酸メチル、乳酸エチル、乳酸ブチル、1−メトキシプロピル−2−アセテートなどが挙げられる。 Esters include methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, butyl acetate, isobutyl acetate, methoxypropyl acetate, methoxybutyl acetate, cellosolve acetate, amyl acetate, 3-ethoxyethanol acetate, methyl propionate, propionate. Ethyl acetate, propyl propionate, isopropyl propionate, butyl propionate, isobutyl propionate, methoxypropyl propionate, methoxybutyl propionate, cellosolve propionate, amyl propionate, 3-ethoxyethanol propionate, methyl butyrate, ethyl butyrate, Propyl butyrate, isopropyl butyrate, butyl butyrate, isobutyl butyrate, methoxypropyl butyrate, methoxybutyl butyrate, cellosolve butyrate, amyl butyrate, 3-ethoxyethanol butyrate, isobutyrate Methyl, ethyl isobutyrate, propyl isobutyrate, isopropyl isobutyrate, butyl isobutyrate, isobutyl isobutyrate, methoxypropyl isobutyrate, methoxybutyl isobutyrate, cellosolve isobutyrate, amyl isobutyrate, 3-ethoxyethanol isobutyrate, methyl lactate, Examples include ethyl lactate, butyl lactate, and 1-methoxypropyl-2-acetate.
また、炭化水素系溶剤としては、ベンゼン、トルエン、o−キシレン、m−キシレン、p−キシレン、エチルベンゼン、スチレンなどが挙げられる。
また、アルコール類としては、メチルアルコール、エチルアルコール、n−プロピルアルコール、n−ブチルアルコール、s−ブチルアルコール、t−ブチルアルコール、n−アミルアルコール、イソアミルアルコール、t−アミルアルコール、エチレングリコール、プロピレングリコール、ジエチレングリコール、ジプロピレングリコールなどが挙げられる。
Examples of the hydrocarbon solvent include benzene, toluene, o-xylene, m-xylene, p-xylene, ethylbenzene, and styrene.
Alcohols include methyl alcohol, ethyl alcohol, n-propyl alcohol, n-butyl alcohol, s-butyl alcohol, t-butyl alcohol, n-amyl alcohol, isoamyl alcohol, t-amyl alcohol, ethylene glycol, propylene. Examples include glycol, diethylene glycol, and dipropylene glycol.
また、エーテル類としては、イソプロピルエーテル、メチルセロソルブ、エチルセロソルブ、プロピルセロソルブ、ブチルセロソルブ、フェニルセロソルブ、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル、ジエチレングリコールモノプロピルエーテル、ジエチレングリコールモノブチルエーテル、ジエチレングリコールモノフェニルエーテル、プロピレングリコールモノメチルエーテル、プロピレングリコールモノエチルエーテル、プロピレングリコールモノプロピルエーテル、プロピレングリコールモノブチルエーテル、プロピレングリコールモノフェニルエーテル、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールモノエチルエーテル、ジプロピレングリコールモノプロピルエーテル、ジプロピレングリコールモノブチルエーテル、ジプロピレングリコールモノフェニルエーテル、ジオキサンなどが挙げられる。 Ethers include isopropyl ether, methyl cellosolve, ethyl cellosolve, propyl cellosolve, butyl cellosolve, phenyl cellosolve, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, diethylene glycol monobutyl ether, diethylene glycol monophenyl ether, propylene glycol monomethyl Ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, propylene glycol monophenyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monopropylene Ether, dipropylene glycol monobutyl ether, dipropylene glycol monophenyl ether, and dioxane.
更には、必要に応じて、上記以外の有機溶媒を併用することもできる。これらには例えば、石油ベンジン、ミネラルスピリット、ソルベントナフサ等が挙げられる。
上記の有機溶媒は、所望する分散組成物や塗料組成物を得る目的で、1種のみ使用しても、2種以上を混合して使用しても差し支えない。
Furthermore, if necessary, an organic solvent other than the above can be used in combination. These include, for example, petroleum benzine, mineral spirits, solvent naphtha and the like.
The above organic solvents may be used alone or in combination of two or more for the purpose of obtaining a desired dispersion composition or coating composition.
<硬化剤>
本発明で使用できる硬化剤として、本発明の分散組成物中の樹脂の反応性官能基と反応することができる化合物が挙げられる。具体的には、使用する樹脂の種類によって異なるが、アミノ樹脂、ポリイソシアネート化合物、エポキシ基含有化合物、カルボキシル基含有化合物などが挙げられる。
<Curing agent>
Curing agents that can be used in the present invention include compounds that can react with the reactive functional groups of the resin in the dispersion composition of the present invention. Specific examples include amino resins, polyisocyanate compounds, epoxy group-containing compounds, carboxyl group-containing compounds, and the like, depending on the type of resin used.
