Composition for carbon fiber-reinforced resin, carbon fiber-reinforced resin composition, cured article

A technology for reinforcing resin and carbon fiber, which is applied in the field of carbon fiber reinforced resin composition and its cured product, and carbon fiber reinforced resin composition, which can solve the problems of insufficient adhesion and insufficient interlaminar shear strength of the cured product. achieve good adhesion

Active Publication Date: 2018-12-21
SHOWA DENKO KK
7 Cites 0 Cited by

AI-Extracted Technical Summary

Problems solved by technology

However, in conventional carbon fiber-reinforced resin compositions using vinyl ester resins, the adhesiveness between the resin component in the ...
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Method used

In addition, in addition to the above, by using dicyclopentenyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, etc., the dryness of the composition for carbon fiber reinforced resin is improved .
In particular, as (D) imidazole compound, the resin composition of Example 1 using 2-ethyl-4-methylimidazole, and the embodiment using 1-benzyl-2-methylimidazole In the resin composition of 8, suspension of crystals was not confirmed, and the solubility evaluation was good.
On the other hand, compared with the resin composition of Examples 1, ...
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Abstract

A composition for a carbon fiber-reinforced resin includes (A) a radical-reactive resin, (B) a radical-polymerizable unsaturated monomer, (C) a mercapto group-containing compound, (D) an imidazole compound having only one imidazole ring, and (E) an organic peroxide. The composition for a carbon fiber-reinforced resin may also include (G) a metal soap.

Technology Topic

Free-radical reactionFiber +5

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  • Composition for carbon fiber-reinforced resin, carbon fiber-reinforced resin composition, cured article
  • Composition for carbon fiber-reinforced resin, carbon fiber-reinforced resin composition, cured article
  • Composition for carbon fiber-reinforced resin, carbon fiber-reinforced resin composition, cured article

Examples

  • Experimental program(3)
  • Comparison scheme(1)

Example

[0281]
[0282] A mixture of each (A) radical reactive resin of (A1-1)(A1-2)(A4-1) manufactured by the above method and (B) styrene as a radical polymerizable unsaturated monomer Among them, the (B) radical polymerizable unsaturated monomer shown in Table 1 was added as needed. Thus, a mixture (a mixture of (A) component and (B) component) containing (A) a radically reactive resin and (B) a radically polymerizable unsaturated monomer in the ratio shown in Table 1 was obtained.
[0283] [Table 1]
[0284]
[0285] In the styrene column of Table 1, the above-mentioned (A1-1) (A1-2) (A4-1) (A) radical reactive resin and (B) radical polymerizable unsaturated monomer The styrene content previously contained in the mixture and the styrene content as the (B) radically polymerizable unsaturated monomer added as necessary are summed and described.
[0286] In addition, in the column of (A) radical reactive resin in Table 1, it is described that only (A) is free in the mixture calculated from the addition amount of the raw materials used in the production of the mixture of (A) component and (B) component The content of base reactive resin. (A) The content of the radical-reactive resin is calculated by considering that 100% of the raw materials used in the production of the mixture are reacted. In addition, in the column of (B) radically polymerizable unsaturated monomer in Table 1, it is described that only (() of the mixture calculated from the addition amount of the raw materials used in the production of the mixture of (A) component and (B) component B) The content of radically polymerizable unsaturated monomers. (B) The content of the radically polymerizable unsaturated monomer is calculated by considering that 100% of the raw materials used in the production of the mixture are reacted.
[0287] Next, (C) a mercapto group-containing compound, (D) an imidazole compound, and (E) an organic peroxide based on a total of 100 parts by mass of (A) radically reactive resin and (B) radically polymerizable unsaturated monomer The compound was added in the ratio shown in Table 1 and stirred, and then (G) metal soap was added in the ratio shown in Table 1 and stirred as needed to obtain a resin composition without (F) carbon fiber (composition for carbon fiber reinforced resin) 物).
[0288]
[0289] Except not containing the (C) mercapto group-containing compound, the same procedure as in Example 1 was carried out to obtain a resin composition (carbon fiber-reinforced resin composition) not containing (F) carbon fibers.
[0290] For each carbon fiber-reinforced resin composition obtained in this way, the gelation time, curing time, and curing temperature were measured in an environment of 80° C. to evaluate the curability by the following method. The results are shown in Table 1.
[0291]
[0292] The gelation time, curing temperature, and curing time were evaluated by the evaluation method shown below.
[0293] The resin composition was put into a test tube (outer diameter 18 mm, length 165 mm) at room temperature to a depth of 100 mm, set in an oil bath heated to 80° C., and the temperature of the resin composition was measured with a thermocouple. The time taken for the temperature of the resin composition to reach 85°C after the temperature reached 65°C was measured and set as the gelation time.
[0294] In addition, the time until the resin composition reaches the highest exothermic temperature is defined as curing time, and the exothermic temperature at this time is defined as curing temperature, and it is measured in accordance with JIS K-6901.
[0295] As shown in Table 1, it can be seen that the gelation time and curing time of the resin compositions of Examples 1 to 7 are short, and they can be cured efficiently even at a low curing temperature (80°C).
[0296] In particular, it can be seen that Examples 6 and 7 containing (G) metal soap have shorter gelation time and curing time than Example 1 containing no (G) metal soap, and can be cured efficiently.
[0297] In contrast, it can be seen that the resin composition of Comparative Example 1 that does not contain (C) the mercapto group-containing compound has a longer gelation time and curing time than the resin compositions of Examples 1-7. In order to achieve a lower curing temperature It takes more time to cure.