本発明における分散組成物中には、さらに組成物および塗料としての適性を付与するために種々の添加剤を配合してもよい。添加剤の種類を具体的に列挙すると、増粘剤、pH調整剤、乾燥防止剤、防腐・防かび剤、キレート剤、紫外線吸収材、酸化防止剤、消泡剤、レオロジーコントロール剤等が挙げられる。 In the dispersion composition of the present invention, various additives may be further blended in order to impart suitability as a composition and a paint. Specific types of additives include thickeners, pH adjusters, anti-drying agents, antiseptic / antifungal agents, chelating agents, UV absorbers, antioxidants, antifoaming agents, rheology control agents, etc. It is done.
本発明に用いる分散装置は、従来公知の分散装置を用いることができ、特に限定されるものではないが、例えば、ペイントコンディショナー(レッドデビル社製)、ボールミル、サンドミル(シンマルエンタープライゼス社製「ダイノミル」等)、アトライター、パールミル(アイリッヒ社製「DCPミル」等)、コボールミル、バスケットミル、ホモミキサー、サンドグラインダー、ディスパーマット、SCミル、スパイクミル、ナノマイザー、ホモジナイザー(エム・テクニック社製「クレアミックス」等)、湿式ジェットミル(ジーナス社製「ジーナスPY」、ナノマイザー社製「ナノマイザー」等)等を用いることができる。コスト、処理能力を考えた場合、メディア型分散機を使用するのが好ましい。また、メディアとしてはガラスビーズ、ジルコニアビーズ、アルミナビーズ、磁性ビーズ、ステンレスビーズ、プラスチックビーズ、チタニアビーズ等を用いることができる。分散組成物は、各顔料を一括して製造してもよいし、顔料ごとに顔料分散体を製造した後に混合することもできる。 The dispersion apparatus used in the present invention may be a conventionally known dispersion apparatus and is not particularly limited. For example, a paint conditioner (manufactured by Red Devil), a ball mill, a sand mill (manufactured by Shinmaru Enterprises, Inc.) Dyno mill ", Attritor, Pearl mill (" DCP mill "manufactured by Eirich), Coball mill, basket mill, homomixer, sand grinder, disperse mat, SC mill, spike mill, nanomizer, homogenizer (" M Technique " Creamix ”, etc.), wet jet mills (“ Genus PY ”manufactured by Genus,“ Nanomizer ”manufactured by Nanomizer, etc.) and the like can be used. In consideration of cost and processing capability, it is preferable to use a media type dispersing machine. As the media, glass beads, zirconia beads, alumina beads, magnetic beads, stainless beads, plastic beads, titania beads, and the like can be used. In the dispersion composition, each pigment may be produced in a lump, or may be mixed after producing a pigment dispersion for each pigment.
分散組成物と硬化剤の混合方法は従来公知の方法を用いることが出来る。例えば、ディスパーマットで分散体を攪拌しながら硬化剤を添加する。 A conventionally known method can be used for mixing the dispersion composition and the curing agent. For example, the curing agent is added while stirring the dispersion with a disperse mat.
本発明の塗料組成物の用途は特に限定されないが、各種ディスプレイに使用するカラーフィルター用途や、自動車用途等、高い表面抵抗率が要求される用途に使用することができる。また、本発明の塗料組成物は、遮熱塗料等、赤外線透過性が要求される用途に使用することができる。遮熱塗料の場合は、被塗布物(基材ともいう)が反射した赤外線が塗膜を透過することで被塗布物の過熱を低減できる。 The application of the coating composition of the present invention is not particularly limited, but it can be used for applications requiring high surface resistivity, such as color filter applications for various displays and automobile applications. In addition, the coating composition of the present invention can be used for applications that require infrared transparency, such as a thermal barrier coating. In the case of a thermal barrier coating, overheating of the coating object can be reduced by the infrared rays reflected by the coating object (also referred to as a substrate) being transmitted through the coating film.
<基材>
本発明の着色物は、基材に塗料組成物から形成してなる塗膜を備えていることが好ましい。具体的には、基材上に本発明の塗料組成物を塗工することで塗膜(着色層ともいう)を形成する。
<Base material>
The colored product of the present invention preferably has a coating film formed from a coating composition on a substrate. Specifically, a coating film (also referred to as a colored layer) is formed by applying the coating composition of the present invention on a substrate.
基材は、金属、ガラスまたは樹脂の素材が好ましく、これらの積層体でもよい。樹脂は木製でも合成樹脂でも良い。また、基材の形状は板状、フィルム状、シート状または成形体状でも良い。成形体の製造は、例えばインサート射出成形法、インモールド成形法、オーバーモールド成形法、二色射出成形法、コアバック射出成形法、サンドイッチ射出成形法などの射出成形方法、Tダイラミネート成形法、多層インフレーション成形法、共押出成形法、押出被覆法などの押出成形法、そして多層ブロー成形法、多層カレンダー成形法、多層プレス成形法、スラッシュ成形法、溶融注型法などの成形法を使用することができる。 The base material is preferably a metal, glass or resin material, and may be a laminate of these. The resin may be wooden or synthetic resin. Further, the shape of the substrate may be a plate shape, a film shape, a sheet shape, or a molded body shape. The production of the molded body is, for example, an injection molding method such as insert injection molding method, in-mold molding method, overmold molding method, two-color injection molding method, core back injection molding method, sandwich injection molding method, T-die laminate molding method, Use extrusion methods such as multilayer inflation molding, coextrusion molding, extrusion coating, etc., and molding methods such as multilayer blow molding, multilayer calendering, multilayer press molding, slush molding, and melt casting. be able to.
前記塗工方法は、例えば、浸漬、刷毛、ローラー、ロールコーター、エアースプレー、エアレススプレー、カーテンフローコーター、ローラーカーテンコーター、ダイコーター等の公知の塗工方法を使用できる。着色層の厚さは1〜50μmが好ましい。 As the coating method, for example, known coating methods such as dipping, brush, roller, roll coater, air spray, airless spray, curtain flow coater, roller curtain coater, and die coater can be used. The thickness of the colored layer is preferably 1 to 50 μm.
本発明において基材は、基材が赤外線を反射しうることが好ましい。これは、当該着色層の黒色、耐候性および赤外線透過性という機能を効果的に発揮する点で好ましい。具体的には、赤外線を反射する化合物、例えば、二酸化チタンを含む樹脂(基材は白色になりやすい)や、当該化合物を含む塗膜が形成された素材が好ましい。 In the present invention, it is preferable that the substrate can reflect infrared rays. This is preferable in that the functions of black, weather resistance, and infrared transparency of the colored layer are effectively exhibited. Specifically, a compound that reflects infrared rays, for example, a resin containing titanium dioxide (the base material tends to be white) or a material on which a coating film containing the compound is formed is preferable.
前記樹脂は、ポリプロピレン樹脂、アクリル樹脂、ウレタン樹脂、エポキシ樹脂、繊維強化樹脂、フッ素樹脂等が挙げられる。また前記金属は、銅、鉄、アルミニウム、ステンレス等やこれらを含む合金、もしくは亜鉛メッキ鋼板またはアルミ亜鉛メッキ鋼板等のメッキ処理板が挙げられる。 Examples of the resin include polypropylene resin, acrylic resin, urethane resin, epoxy resin, fiber reinforced resin, and fluorine resin. Further, examples of the metal include copper, iron, aluminum, stainless steel and the like, alloys containing them, and plated plates such as galvanized steel sheets and aluminum galvanized steel sheets.
二酸化チタンは、ルチル型およびアナターゼ型が好ましく、赤外線を反射するのに適した粒径であれば、特に制限されない。また二酸化チタンは表面活性を抑制するために、無機物や有機物で表面処理することが好ましい。 Titanium dioxide is preferably a rutile type and an anatase type, and is not particularly limited as long as it has a particle size suitable for reflecting infrared rays. Titanium dioxide is preferably surface-treated with an inorganic substance or an organic substance in order to suppress surface activity.
以下、実施例をあげて本発明を詳細に説明するが、本発明はこれらに限定されるものではない。尚、実施例中、特に断りの無い限り、「部」、「%」は、それぞれ、「重量部」、「重量%」を表す。
まず、実施例および比較例で使用した材料等を以下に示す。
EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated in detail, this invention is not limited to these. In the examples, unless otherwise specified, “part” and “%” represent “part by weight” and “% by weight”, respectively.
First, materials used in Examples and Comparative Examples are shown below.