Example

[0298]
[0299] In the same manner as in Example 1, a mixture containing (A) a radically reactive resin and (B) a radically polymerizable unsaturated monomer in the ratio shown in Table 2 was obtained.
[0300] [Table 2]
[0301]
[0302] In the styrene column in Table 2, each (A) radical reactive resin of (A1-1) (A1-2) (A4-1) above and (B) radical polymerizable unsaturated monomer The styrene content previously contained in the mixture of and the styrene content as the (B) radically polymerizable unsaturated monomer added as necessary are summed and described.
[0303] In addition, in the column of (A) radical reactive resin in Table 2, only (A) in the mixture calculated from the addition amount of the raw materials used in the production of the mixture of (A) component and (B) component is described. The content of free radical reactive resin. (A) The content of the radical-reactive resin is calculated by considering that 100% of the raw materials used in the production of the mixture are reacted. In addition, in the column of (B) radically polymerizable unsaturated monomers in Table 2, only one of the mixtures calculated from the addition amount of the raw materials used in the production of the mixture of (A) component and (B) component (B) The content of radically polymerizable unsaturated monomers. (B) The content of the radically polymerizable unsaturated monomer is calculated by considering that 100% of the raw materials used in the production of the mixture are reacted.
[0304] Next, (C) a mercapto group-containing compound, (D) an imidazole compound, and (E) an organic peroxide based on a total of 100 parts by mass of (A) radically reactive resin and (B) radically polymerizable unsaturated monomer The materials were sequentially added in the ratio shown in Table 2 and stirred to obtain a resin composition (carbon fiber-reinforced resin composition) not containing (F) carbon fibers.
[0305] For each carbon fiber-reinforced resin composition obtained in this way, the gelation time, curing time, and curing temperature were measured in the same manner as in Example 1, and the curability was evaluated in an environment of 80°C. The results are shown in Table 2. In addition, in Table 2, the evaluation of the curability of Example 1 is also shown together.
[0306] As shown in Table 2, it can be seen that the gelation time and curing time of the resin compositions of Examples 8 to 9 are short, and can be cured efficiently even at a low curing temperature.
[0307] In contrast, the resin composition of Comparative Example 2 using biimidazole as the (D) imidazole compound has a longer gelation time and curing time than the resin compositions of Examples 1, 8, and 9.
[0308]
[0309] In an environment of 25°C, with respect to 100 parts by mass of the mixture of (A) radically reactive resin and (B) radically polymerizable unsaturated monomer shown in Table 2, the (D) imidazole compound is as shown in Table 2 Add in the proportion to stir. Furthermore, the aforementioned (D) component was added to the mixture of the aforementioned (A) component and the aforementioned (B) component, and 2 minutes after the start of stirring, the state of the resin composition was visually observed, and the aforementioned (D) was evaluated by the following criteria: ) The solubility (compatibility) of the ingredients. The results are shown in Table 2.
[0310] "Solubility Evaluation Criteria"
[0311] ○: Dissolved.
[0312] △: Transparent, and some crystals remaining after being dissolved are suspended.
[0313] ×: The component (D) is not dissolved, and the crystals are suspended and turbid.
[0314] The resin composition in which the said (D) component was added to the mixture of the said (A) component and the said (B) component in a 25 degreeC environment, and it stirred for 2 minutes was made into a test body. For each test body, according to JIS K 7361 and K 7136, the transmittance was measured using a haze meter HM-150 manufactured by Murakami Color Research Institute, and a haze test was performed. The thickness of the cell at the time of measurement was 1 cm. About the transmittance and the haze, each test body was measured 3 times, and the average value of the obtained result was used for the evaluation shown in Table 2.
[0315] As shown in Table 2, the resin composition of Example 1 using 2-ethyl-4-methylimidazole as (D) imidazole compound, and 1-benzyl-2-methylimidazole as (D) imidazole The resin composition of Example 8 of the compound and the resin composition of Example 9 using 2-methylimidazole as the (D) imidazole compound were evaluated for solubility of ○ or △, and were transparent. In addition, as shown in Table 2, the resin compositions of Example 1, Example 8, and Example 9 have high transmittance and low haze.
[0316] Therefore, it can be seen that the (D) imidazole compound having only one imidazole ring used in Examples 1, 8, and 9 is compatible with (A) radically reactive resin and (B) radically polymerizable unsaturated monomer. Excellent capacitance.
[0317] In particular, as the (D) imidazole compound, the resin composition of Example 1 using 2-ethyl-4-methylimidazole and the resin composition of Example 8 using 1-benzyl-2-methylimidazole Suspended crystals were not confirmed in the composition, and the solubility evaluation was good.
[0318] In contrast, the resin composition of Comparative Example 2 using biimidazole having two imidazole rings as the (D) imidazole compound has low transmittance and high haze compared to the resin compositions of Examples 1, 8, and 9 .