<顔料>
・C.I.ピグメントイエロー184(Y184):Irgacolor Yellow 3RLM/BASFジャパン社製
・C.I.ピグメントイエロー139(Y139):Paliotol Yellow L1820/BASFジャパン社製
・C.I.ピグメントバイオレット19(V19):Pacific Red2020/BASFジャパン社製
・C.I.ピグメントレッド122(R122):Hostaperm Pink E/Clariant社製
・C.I.ピグメントレッド254(R254):Irgadin Red DPP BO/BASFジャパン社製
・C.I.ピグメントレッド177(R177):Cromophtal Red A2B/Clariant社製
・C.I.ピグメントレッド179(R179):Paliogen Red L3875/BASFジャパン社製
・C.I.ピグメントブルー15:3(B15:3):Lionol Blue NCB TONER/トーヨーカラー社製
・C.I.ピグメントブルー15:6(B15:6):Lionol Blue ESP−S/トーヨーカラー社製
・C.I.ピグメントブルー60(B60):Lionogen Blue 6510/トーヨーカラー社製
・C.I.ピグメントブルー29(B29):Nubix G58/Nubiola社製
・C.I.ピグメントグリーン7(G7):Lionol Green Y−101/トーヨーカラー社製
・C.I.ピグメントグリーン36(G36):Lionol Green 6Y−503/トーヨーカラー社製
・C.I.ピグメントブラック7(Bk7):Raven420/Columbian Carbon社製
・C.I.ピグメントブラック31(Bk31):PALIOGENBLACK S0084/BASFジャパン社製
<Pigment>
・ C. I. Pigment Yellow 184 (Y184): Irgacolor Yellow 3RLM / BASF Japan, C.I. I. Pigment Yellow 139 (Y139): C. Pariotol Yellow L1820 / BASF Japan I. Pigment Violet 19 (V19): Pacific Red2020 / BASF Japan, C.I. I. Pigment Red 122 (R122): Hostaper Pink E / Clariant, C.I. I. Pigment Red 254 (R254): Irgadin Red DPP BO / BASF Japan, C.I. I. Pigment Red 177 (R177): Chromophthal Red A2B / Clariant, C.I. I. Pigment Red 179 (R179): Paliogen Red L3875 / BASF Japan, C.I. I. Pigment Blue 15: 3 (B15: 3): Lionol Blue NCB TONER / Toyo Color Co., Ltd. I. Pigment Blue 15: 6 (B15: 6): Lionol Blue ESP-S / Toyo Color Co., Ltd. I. Pigment Blue 60 (B60): Lionogen Blue 6510 / Toyocolor Co., Ltd. I. Pigment Blue 29 (B29): Nubix G58 / Nubiola, C.I. I. Pigment Green 7 (G7): Lionol Green Y-101 / Toyo Color Co., Ltd. I. Pigment Green 36 (G36): Lionol Green 6Y-503 / manufactured by Toyocolor Co., Ltd. I. Pigment Black 7 (Bk7): Raven420 / Columbian Carbon, C.I. I. Pigment Black 31 (Bk31): PALIOGENBLACK S0084 / BASF Japan
<顔料誘導体>
・顔料誘導体A
・ Pigment derivative A
・顔料誘導体B
・顔料誘導体C
・顔料誘導体D
(C4H9は、ブチル基を表す)
(C 4 H 9 represents a butyl group)
・顔料誘導体E
(CuPcは、銅フタロシアニン残基を表す)
(CuPc represents a copper phthalocyanine residue)
・顔料誘導体F
(C4H9は、ブチル基を表す)
(C 4 H 9 represents a butyl group)
<分散剤>
・BYK110(樹脂型分散剤、BYK Chemie社製)
・BYK116(樹脂型分散剤、BYK Chemie社製)
・SOLSPERSE20000(樹脂型分散剤、Lubrizol社製、「SP」と略記することがある。)
<Dispersant>
-BYK110 (resin-type dispersant, manufactured by BYK Chemie)
BYK116 (resin-type dispersant, manufactured by BYK Chemie)
SOLSPERSE 20000 (resin-type dispersant, manufactured by Lubrizol, Inc., sometimes abbreviated as “SP”)
<樹脂>
・ダイヤナール HR−619(アクリル系樹脂、三菱レイヨン社製、「HR」と略記することがある。)
・ダイヤナール AR−2912(アクリル系樹脂、三菱レイヨン社製、「AR」と略記することがある。)
・CAB−551−0.2(30%−酢酸ブチル/MIBK溶液、セルロースアセテートブチレート系 樹脂、イーストマン社製、以下「CAB」と略記することがある。)
<Resin>
Dianal HR-619 (acrylic resin, manufactured by Mitsubishi Rayon Co., Ltd., sometimes abbreviated as “HR”)
Dianal AR-2912 (acrylic resin, manufactured by Mitsubishi Rayon Co., Ltd., sometimes abbreviated as “AR”)
CAB-551-0.2 (30% -butyl acetate / MIBK solution, cellulose acetate butyrate resin, manufactured by Eastman Corporation, hereinafter may be abbreviated as “CAB”.)
<分散媒>
・酢酸ブチル(「BA」と略記することがある。)
・メチルイソブチルケトン(「MIBK」と略記することがある。)
・キシレン
・エクソールD40(エクソンモービル社製)
・エタノール
<Dispersion medium>
Butyl acetate (may be abbreviated as “BA”)
Methyl isobutyl ketone (may be abbreviated as “MIBK”)
・ Xylene Exol D40 (ExxonMobil)
·ethanol
<硬化剤>
・R−255(日本ビーケミカル社製)
・R−271(日本ビーケミカル社製)
・ユーバン20SE−60(三井東圧化学社製)
<Curing agent>
・ R-255 (Nihon Bee Chemical Co., Ltd.)
・ R-271 (Nihon Bee Chemical Co., Ltd.)
・ Uban 20SE-60 (Mitsui Toatsu Chemicals)
<基材>
[基材A(基材の製造例1)]
二酸化チタン(テイカ社製、JR−1000)2部と熱可塑性ポリプロピレン樹脂(三菱エンジニアリングプラスチック社製、ユーピンロンS3000)98部を、予備混合した上で、2軸押出機に投入した。次いで230℃で溶融混練し、さらに押し出すことで予備分散体を得た。この予備分散体を金型へ投入し、熱プレス機にて230〜250℃で加熱溶融した後、冷却することで幅100mm、長さ100mm、厚さ2mmの赤外線を反射できる白色基材Aを得た。
<Base material>
[Base Material A (Base Material Production Example 1)]
2 parts of titanium dioxide (Taika Co., Ltd., JR-1000) and 98 parts of thermoplastic polypropylene resin (Mitsubishi Engineering Plastics Co., Ltd., Upinlon S3000) were premixed and then charged into a twin screw extruder. Next, the mixture was melt-kneaded at 230 ° C. and further extruded to obtain a preliminary dispersion. The preliminary dispersion is put into a mold, heated and melted at 230 to 250 ° C. with a hot press machine, and then cooled to form a white substrate A that can reflect infrared rays having a width of 100 mm, a length of 100 mm, and a thickness of 2 mm. Obtained.
[基材B]
幅100mm、長さ100mm、厚み1mmの銅板を基材Bとして用いた。
[基材C]
幅100mm、長さ100mm、厚み1mmのアルミ板を基材Cとして用いた。
[Base material B]
A copper plate having a width of 100 mm, a length of 100 mm, and a thickness of 1 mm was used as the base material B.
[Base material C]
An aluminum plate having a width of 100 mm, a length of 100 mm, and a thickness of 1 mm was used as the substrate C.
<分散組成物の作製>
(実施例1)
Y184 20.00部
V19 14.00部
B15:3 6.00部
顔料誘導体A 0.70部
BYK110 3.85部
AR 14.29部
BA 20.58部
MIBK 20.58部
上記成分を、ユニビーズUB2022Sと共に、ビーズミル分散機(ダイノミルKDL型)に仕込み、充填率80%、周速10m/秒、吐出量300〜500g/分、滞留時間
15分間分散して分散組成物1を得た。
<Preparation of dispersion composition>
Example 1
Y184 20.00 parts V19 14.00 parts B15: 3 6.00 parts Pigment derivative A 0.70 parts BYK110 3.85 parts AR 14.29 parts BA 20.58 parts MIBK 20.58 parts
The above components are charged into a bead mill disperser (Dynomill KDL type) together with UniBeads UB2022S, and a dispersion composition 1 is obtained by dispersing 80% filling rate, peripheral speed 10 m / sec, discharge rate 300 to 500 g / min, residence time 15 minutes. Obtained.