Example

[0319]
[0320] In the same manner as in Example 1, a mixture containing (A) a radically reactive resin and (B) a radically polymerizable unsaturated monomer in the ratio shown in Table 3 was obtained.
[0321] [table 3]
[0322]
[0323] In the styrene column in Table 3, each (A) radical reactive resin of (A1-1)(A1-2)(A2-1)(A4-1) and (B) radically polymerized The styrene content preliminarily contained in the mixture of the unsaturated monomer and the styrene content as the (B) radical polymerizable unsaturated monomer added as necessary are summed and described.
[0324] In addition, in the column of (A) radical reactive resin in Table 3, it is described that only (A) in the mixture calculated from the addition amount of the raw materials used in the production of the mixture of the (A) component and the (B) component The content of free radical reactive resin. (A) The content of the radical-reactive resin is calculated by considering that 100% of the raw materials used in the production of the mixture are reacted. In addition, in the column of (B) radically polymerizable unsaturated monomers in Table 3, it is described that only one of the mixtures calculated from the addition amount of the raw materials used in the production of the mixture of (A) component and (B) component (B) The content of radically polymerizable unsaturated monomers. (B) The content of the radically polymerizable unsaturated monomer is calculated by considering that 100% of the raw materials used in the production of the mixture are reacted.
[0325] Next, (C) a mercapto group-containing compound, (D) an imidazole compound, and (E) an organic peroxide based on a total of 100 parts by mass of (A) radically reactive resin and (B) radically polymerizable unsaturated monomer The substance was added in the ratio shown in Table 3 and stirred to obtain a resin composition (carbon fiber-reinforced resin composition) not containing (F) carbon fiber.

PUM

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