(実施例2〜21、比較例1、2)
顔料、顔料誘導体、分散剤、樹脂、および分散媒を、表2に示す種類と比率(部)に変更した以外は、実施例1と同様にして、それぞれ分散組成物2〜21、23、24を得た。表1において、顔料の「配合比率」とは、使用した黄顔料と赤顔料と青顔料の各重量部の和を100部とした際のそれぞれの顔料の重量部の比率を表わす。したがって、この配合比率(部)は、これら各顔料の重量%を表わす。また、顔料/顔料誘導体/分散剤/樹脂/分散媒(部)において、「顔料」とは、使用した黄顔料と赤顔料と青顔料の各重量部の和を表わす。さらに、分散媒として、BAとMIBKを併用した例では、BAとMIBKの混合比率は1:1(重量比)である。
(Examples 2 to 21, Comparative Examples 1 and 2)
Dispersion compositions 2 to 21, 23, and 24 were respectively performed in the same manner as in Example 1 except that the pigment, pigment derivative, dispersant, resin, and dispersion medium were changed to the types and ratios (parts) shown in Table 2. Got. In Table 1, the “blending ratio” of the pigment represents a ratio of parts by weight of each pigment when the sum of the parts by weight of the yellow pigment, red pigment, and blue pigment used is 100 parts. Therefore, this blending ratio (part) represents the weight percent of each pigment. In the pigment / pigment derivative / dispersant / resin / dispersion medium (parts), “pigment” represents the sum of the respective parts by weight of the yellow pigment, red pigment and blue pigment used. Furthermore, in the example in which BA and MIBK are used in combination as the dispersion medium, the mixing ratio of BA and MIBK is 1: 1 (weight ratio).
(実施例22)
Y184 40.28部
BYK110 3.89部
顔料誘導体A 0.70部
AR 14.40部
BA 20.72部
MIBK 20.72部
上記成分を、実施例1と同様に分散し、分散組成物22−Yを得た。
V19 39.49部
顔料誘導体A 1.97部
BYK110 3.81部
AR 14.11部
BA 20.31部
MIBK 20.31部
上記成分を、実施例1と同様に分散し、分散組成物22−Rを得た。
B15:3 40.27部
BYK110 3.89部
AR 14.36部
BA 20.74部
MIBK 20.74部
上記成分を、実施例1と同様に分散し、分散組成物22−Bを得た。
分散組成物22−Y 49.66部
分散組成物22−R 35.45部
分散組成物22−B 14.90部
上記成分を配合し、分散組成物22を得た。
(Example 22)
Y184 40.28 parts BYK110 3.89 parts Pigment derivative A 0.70 parts AR 14.40 parts BA 20.72 parts MIBK 20.72 parts The above ingredients are dispersed in the same manner as in Example 1, and dispersion composition 22- Y was obtained.
V19 39.49 parts Pigment derivative A 1.97 parts BYK110 3.81 parts AR 14.11 parts BA 20.31 parts MIBK 20.31 parts The above ingredients are dispersed in the same manner as in Example 1, and dispersion composition 22- R was obtained.
B15: 3 40.27 parts BYK110 3.89 parts AR 14.36 parts BA 20.74 parts MIBK 20.74 parts The above components were dispersed in the same manner as in Example 1 to obtain dispersion composition 22-B.
Dispersion Composition 22-Y 49.66 parts Dispersion Composition 22-R 35.45 parts Dispersion Composition 22-B 14.90 parts The above components were blended to obtain Dispersion Composition 22.
表1
表1(つづき)
本発明の分散組成物は、いずれも保存安定性が良好であり、25℃、1ヶ月の保存において増粘等は認められなかった。 All of the dispersion compositions of the present invention had good storage stability, and no thickening was observed during storage at 25 ° C. for 1 month.
<塗料組成物の作製>
(実施例23)
分散組成物1 10.00部
AR 19.64部
R−271 4.00部
上記成分を配合し、塗料組成物1を得た。
<Preparation of coating composition>
(Example 23)
Dispersion Composition 1 10.00 parts AR 19.64 parts R-271 4.00 parts The above ingredients were blended to obtain a coating composition 1.
(実施例24〜44、比較例3、4)
分散組成物、硬化剤、樹脂を、表2に示す種類と比率(部)に変更した以外は、実施例23と同様にして、それぞれ塗料組成物2〜24を得た。
(Examples 24-44, Comparative Examples 3 and 4)
Coating compositions 2 to 24 were obtained in the same manner as in Example 23, except that the dispersion composition, curing agent, and resin were changed to the types and ratios (parts) shown in Table 2.
表2
表2(つづき)
本発明の塗料組成物は、いずれも保存安定性が良好であり、25℃、1ヶ月の保存において増粘等は認められなかった。 All the coating compositions of the present invention have good storage stability, and no thickening or the like was observed during storage at 25 ° C. for 1 month.
<塗膜の作製>
(実施例45)
実施例23で得た塗料組成物1を、厚さ100μmのポリエチレンテレフタレート(PET)フィルムに、7ミルのアプリケーター(塗工時の膜厚が180〜200μm)を用いて塗布した後、乾燥して塗膜1を得た。乾燥条件は、25℃にて10分間、次いで、105℃で30分間の順で乾燥した。
<Preparation of coating film>
(Example 45)
The coating composition 1 obtained in Example 23 was applied to a polyethylene terephthalate (PET) film having a thickness of 100 μm using a 7 mil applicator (film thickness at the time of coating of 180 to 200 μm), and then dried. A coating film 1 was obtained. The drying conditions were 10 minutes at 25 ° C. and then 30 minutes at 105 ° C.
(実施例46〜66、比較例5、6)
塗料組成物1の代わりに、塗料組成物2〜24を用いた以外は、実施例45と同様にして、それぞれ塗膜2〜24を得た。
(Examples 46 to 66, Comparative Examples 5 and 6)
Coating films 2 to 24 were obtained in the same manner as in Example 45 except that the coating compositions 2 to 24 were used instead of the coating composition 1.
<着色物の作製>
(実施例67)
基材Aに、塗料組成物1をスプレーガン(W-100、ANEST IWATA社製)を用いてスプレー塗装し、水平を保ったまま、室温で30分間自然乾燥した後、105℃のオーブンで30分焼成し、厚さ15μmの着色物1を得た。
<Preparation of colored products>
(Example 67)
The coating composition 1 was spray-coated on the base material A using a spray gun (W-100, manufactured by ANEST IWATA), naturally dried at room temperature for 30 minutes while maintaining the level, and then heated in an oven at 105 ° C. for 30 minutes. Partial firing was performed to obtain a colored product 1 having a thickness of 15 μm.
(実施例68〜88、比較例7、8)
塗料組成物1の代わりに、塗料組成物2〜24を使用した以外は、実施例67と同様な方法により、それぞれ着色物2〜24を得た。
(Examples 68 to 88, Comparative Examples 7 and 8)
Colored materials 2 to 24 were obtained in the same manner as in Example 67 except that the coating compositions 2 to 24 were used instead of the coating composition 1.
(実施例89)
基材Aの代わりに、基材Bを使用した以外は、実施例67と同様な方法により、着色物23を得た。
Example 89
A colored product 23 was obtained in the same manner as in Example 67 except that the base material B was used instead of the base material A.
(実施例90)
基材Aの代わりに、基材Cを使用した以外は、実施例67と同様な方法により、着色物24を得た。
(Example 90)
A colored product 24 was obtained in the same manner as in Example 67 except that the substrate C was used instead of the substrate A.
以下に、塗膜及び着色物の明度(L)、反射率、耐候性、及び表面温度の評価方法と、評価結果を表3および表4に示す。 Tables 3 and 4 show the evaluation methods and evaluation results for the lightness (L), reflectance, weather resistance, and surface temperature of the coating film and the colored product.
<明度(L値)の測定と評価方法>
塗膜及び着色物の明度は、スペクトロカラーメーター(日本電色工業社製、SQ−2000)を用いて、塗膜の面から明度(L値)測定した。測定は、D65光源を用い、測定波長範囲を380nm〜780nmとした。L値が30.0以下であれば漆黒性に優れていると言える。
<Measurement and Evaluation Method of Lightness (L Value)>
The lightness (L value) was measured from the surface of the coating film using a spectrocolor meter (manufactured by Nippon Denshoku Industries Co., Ltd., SQ-2000). For the measurement, a D65 light source was used, and the measurement wavelength range was 380 nm to 780 nm. If L value is 30.0 or less, it can be said that it is excellent in jet blackness.
<反射率の測定と評価方法>
塗膜及び着色物の反射率は、分光光度計(日立製、U−3500)を用いて、塗膜の面から近赤外領域(760〜2100nm)での反射率を測定した。この近赤外領域での平均反射率を反射率とした。反射率が40%以上であれば良好な反射率であると言える。
<Measurement and evaluation method of reflectance>
The reflectance of the coating film and the colored product was measured by using a spectrophotometer (manufactured by Hitachi, U-3500) in the near-infrared region (760 to 2100 nm) from the surface of the coating film. The average reflectance in this near infrared region was taken as the reflectance. If the reflectance is 40% or more, it can be said that the reflectance is good.
<耐候性の測定と評価方法>
塗膜及び着色物の耐候性は、キセノンロングライフウェザーメーター(スガ試験機社製、WEL75X−HC・B・EC・S型)を用い、塗膜の面を2000時間照射した。照射前と2000時間照射後の塗膜について、塗膜面の色相をカラーメーター(日本電色社製、SE2000)を用いて測定し、下記式2で算出した色相差をもって評価した。
耐候性は下記の4段階の色相差で評価した。
◎:1.0未満 (塗膜に劣化が観察されない)
○:1.0以上3.0未満 (塗膜にやや劣化が観察されるが実用上支障ない)
×:3.0以上 (塗膜に大きな劣化が観察される)
<Measurement and evaluation method of weather resistance>
For the weather resistance of the coating film and the colored material, the surface of the coating film was irradiated for 2000 hours using a xenon long life weather meter (manufactured by Suga Test Instruments Co., Ltd., WEL75X-HC / B / EC / S type). About the coating film before irradiation and after 2000 hours irradiation, the hue of the coating film surface was measured using the color meter (Nippon Denshoku Co., Ltd. make, SE2000), and it evaluated by the hue difference computed by following formula 2.
The weather resistance was evaluated by the following four hue differences.
A: Less than 1.0 (Deterioration is not observed in the coating film)
○: 1.0 or more and less than 3.0 (Slight deterioration is observed in the coating film, but there is no practical problem)
X: 3.0 or more (a large deterioration is observed in the coating film)
式1
L1 :照射前の塗膜面の明度
L2 :照射後の塗膜面の明度
a1 :照射前の塗膜面の赤味/緑味指標
a2 :照射後の塗膜面の赤味/緑味指標
b1 :照射前の塗膜面の黄味/青味指標
b2 :照射後の塗膜面の黄味/青味指標
L 1 : Lightness of the coating surface before irradiation L 2 : Brightness of the coating surface after irradiation a 1 : Redness / greenness index of the coating surface before irradiation a 2 : Redness of the coating surface after irradiation / Greenness index b 1 : Yellowness / blueness index of the coating surface before irradiation b 2 : Yellowness / blueness index of the coating surface after irradiation
<表面温度の測定と評価方法>
塗膜及び着色物の表面温度は、ハロゲンランプL2322(LPL社製、定格電圧100V、定格電力300W)を塗膜の面から50cmの距離より照射し、TR−81広範囲温度データロガー(T&D社製)を用いて、塗膜表面の温度が平衡に達した時の温度を表面温度とした。表面温度の低いものほど、熱遮蔽効果に優れているといえる。
<Measurement and evaluation method of surface temperature>
The surface temperature of the coating film and the colored material was irradiated with a halogen lamp L2322 (manufactured by LPL, rated voltage 100 V, rated power 300 W) from a distance of 50 cm from the surface of the coating film, and TR-81 wide temperature data logger (manufactured by T & D). ) Was used as the surface temperature when the temperature of the coating film surface reached equilibrium. The lower the surface temperature, the better the heat shielding effect.
表3
表3(つづき)
表4
表4(つづき)
上記結果から、本発明の分散組成物及び塗料組成物を用いて形成された塗膜及び着色物は、明度(L値)、反射率、耐候性、表面温度の全ての評価結果において、実用上問題なく優れていることが明らかとなった。これに対して、顔料としてカーボンブラック(Bk7)を用いた場合(比較例5、7)には、明度、耐候性には優れているが、反射率、表面温度が劣っていることが明らかとなった。また、顔料としてペリレンブラック(Bk31)を用いた場合(比較例6、8)、明度、反射率、表面温度には優れているが、耐候性が著しく劣っていることが明らかとなった。 From the above results, the coating film and the colored product formed using the dispersion composition and coating composition of the present invention are practically used in all evaluation results of lightness (L value), reflectance, weather resistance, and surface temperature. It became clear that it was excellent without problems. On the other hand, when carbon black (Bk7) is used as the pigment (Comparative Examples 5 and 7), it is clear that the brightness and the weather resistance are excellent, but the reflectance and the surface temperature are inferior. became. Further, when perylene black (Bk31) was used as a pigment (Comparative Examples 6 and 8), it was revealed that the brightness, the reflectance, and the surface temperature were excellent, but the weather resistance was extremely inferior.
Claims (10)
一般式(1)
G1−(E)q
(式中、G1は、色素原型化合物残基であり、Eは、塩基性置換基、酸性置換基、又は中性置換基であり、qは、1〜4の整数である。) The dispersion composition according to any one of claims 1 to 3, further comprising a pigment derivative represented by the following general formula (1).
General formula (1)
G 1- (E) q
(In the formula, G 1 is a chromogenic compound residue, E is a basic substituent, an acidic substituent, or a neutral substituent, and q is an integer of 1 to 4.)
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